Coupa Software (COUP) 10-Q 8 Jun 20 2020 Q1 Quarterly report Financial data

Document and Entity Information

Document and Entity Information - shares	3 Months Ended
	Apr. 30, 2020	Jun. 04, 2020
Cover [Abstract]
Document Type	10-Q
Amendment Flag	false
Document Period End Date	Apr. 30, 2020
Document Fiscal Year Focus	2020
Document Fiscal Period Focus	Q1
Trading Symbol	COUP
Entity Registrant Name	COUPA SOFTWARE INC
Entity Central Index Key	0001385867
Current Fiscal Year End Date	--01-31
Entity Filer Category	Large Accelerated Filer
Entity Current Reporting Status	Yes
Entity Small Business	false
Entity Shell Company	false
Entity Emerging Growth Company	false
Entity Common Stock, Shares Outstanding		67,073,897
Entity File Number	001-37901
Entity Tax Identification Number	20-4429448
Entity Address, Address Line One	1855 S. Grant Street
Entity Address, City or Town	San Mateo
Entity Address, State or Province	CA
Entity Address, Postal Zip Code	94402
City Area Code	650
Local Phone Number	931-3200
Document Quarterly Report	true
Document Transition Report	false
Entity Incorporation, State or Country Code	DE
Entity Interactive Data Current	Yes
Security Exchange Name	NASDAQ
Title of 12(b) Security	Common Stock

CONDENSED CONSOLIDATED BALANCE

CONDENSED CONSOLIDATED BALANCE SHEETS - USD ($) $ in Thousands	Apr. 30, 2020	Jan. 31, 2020
Current assets:
Cash and cash equivalents	$ 295,806	$ 268,045
Marketable securities	409,974	499,160
Accounts receivable, net of allowances	90,258	118,508
Prepaid expenses and other current assets	25,963	31,636
Deferred commissions, current portion	12,096	11,982
Total current assets	834,097	929,331
Property and equipment, net	21,040	18,802
Deferred commissions, net of current portion	29,652	30,921
Goodwill	443,086	442,112
Intangible assets, net	119,795	128,660
Operating lease right-of-use assets	30,176	32,026
Other assets	13,316	12,221
Total assets	1,491,162	1,594,073
Current liabilities:
Accounts payable	2,568	3,517
Accrued expenses and other current liabilities	45,689	54,245
Deferred revenue, current portion	240,680	257,692
Current portion of convertible senior notes, net (Note 9)	114,165	187,115
Operating lease liabilities, current portion	8,069	8,199
Total current liabilities	411,171	510,768
Convertible senior notes, net (Note 9)	571,897	562,612
Deferred revenue, net of current portion	3,800	4,091
Operating lease liabilities, net of current portion	23,451	25,490
Other liabilities	14,969	28,620
Total liabilities	1,025,288	1,131,581
Commitments and contingencies (Note 10)
Temporary equity (Note 9)	752	16,835
Stockholders’ equity:
Preferred stock, $0.0001 par value per share; 25,000,000 shares authorized at April 30, 2020 and January 31, 2020; zero shares issued and outstanding at April 30, 2020 and January 31, 2020
Common stock, $0.0001 par value per share; 625,000,000 shares authorized at April 30, 2020 and January 31, 2020; 66,827,590 and 64,528,970 shares issued and outstanding at April 30, 2020 and January 31, 2020, respectively	7	7
Additional paid-in capital	822,713	790,468
Accumulated other comprehensive income	2,907	871
Accumulated deficit	(360,505)	(345,689)
Total stockholders’ equity	465,122	445,657
Total liabilities, temporary equity and stockholders’ equity	$ 1,491,162	$ 1,594,073

CONDENSED CONSOLIDATED BALANC_2

CONDENSED CONSOLIDATED BALANCE SHEETS (Parenthetical) - $ / shares	Apr. 30, 2020	Jan. 31, 2020
Statement Of Financial Position [Abstract]
Preferred stock, par value	$ 0.0001	$ 0.0001
Preferred stock, shares authorized	25,000,000	25,000,000
Preferred stock, shares issued	0	0
Preferred stock, shares outstanding	0	0
Common stock, par value	$ 0.0001	$ 0.0001
Common stock, shares authorized	625,000,000	625,000,000
Common stock, shares issued	66,827,590	64,528,970
Common stock, shares outstanding	66,827,590	64,528,970

CONDENSED CONSOLIDATED STATEMEN

CONDENSED CONSOLIDATED STATEMENTS OF OPERATIONS - USD ($) shares in Thousands	3 Months Ended
	Apr. 30, 2020	Apr. 30, 2019
Revenues:
Revenues	$ 119,214,000	$ 81,344,000
Cost of revenues:
Cost of revenues	42,838,000	27,329,000
Gross profit	76,376,000	54,015,000
Operating expenses:
Research and development	26,719,000	21,014,000
Sales and marketing	46,139,000	33,610,000
General and administrative	9,144,000	17,198,000
Total operating expenses	82,002,000	71,822,000
Loss from operations	(5,626,000)	(17,807,000)
Interest expense	(12,289,000)	(3,175,000)
Interest income and other, net	3,328,000	924,000
Loss before provision for income taxes	(14,587,000)	(20,058,000)
Provision for income taxes	229,000	410,000
Net loss	$ (14,816,000)	$ (20,468,000)
Net loss per share attributable to common stockholders, basic and diluted	$ (0.23)	$ (0.34)
Weighted-average number of shares used in computing net loss per share attributable to common stockholders, basic and diluted	65,468	60,785
Subscription
Revenues:
Revenues	$ 105,735,000	$ 72,957,000
Cost of revenues:
Cost of revenues	29,002,000	17,403,000
Professional Services and Other
Revenues:
Revenues	13,479,000	8,387,000
Cost of revenues:
Cost of revenues	$ 13,836,000	$ 9,926,000

CONDENSED CONSOLIDATED STATEM_2

CONDENSED CONSOLIDATED STATEMENTS OF COMPREHENSIVE LOSS - USD ($) $ in Thousands	3 Months Ended
	Apr. 30, 2020	Apr. 30, 2019
Income Statement [Abstract]
Net loss	$ (14,816)	$ (20,468)
Other comprehensive gain (loss) in relation to defined benefit plans, net of tax	397	(539)
Changes in unrealized gain (loss) on marketable securities, net of tax	1,639	(47)
Comprehensive loss	$ (12,780)	$ (21,054)

CONDENSED CONSOLIDATED STATEM_3

CONDENSED CONSOLIDATED STATEMENTS OF STOCKHOLDERS' EQUITY - USD ($) $ in Thousands	Total	Common Stock	Additional Paid-In Capital	Accumulated Other Comprehensive Income (Loss)	Accumulated Deficit
Balance at Jan. 31, 2019	$ 313,281	$ 6	$ 567,797	$ 335	$ (254,857)
Balance, shares at Jan. 31, 2019		60,455,381
Cancellation of common stock issued from acquisitions, shares		(7,784)
Issuance of common stock for employee share purchase plan	5,396		5,396
Issuance of common stock for employee share purchase plan, shares		108,758
Exercise of stock options	4,482	$ 1	4,481
Exercise of stock options, shares		856,295
Stock-based compensation expense	17,061		17,061
Vested restricted stock units, shares		227,923
Other comprehensive income (loss)	(586)			(586)
Net loss	(20,468)				(20,468)
Balance at Apr. 30, 2019	319,166	$ 7	594,735	(251)	(275,325)
Balance, shares at Apr. 30, 2019		61,640,573
Balance at Jan. 31, 2020	445,657	$ 7	790,468	871	(345,689)
Balance, shares at Jan. 31, 2020		64,528,970
Issuance of common stock for acquisitions, shares		37,568
Issuance of common stock for employee share purchase plan	7,391		7,391
Issuance of common stock for employee share purchase plan, shares		104,818
Exercise of stock options	3,228		3,228
Exercise of stock options, shares		404,858
Stock-based compensation expense	24,547		24,547
Vested restricted stock units, shares		298,155
Temporary equity reclassification	(752)		(752)
Settlement of convertible senior notes	(2,169)		(2,169)
Settlement of convertible senior notes, shares		1,453,221
Other comprehensive income (loss)	2,036			2,036
Net loss	(14,816)				(14,816)
Balance at Apr. 30, 2020	$ 465,122	$ 7	$ 822,713	$ 2,907	$ (360,505)
Balance, shares at Apr. 30, 2020		66,827,590

CONDENSED CONSOLIDATED STATEM_4

CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS - USD ($) $ in Thousands	3 Months Ended
	Apr. 30, 2020	Apr. 30, 2019
Cash flows from operating activities
Net loss	$ (14,816)	$ (20,468)
Adjustments to reconcile net loss to net cash provided by operating activities:
Depreciation and amortization	10,502	4,036
Accretion of discounts on marketable securities, net	471	731
Amortization of deferred commissions	3,162	1,980
Amortization of debt discount and issuance costs	11,950	2,961
Stock-based compensation	24,197	16,845
Gain on conversion of convertible senior notes	(2,571)
Repayments of convertible senior notes attributable to debt discount (Note 9)	(10,604)
Other	881	92
Changes in operating assets and liabilities net of effects from acquisitions:
Accounts receivable	26,633	29,405
Prepaid expenses and other current assets	5,945	(4,370)
Other assets	595	1,895
Deferred commissions	(2,007)	(3,763)
Accounts payable	(885)	(788)
Accrued expenses and other liabilities	(20,742)	(3,519)
Deferred revenue	(17,303)	(6,244)
Net cash provided by operating activities	15,408	18,793
Cash flows from investing activities
Purchases of marketable securities	(49,514)	(64,789)
Maturities of marketable securities	137,143	44,796
Sales of marketable securities	2,929	199,314
Acquisitions, net of cash acquired	(3,604)
Purchases of property and equipment	(3,599)	(2,654)
Net cash provided by investing activities	83,355	176,667
Cash flows from financing activities
Repayments of convertible senior notes attributable to principal	(81,444)
Proceeds from the exercise of common stock options	2,938	4,339
Proceeds from issuance of common stock for employee stock purchase plan	7,391	5,396
Net cash provided by (used in) financing activities	(71,115)	9,735
Net increase in cash, cash equivalents, and restricted cash	27,648	205,195
Cash, cash equivalents, and restricted cash at beginning of year	268,280	141,319
Cash, cash equivalents, and restricted cash at end of period	295,928	346,514
Reconciliation of cash, cash equivalents, and restricted cash to the condensed consolidated balance sheets
Cash and cash equivalents	295,806	346,446
Restricted cash included in other assets	$ 122	$ 68
Restricted cash, asset, statement of financial position [Extensible List]	us-gaap:OtherAssetsNoncurrent	us-gaap:OtherAssetsNoncurrent
Total cash, cash equivalents, and restricted cash	$ 295,928	$ 346,514
Supplemental disclosure of cash flow data
Cash paid for income taxes	554	509
Supplemental disclosure of non-cash investing and financing activities
Property and equipment included in accounts payable and accrued expenses and other liabilities	$ 476	$ 683

Organization and Description of

Organization and Description of Business	3 Months Ended
	Apr. 30, 2020
Organization Consolidation And Presentation Of Financial Statements [Abstract]
Organization and Description of Business	Note 1. Organization and Description of Business Coupa Software Incorporated (the “Company”) was incorporated in the state of Delaware in 2006. The Company provides a comprehensive, cloud-based business spend management (or “BSM”) platform that provides greater visibility into and control over how companies spend money. The BSM platform enables businesses to achieve savings that drive profitability. The Company is based in San Mateo, California . The Company’s fiscal year ends on January 31.

Significant Accounting Policies

Significant Accounting Policies	3 Months Ended
	Apr. 30, 2020
Accounting Policies [Abstract]
Significant Accounting Policies	Note 2. Significant Accounting Policies Basis of Presentation The accompanying unaudited condensed consolidated financial statements have been prepared using accounting principles generally accepted in the United States of America (“GAAP”) and applicable rules and regulations of the Securities and Exchange Commission (“SEC”) regarding interim financial reporting. Certain information and note disclosures normally included in the financial statements prepared in accordance with GAAP have been condensed or omitted pursuant to such rules and regulations. These condensed consolidated financial statements should be read in conjunction with the audited consolidated financial statements and related notes included in the Company’s Annual Report on Form 10-K for the year ended January 31, 2020 filed with the SEC on March 20, 2020 (the “Form 10-K”). The condensed consolidated financial statements include the results of the Company and its wholly-owned subsidiaries. All significant intercompany transactions and balances have been eliminated during consolidation. The condensed consolidated balance sheet as of January 31, 2020, included herein, was derived from the audited financial statements as of that date, but does not include all disclosures including certain notes required by GAAP on an annual reporting basis. There have been no changes to the significant accounting policies described in the Form 10-K for the year ended January 31, 2020, other than the adoption of accounting pronouncements as described in the “Recently Adopted Accounting Pronouncements” section below. Use of Estimates The preparation of condensed consolidated financial statements in conformity with GAAP requires management to make estimates and assumptions that affect the reported amounts of assets and liabilities and disclosure of contingent assets and liabilities as of the date of the condensed consolidated financial statements and the reported amounts of revenue and expenses during the reporting period. On an ongoing basis, management evaluates its significant estimates including, but not limited to, the lives of tangible and intangible assets, stock-based compensation, the fair value of the contingent purchase consideration, the estimate of credit losses on accounts receivable and marketable securities, the valuation of acquired intangible assets and the recoverability or impairment of intangible assets, including goodwill, revenue recognition, convertible senior notes fair value, the benefit period of deferred commissions, and provision for (benefit from) income taxes. Management bases its estimates on historical experience and on various other market-specific and relevant assumptions that management believes to be reasonable under the circumstances. Actual results could differ from those estimates and such differences could be material to the financial position and results of operations. Concentration of Risk Financial instruments that potentially subject the Company to a concentration of credit risk consist of cash and cash equivalents, marketable securities, and accounts receivable. Cash deposits exceed amounts insured by the Federal Deposit Insurance Corporation and the Securities Investor Protection Corporation. The Company has not experienced any losses on its deposits of cash and cash equivalents to date. Refer to Note 14, “Significant Customers and Geographic Information” for additional information on significant customers during the period. Comprehensive Loss Comprehensive loss is defined as the change in equity of a business enterprise during a period from transactions and other events and circumstances from non-owner sources. The Company’s comprehensive loss consists of net loss, other comprehensive gain (loss) in relation to defined benefits plans, net of tax, and changes in unrealized gain (loss) on marketable securities, net of tax. The other comprehensive gain (loss) in relation to defined benefits plans represents net deferred gains and losses and prior service costs and credits for the defined benefit pension plans. Fair Value Measurements Fair value is the exchange price that would be received for an asset or paid to transfer a liability (an exit price) in the principal or most advantageous market for the asset or liability in an orderly transaction between market participants on the measurement date. Subsequent changes in fair value of these financial assets and liabilities are recognized in earnings or other comprehensive loss when they occur. When determining the fair value measurements for assets and liabilities which are required to be recorded at fair value, the Company considers the principal or most advantageous market in which the Company would transact and the market-based risk measurement or assumptions that market participants would use in pricing the assets or liabilities, such as inherent risk, transfer restrictions and credit risk. The Company applies the following fair value hierarchy, which prioritizes the inputs used to measure fair value into three levels and bases the categorization within the hierarchy upon the lowest level of input that is available and significant to the fair value measurement: • Level 1 - Quoted prices in active markets for identical assets or liabilities. • Level 2 - Observable inputs other than quoted price in active markets for identical assets or similar assets or liabilities in inactive markets, or other inputs that are observable or can be corroborated by observable market data for substantially full term of assets or liabilities. • Level 3 - Inputs that are generally unobservable and typically reflect management’s estimates of assumptions that market participants would use in pricing the assets or liabilities. Revenue Recognition The Company derives its revenues primarily from subscription fees and professional services fees. Revenues are recognized when control of these services are transferred to the Company’s customers in an amount that reflects the consideration expected to be entitled to in exchange for those services. Revenues are recognized net of applicable taxes imposed on the related transaction. The Company’s revenue recognition policy follows guidance from Accounting Standards Codification 606, Revenue from Contracts with Customers (Topic 606) . The Company determines revenue recognition through the following five-step framework: • Identification of the contract, or contracts, with a customer; • Identification of the performance obligations in the contract; • Determination of the transaction price; • Allocation of the transaction price to the performance obligations in the contract; and • Recognition of revenue when, or as, the Company satisfies a performance obligation. Subscription Revenues The Company offers subscriptions to its cloud-based business spend management platform, including procurement, invoicing and expense management. Subscription revenues consist primarily of fees to provide the Company’s customers access to its cloud-based platform, which includes routine customer support. Subscription contracts do not provide customers with the right to take possession of the software, are non-cancelable, and do not contain general rights of return. Generally, subscription revenues are recognized ratably over the contractual term of the arrangement, beginning on the date that the service is made available to the customer. Subscription contracts typically have a term of three years with invoicing occurring in annual installments at the beginning of each year in the subscription period. Subscription revenues also include fees to provide support and updates to legacy Exari customers. The support and update revenues associated with these customers are recognized ratably over the contract term. Professional Services Revenues and Other The Company offers professional services which primarily include deployment services, optimization services, and training. Professional services are generally sold on a fixed-fee or time-and-materials basis. For services billed on a fixed-fee basis, invoicing typically occurs in advance, and revenue is recognized over time based on the proportion performed. For services billed on a time-and-materials basis, revenue is recognized over time as services are performed. Refer to Note 14, “Significant Customers and Geographic Information” for additional information on disaggregated revenue during the period. Significant Judgments The Company’s contracts with customers often include promises to transfer multiple products and services to a customer. For these contracts, the Company accounts for individual performance obligations separately if they are distinct. Subscription and professional services are both distinct performance obligations that are accounted for separately. In contracts with multiple performance obligations, the transaction price is allocated to separate performance obligations on a relative standalone selling price basis. The determination of standalone selling price (“SSP”) for each distinct performance obligation requires judgment. The Company determines SSP for performance obligations based on overall pricing objectives, which take into consideration market conditions and entity-specific factors. This includes a review of historical data related to the size of arrangements, the cloud applications being sold, customer demographics and the numbers and types of users within the arrangements. The Company uses a range of amounts to estimate SSP for performance obligations. There is typically more than one SSP for individual products and services due to the stratification of those products and services by considerations such as size and type of customer. Contract Balances The timing of revenue recognition may differ from the timing of invoicing for contracts with customers. The Company records a receivable when revenue is recognized prior to invoicing. Deferred revenue primarily consists of billings or payments received in advance of revenue recognition. Subscription and fixed-fee professional services arrangements are commonly billed in advance, recognized as deferred revenue, and then amortized into revenue over time. However, other professional services arrangements, primarily those recognized on a time-and-materials basis, are billed in arrears following services that have been rendered. This may result in revenue recognition greater than invoiced amounts which results in a receivable balance. Receivables represent an unconditional right to payment. As of April 30, 2020 and January 31, 2020, the balance of accounts receivable, net of the allowance for doubtful accounts, was $90.3 million and $118.5 million, respectively. Of these balances, $5.6 million and $6.1 million represent short-term unbilled receivable amounts as of April 30, 2020 and January 31, 2020, respectively. As of April 30, 2020 and January 31, 2020, the Company had long-term unbilled receivables of approximately $310,000 and $350,000, respectively, which were included in Other assets on the condensed consolidated balance sheet. When the timing of revenue recognition differs from the timing of invoicing, the Company uses judgment to determine whether the contract includes a significant financing component requiring adjustment to the transaction price. Various factors are considered in this determination including the duration of the contract, payment terms, and other circumstances. Generally, the Company determined that contracts do not include a significant financing component. The Company applies the practical expedient for instances where, at contract inception, the expected timing difference between when promised goods or services are transferred and associated payment will be one year or less. Payment terms vary by contract type, however arrangements typically stipulate a requirement for the customer to pay within 30 days. At any point in the contract term, the transaction price may be allocated to performance obligations that are unsatisfied or are partially unsatisfied. These amounts relate to remaining performance obligations on non-cancelable contracts which include both the deferred revenue balance and amounts that will be invoiced and recognized as revenue in future periods. As of April 30, 2020 , approximately $ million of revenue is expected to be recognized from remaining performance obligations, a majority of which is related to multi-year subscription arrangements . The Company expects to recognize revenue on approximately three-fourths of these remaining performance obligations within the next 24 months and the remainder thereafter. The Company applies the practical expedient to exclude remaining performance obligations that are part of contracts with an original expected duration of one year or less. During the three months ended April 30, 2020 , the revenue recognized from performance obligations satisfied in prior periods was approximately $ 3.4 million . Accounts Receivable and Allowances for Doubtful Accounts and Credit Losses The Company extends credit to its customers in the normal course of business and does not require cash collateral or other security to support the collection of customer receivables. The Company estimates the amount of uncollectible accounts receivable at the end of each reporting period and provides a reserve when needed based on an assessment of various factors including the aging of the receivable balance, historical experience, and expectations of forward-looking loss estimates. When developing the expectations of forward-looking loss estimates, the Company take into consideration forecasts of future economic conditions, information about past events, such as historical trends of write-offs, and customer-specific circumstances, such as bankruptcies and disputes. Accounts receivable are written off when deemed uncollectible. The allowances for doubtful accounts and credit losses were approximately $1.3 million as of April 30, 2020 and not material as of January 31, 2020. Marketable Securities Marketable securities consist of financial instruments such as U.S. treasury securities, U.S. agency obligations, corporate notes and bonds, commercial paper, asset backed securities and certificates of deposit. The Company classifies marketable securities as available-for-sale at the time of purchase and reevaluates such classification as of each balance sheet date. All marketable securities are recorded at estimated fair value. Credit losses related to the marketable securities are recorded in interest income and other, net in the condensed consolidated statements of operations through an allowance for credit losses rather than as a reduction in the amortized cost basis of the securities. Any remaining unrealized losses, or any unrealized gains, for marketable securities are included in accumulated other comprehensive income, a component of stockholders’ equity. If quoted prices for identical instruments are available in an active market, marketable securities are classified within Level 1 of the fair value hierarchy. If quoted prices for identical instruments in active markets are not available, fair values are estimated using quoted prices of similar instruments and are classified within Level 2 of the fair value hierarchy. Deferred Revenue Deferred revenue consists of customer billings or payments received in advance of the recognition of revenue and is recognized as revenue as the revenue recognition criteria are met. The Company generally invoices its customers annually for the forthcoming year of service. Accordingly, the Company’s deferred revenue balance does not include revenue for future years of multiple year non-cancellable contracts that have not yet been billed. During the three months ended April 30, 2020, the Company recognized revenue of $83.3 million that was included in the deferred revenue balance as of January 31, 2020. Deferred Commissions Commissions are earned by sales personnel upon the execution of the sales contract by the customer, and commission payments are made shortly after they are earned. Commission costs can be associated specifically with subscription and professional services arrangements. Commissions earned by the Company’s sales personnel are considered incremental and recoverable costs of obtaining a contract with a customer. These costs are deferred and then amortized over a period of benefit of five years. The Company determined the period of benefit by taking into consideration its past experience with customers, future cash flows expected from customers, industry peers and other available information. The Company capitalized commission costs of $2.0 million and $3.8 million and amortized $3.2 million and $2.0 million to sales and marketing expense in the accompanying condensed consolidated statements of operations during the three months ended April 30, 2020 and 2019, respectively. Leases Leases arise from contracts which convey the right to control the use of identified property or equipment for a period of time in exchange for consideration. The Company’s leasing arrangements are primarily for office space used to conduct operations. Leases are classified at commencement as either operating or finance leases. As of April 30, 2020, all of the Company’s leases are classified as operating leases. Rent expense for operating leases is recognized using the straight-line method over the term of the agreement beginning on the lease commencement date. At commencement, the Company records a lease liability at the present value of future lease payments, net of any future lease incentives to be received. Lease agreements may include options to renew the lease term, which is not included in the lease periods to calculate future lease payments unless it is reasonably certain the Company will renew the lease. The Company estimates its incremental borrowing rate (“IBR”) based on the information available at the lease commencement date in determining the present value of lease payments. In determining the appropriate IBR, the Company considers information including, but not limited to, the lease term and the currency in which the arrangement is denominated. At commencement, the Company also records a corresponding right-of-use asset, which is calculated based on the amount of the lease liability, adjusted for any advance lease payments made and initial direct costs incurred. Right-of-use assets are subject to evaluation for impairment or disposal on a basis consistent with other long-lived assets. As of April 30, 2020, the Company was not a lessor in leasing arrangements or a party to any sublease arrangements. Recent Accounting Guidance Recently Adopted Accounting Pronouncements In June 2016, the FASB issued ASU No. 2016-13, Financial Instruments-Credit Losses (Topic 326): Measurement of Credit Losses on Financial Instruments, which requires the measurement and recognition of expected credit losses for financial assets held at amortized cost, including trade receivables. ASU No. 2016-13 replaces the existing incurred loss impairment model with an expected loss model that requires the use of forward-looking information to calculate credit loss estimates. It also eliminates the concept of other-than-temporary impairment and requires credit losses related to available-for-sale debt securities to be recorded through an allowance for credit losses rather than as a reduction in the amortized cost basis of the securities. This guidance is effective for annual reporting periods beginning after December 15, 2019, with early adoption permitted. The Company adopted this standard on February 1, 2020, and the adoption did not have a material impact on the Company’s condensed consolidated financial statements. In December 2019, the FASB issued ASU No. 2019-12, Income Taxes (Topic 740). The standard simplifies the accounting for incomes taxes by removing certain exceptions to the general principles in Topic 740 related to the approach for intraperiod tax allocation and the recognition of deferred tax liabilities for outside basis differences. The standard also clarifies the accounting for transactions that result in a step-up in the tax basis of goodwill. The standard also improves consistent application of and simplifies GAAP for other areas of Topic 740 by clarifying and amending existing guidance. The amendment is effective for fiscal years, and interim period within those fiscal years, beginning after December 15, 2020, and early adoption is permitted. The Company early adopted this standard on February 1, 2020, and the adoption did not have a material impact on the Company’s condensed consolidated financial statements. New Accounting Pronouncements Not Yet Adopted In August 2018, the FASB issued ASU No. 2018-14, which amends FASB ASC Topic 715, "Compensation - Retirement Benefits." The amendments in this guidance modify the disclosure requirements for employers that sponsor defined benefit pension or other postretirement plans. The amendments in this guidance remove disclosures that no longer are considered cost beneficial, clarify the specific requirements of disclosures and add disclosure requirements identified as relevant. This guidance is effective for annual reporting periods ending after December 15, 2020, with early adoption permitted, and is required to be adopted retrospectively. The Company is currently evaluating the timing and method of adoption and the related impact of ASU No. 2018-14 on its condensed consolidated financial statements.

Marketable Securities

Marketable Securities	3 Months Ended
	Apr. 30, 2020
Investments Debt And Equity Securities [Abstract]
Marketable Securities	Note 3 . Marketable Securities The following is a summary of available-for-sale marketable securities, excluding those securities classified within cash and cash equivalents on the condensed consolidated balance sheets (in thousands): April 30, 2020 Amortized Costs Unrealized Gains Unrealized Losses Fair Value U.S. treasury securities $ 273,635 $ 1,734 $ — $ 275,369 Corporate notes and bonds 120,234 559 (60 ) 120,733 Asset backed securities 5,014 21 — 5,035 U.S. agency obligations 5,001 — (2 ) 4,999 Certificates of deposit 3,838 — — 3,838 Total marketable securities $ 407,722 $ 2,314 $ (62 ) $ 409,974 January 31, 2020 Amortized Costs Unrealized Gains Unrealized Losses Fair Value U.S. treasury securities $ 306,871 $ 324 $ — $ 307,195 Corporate notes and bonds 155,751 272 — 156,023 Commercial paper 15,977 — — 15,977 Asset backed securities 15,501 17 — 15,518 Certificates of deposit 4,447 — — 4,447 Total marketable securities $ 498,547 $ 613 $ — $ 499,160 As of April 30, 2020, the fair values of available-for-sale marketable securities, by remaining contractual maturity, were as follows (in thousands): Due within one year $ 331,806 Due in one year through five years 78,168 Total $ 409,974 The Company's marketable securities consist primarily of US Treasury securities and high credit quality corporate notes and bonds. As the Company views its marketable securities as available to support its current operations, it has classified all available for sale securities as short-term. The Company regularly reviews the changes to the rating of its debt securities by rating agencies as well as reasonably monitors the surrounding economic conditions to assess the risk of expected credit losses. As of April 30, 2020, the unrealized losses and the related risk of expected credit losses was insignificant.

Business Combinations

Business Combinations	3 Months Ended
	Apr. 30, 2020
Business Combinations [Abstract]
Business Combinations	Note 4 . Business Combinations Yapta, Inc. On December 13, 2019, the Company completed the acquisition of Yapta, Inc., (“Yapta”). Yapta developed technology that enables the Company to offer price assurance capabilities that dynamically track prices on airline and hotel reservations and instantly rebooks them at the lowest available price, without impacting the traveler experience. The purchase consideration comprised of approximately $98.7 million in cash and $12.5 million in cash contingent on the achievement of Yapta’s revenues target during the twelve months starting from the transaction closing date. Approximately $9.8 million of the purchase consideration is being held in escrow for fifteen months after the transaction closing day. The acquisition was accounted for as a business combination and, accordingly, the total fair value of purchase consideration was allocated to the tangible and intangible assets acquired and liabilities assumed based on their fair values on the acquisition date. The contingent cash consideration was classified as a liability and included in other liabilities on the Company’s condensed consolidated balance sheet, subject to measurement on a recurring basis at fair value. The valuation of the contingent consideration was determined based on the probable achievement of Yapta’s revenues target within a specified time period from the transaction date. As of the acquisition date and January 31, 2020, the fair value of the contingent consideration payable was determined to be $12.5 million. For the three months ended April 30, 2020, Yapta did not achieve the initially forecasted revenues, largely caused by the reduced business travel activity arising from the pandemic related to the novel strain of coronavirus (“ COVID-19 ”) . As of April 30, 2020, the Company estimated that Yapta will not be able to achieve the revenues target during the measurement period of twelve months starting from the transaction closing date. As a result, the fair value of the contingent consideration was determined to be zero as of April 30, 2020, resulting in a reversal of $ 12.5 million of contingent liabilities with an offset to g eneral and administrative expenses in the condensed consolidated statements of operations for the three months ended April 30, 2020. The Company will continue to track Yapta’s revenues and evaluate the fair value of the contingent consideration during the remaining revenues target measurement period. The major classes of assets and liabilities to which the Company has allocated the total fair value of purchase consideration of $111.2 million were as follows (in thousands): December 13, 2019 Cash and cash equivalents $ 333 Accounts receivable 3,700 Intangible assets 39,710 Other assets 1,648 Goodwill 70,694 Deferred tax liability, net (2,347 ) Accounts payable and other liabilities (2,554 ) Total consideration $ 111,184 The purchase price allocation is preliminary. The Company continues to collect information with regards to its estimates and assumptions, including potential liabilities and contingencies. The Company will record adjustments to the fair value of the net assets acquired and goodwill within the measurement period, if necessary. The goodwill recognized was primarily attributed to increased synergies that are expected to be achieved from the integration of Yapta and is not deductible for income tax purposes. The Company determined the fair values of intangible assets acquired and liabilities assumed with the assistance of third-party valuation consultants. Based on this valuation, the intangible assets acquired were (in thousands): Fair Value Useful life (in Years) Developed technology $ 31,300 4 Customer relationships 8,300 5 Trademarks 110 0.5 Total intangible assets $ 39,710 The Company incurred costs related to this acquisition of approximately $0.8 million for the year ended January 31, 2020. All acquisition related costs were expensed as incurred and have been recorded in general and administrative expenses in the accompanying consolidated statements of operations. The revenue and earnings of the acquired business have been included in the Company’s results since the acquisition date and are not material to the Company’s consolidated financial results. Pro forma results of operations for this acquisition have not been presented as the financial impact on the Company’s consolidated financial statements would be immaterial. Exari Group, Inc. On May 6, 2019, the Company completed the acquisition of Exari Group, Inc. (“Exari”) for consideration of approximately $214.6 million in cash. The acquisition extends the Company’s BSM platform with advanced contract lifecycle management capabilities to enable companies to comprehensively manage their contract lifecycle and operationalize their contracts against spend transactions. The acquisition was accounted for as a business combination and, accordingly, the total fair value of purchase consideration was allocated to the tangible and intangible assets acquired and liabilities assumed based on their fair values on the acquisition date. The major classes of assets and liabilities to which the Company has allocated the fair value of purchase consideration were as follows (in thousands): May 6, 2019 Cash and cash equivalents $ 6,337 Accounts receivable 7,863 Intangible assets 57,000 Other assets 5,646 Goodwill 163,170 Accounts payable and other current liabilities (6,232 ) Deferred revenue (4,443 ) Deferred tax liability, net (11,046 ) Other non-current liabilities (3,679 ) Total consideration $ 214,616 The goodwill recognized was primarily attributed to increased synergies that are expected to be achieved from the integration of Exari and is partially deductible for income tax purposes. The Company determined the fair values of intangible assets acquired and liabilities assumed with the assistance of third-party valuation consultants. Based on this valuation, the intangible assets acquired were (in thousands): Fair Value Useful life (in Years) Developed technology $ 45,400 3 to 5 Customer relationships 11,100 5 Trademarks 500 1 Total intangible assets $ 57,000 The Company incurred costs related to this acquisition of approximately $2.8 million for the year ended January 31, 2020. All acquisition related costs were expensed as incurred and have been recorded in general and administrative expenses in the accompanying consolidated statements of operations.

Fair Value Measurements

Fair Value Measurements	3 Months Ended
	Apr. 30, 2020
Fair Value Disclosures [Abstract]
Fair Value Measurements	Note 5 . Fair Value Measurements The following table summarizes the Company’s fair value hierarchy for its financial assets and liabilities measured at fair value on a recurring basis at April 30, 2020 (in thousands): Level 1 Level 2 Level 3 Total Cash equivalents: (1) Money market funds $ 177,344 $ — $ — $ 177,344 Marketable securities: U.S. treasury securities — 275,369 — 275,369 Corporate notes and bonds — 120,733 — 120,733 Asset backed securities — 5,035 — 5,035 U.S. agency obligations — 4,999 — 4,999 Certificate of deposit — 3,838 — 3,838 Total assets $ 177,344 $ 409,974 $ — $ 587,318 (1) Included in cash and cash equivalents. The following table summarizes the Company’s fair value hierarchy for its financial assets and liabilities measured at fair value on a recurring basis at January 31, 2020 (in thousands): Level 1 Level 2 Level 3 Total Cash equivalents: (1) Money market funds $ 120,242 $ — $ — $ 120,242 Corporate notes and bonds — 2,011 — 2,011 Marketable securities: U.S. treasury securities — 307,195 — 307,195 Corporate notes and bonds — 156,023 — 156,023 Commercial paper — 15,977 — 15,977 Asset backed securities — 15,518 — 15,518 Certificates of deposit — 4,447 — 4,447 Total assets $ 120,242 $ 501,171 $ — $ 621,413 Other liabilities: Contingent consideration payable $ — $ — $ 12,500 $ 12,500 Total liabilities $ — $ — $ 12,500 $ 12,500 (1) Included in cash and cash equivalents. The contingent consideration payable of $12.5 million as of January 31, 2020 represents the estimated fair value of the additional variable cash consideration payable in connection with the acquisition of Yapta that is contingent upon the achievement of Yapta’s revenues target during the twelve months from the transaction closing day. As of April 30, 2020, the contingent consideration payable of $12.5 million was reversed as a result of a reassessment of the fair value. Refer to Note 4, “Business Combinations”, for further details on the contingent consideration. The Company has $805.0 million in aggregate principal amount of 0.125% convertible senior notes due in 2025 (the “2025 Notes”) and $138.0 million in aggregate principal amount of 0.375% convertible senior notes due in 2023 (the “2023 Notes” and together with the 2025 Notes, the “Convertible Notes”), outstanding as of April 30, 2020. Refer to Note 9, “Convertible Senior Notes” for further details on the Convertible Notes. The Company carries the Convertible Notes at par value less the portion allocated to equity and the related unamortized discount and issuance costs on its condensed consolidated balance sheets and presents the fair value for disclosure purposes only. The estimated fair value of the 2025 Notes and 2023 Notes, based on a market approach as of April 30, 2020 was approximately $1,027.6 million and $546.0 million, respectively, which represents a Level 2 valuation. The estimated fair value of the 2025 Notes and 2023 Notes, based on a market approach as of January 31, 2020 was approximately $1,015.3 million and $858.3 million, respectively, which represents a Level 2 valuation. The estimated fair value was determined based on the estimated or actual bids and offers of the Convertible Notes in an over-the-counter market on the last trade completed prior to the end of the period.

Property and Equipment, Net

Property and Equipment, Net	3 Months Ended
	Apr. 30, 2020
Property Plant And Equipment [Abstract]
Property and Equipment, Net	Note 6 . Property and Equipment, Net Property and equipment consisted of the following (in thousands): April 30, January 31, 2020 2020 Furniture and equipment $ 7,892 $ 6,767 Software development costs 35,947 33,326 Leasehold improvements 1,873 1,880 Construction in progress 471 45 Total property and equipment 46,183 42,018 Less: accumulated depreciation and amortization (25,143 ) (23,216 ) Property and equipment, net $ 21,040 $ 18,802 Depreciation and amortization expense related to property and equipment, excluding software development costs, was approximately $552,000 and $339,000 for the three months ended April 30, 2020 and 2019, respectively. Amortization expense related to software development costs was approximately $1.4 million and $657,000 for the three months ended April 30, 2020 and 2019, respectively.

Goodwill and Other Intangible A

Goodwill and Other Intangible Assets	3 Months Ended
	Apr. 30, 2020
Goodwill And Intangible Assets Disclosure [Abstract]
Goodwill and Other Intangible Assets	Note 7 . Goodwill and Other Intangible Assets Goodwill The following tables represent the changes in goodwill (in thousands): Balance at January 31, 2020 $ 442,112 Adjustment 974 Balance at April 30, 2020 $ 443,086 Other Intangible Assets The following table summarizes the other intangible assets balances (in thousands): As of April 30, 2020 January 31, 2020 Weighted Average Remaining Useful Lives (in Years) Gross Carrying Amount Accumulated Amortization Net Carrying Amount Gross Carrying Amount Accumulated Amortization Net Carrying Amount Developed technology 3.6 $ 125,135 $ (33,650 ) $ 91,485 $ 125,135 $ (26,840 ) $ 98,295 Customer relationships 3.9 38,294 (9,991 ) 28,303 38,294 (8,061 ) 30,233 Trademarks 0.1 955 (948 ) 7 955 (823 ) 132 Total other intangible assets $ 164,384 $ (44,589 ) $ 119,795 $ 164,384 $ (35,724 ) $ 128,660 Amortization expense related to other intangible assets was approximately $8.9 million and $3.2 million for the three months ended April 30, 2020 and 2019, respectively. As of April 30, 2020, the future amortization expense of other intangible assets is as follows (in thousands): Year Ending January 31, 2021 (remaining nine months) $ 26,228 2022 34,538 2023 29,985 2024 23,868 2025 5,176 Thereafter — Total $ 119,795

Common Stock and Stockholders'

Common Stock and Stockholders' Equity	3 Months Ended
	Apr. 30, 2020
Equity [Abstract]
Common Stock and Stockholders' Equity	Note 8 . Common Stock and Stockholders’ Equity Common Stock Each share of common stock has the right to one vote. Preferred Stock As of April 30, 2020 2016 Equity Incentive Plan The 2016 Equity Incentive Plan (the “2016 Plan”) was approved by the Company’s stockholders in September 2016. The 2016 Plan provides for the grant of incentive stock options, nonstatutory stock options, restricted stock, restricted stock units, stock appreciation rights and performance cash awards. Awards could be granted under the 2016 Plan beginning on the effective date of the registration statement, October 5, 2016. The 2016 Plan replaced the Company’s 2006 Stock Plan; however, awards outstanding under the 2006 Stock Plan will continue to be governed by their existing terms. As of April 30, 2020, the Company had 10,051,349 shares of its common stock available for future issuance under the 2016 Plan. The number of shares reserved for issuance under the 2016 Plan will automatically increase on the first day of each fiscal year during the term of the 2016 Plan by a number of shares equal to 5% of its outstanding shares of common stock on the last day of the prior fiscal year. The number and class of shares reserved under the Company’s 2016 Plan will be adjusted in the event of a stock split, stock dividend or other changes in its capitalization. The following table summarizes stock option activity under the Company’s 2006 Stock Plan and the 2016 Plan during the three months ended April 30, 2020 (aggregate intrinsic value in thousands): Options Outstanding Outstanding Stock Options Weighted- Average Exercise Price Weighted- Average Remaining Contractual (in Years) Aggregate Intrinsic Value Balance at January 31, 2020 4,233,435 $ 17.28 6.36 $ 609,061 Option grants — — — — Options exercised (404,858 ) $ 7.97 — — Options forfeited (4,011 ) $ 12.52 — — Balance at April 30, 2020 3,824,566 $ 18.27 6.19 $ 603,589 Exercisable at April 30, 2020 3,075,574 $ 11.44 5.83 $ 506,393 ( 1) The above table includes 878,869 stock options with market and service based conditions. The options exercisable as of April 30, 2020 include options that can be exercised prior to vesting. The aggregate intrinsic value of options vested and exercisable as of April 30, 2020 is calculated based on the difference between the exercise price and the fair value of the Company’s common stock as of April 30, 2020. The aggregate intrinsic value of exercised options was $59.5 million and $76.8 million for the three months ended April 30, 2020 and 2019, respectively, and is calculated based on the difference between the exercise price and the fair value of the Company’s common stock as of the exercise date. No options were granted during the three months ended April 30, 2020. For the three months ended April 30, 2019, the weighted-average grant date fair value of options granted was $41.81 per share. The total grant date fair value of options vested was $1.5 million and $2.0 million for the three months ended April 30, 2020 and 2019, respectively. Restricted Stock Units (“RSUs”) The following table summarizes the activity related to the Company’s RSUs during the three months ended April 30, 2020: Number of RSUs Outstanding Weighted- Average Grant Date Fair Value Awarded and unvested at January 31, 2020 2,830,782 $ 70.90 Awards granted 922,039 $ 146.26 Awards vested (298,155 ) $ 55.06 Awards forfeited (55,192 ) $ 79.11 Awarded and unvested at April 30, 2020 3,399,474 $ 92.60 (1) The above table includes 100,178 restricted share units with market and service based conditions. Market-based Options and Awards In September 2016, the Board of Directors of the Company granted 544,127 stock options to the Chief Executive Officer (the “2016 CEO Grant”) under the 2006 Stock Plan with an exercise price of $13.04 per share is eligible to vest based on the achievement of market capital appreciation targets after the consummation of the initial public offering, as well as continuous service over a four-year an exercise price of $48.47 per share is eligible to vest based on the achievement of a stock price appreciation target as well as continuous service over a four-year In March 2020, the Board of Directors of the Company granted market-based restricted stock unit awards (the “2020 PSU Grant”) to certain members of management. The target number of market-based restricted stock unit awards granted was 100,178. The number of shares that could be earned will range from 0% to 200% of the target number of shares, based on the relative growth of the per share price of the Company’s common stock as compared to the NASDAQ Composite Index over the three-year performance period ending on the third anniversary of the date of grant and subject to continuous employment through such date. The fair value of the 2020 PSU Grant was determined using a Monte Carlo simulation approach. The Company amortizes the fair value of the 2020 PSU Grant using the straight-line method over the three-year As of April 30, 2020, all market-based milestones of the 2016 CEO Grant were achieved, resulting in 487,447 shares being vested and exercisable. As of April 30, 2020, the market-based milestone was not achieved on the 2018 CEO Grant or the 2020 PSU Grant, resulting in no shares being vested and exercisable. Stock-based compensation expense recognized for market-based awards was approximately $1.0 million and $410,000 for the three months ended April 30, 2020 and 2019, respectively. 2016 Employee Stock Purchase Plan The Board of Directors adopted the 2016 Employee Stock Purchase Plan (the “ESPP”) in September 2016 and it has been approved by the Company’s stockholders. The ESPP allows eligible employees to purchase shares of common stock through payroll deductions and is intended to qualify under Section 423 of the Internal Revenue Code. As of April 30, 2020, the Company had 1,860,302 shares of its common stock available for future issuance under the ESPP. The number of shares reserved for issuance under the ESPP will automatically increase on the first day of each fiscal year during the term of the ESPP by a number of shares equal to the least of (i) 1% of its outstanding shares of common stock on the last day of the prior fiscal year, (ii) 1,250,000 shares or (iii) a lesser number of shares determined by the Board of Directors. The number and class of shares reserved under the ESPP will be adjusted in the event of a stock split, stock dividend or other changes in its capitalization. Each offering period will last a number of months determined by the administrator, up to a maximum of 27 months. The initial offering period began on the effective date of the Company’s initial public offering, October 5, 2016, and ended on September 15, 2018, and new 24 month offering periods will begin on each March 16 and September 16 thereafter. Currently, each offering period consists of four consecutive purchase periods, of approximately six months duration, at the end of which payroll contributions are used to purchase shares of the Company’s common stock. Participants may purchase the Company’s common stock through payroll deductions, up to a maximum of 15% of their eligible compensation. Participants may withdraw from the ESPP and receive a refund of their accumulated payroll contributions at any time prior to a purchase date. Unless changed by the administrator, the purchase price for each share of common stock purchased under the ESPP will be 85% of the lower of the fair market value per share on the first day of the applicable offering period or the fair market value per share on the applicable purchase date. As of April 30, 2020, 1,267,131 shares of common stock were purchased under the 2016 ESPP. The Company selected the Black-Scholes option-pricing model as the method for determining the estimated fair value for the Company’s 2016 ESPP. As of April 30, 2020, total unrecognized compensation cost related to the 2016 ESPP was $9.2 million which will be amortized over a weighted-average period of approximately 1.5 years. Stock-based Compensation The Company’s total stock-based compensation expense as of the dates indicated was as follows (in thousands): Three Months Ended April 30, 2020 2019 Cost of revenue: Subscription $ 2,158 $ 1,388 Professional services and other 2,412 1,445 Research and development 6,124 4,048 Sales and marketing 7,513 4,839 General and administrative 5,990 5,125 Total $ 24,197 $ 16,845 Stock-based compensation capitalized in capitalized software development costs was approximately $2.4 million and $1.2 million at April 30, 2020 and 2019, respectively. As of April 30, 2020, there was approximately $9.6 million of total unrecognized compensation cost related to unvested stock options granted to employees under the Company’s 2006 Stock Plan and 2016 Equity Incentive Plan. This unrecognized compensation cost is expected to be recognized over an estimated weighted-average amortization period of approximately 2.0 years. As of April 30, 2020, there was approximately $295.8 million of total unrecognized compensation cost related to unvested restricted stock units granted to employees under the 2016 Equity Incentive Plan. This unrecognized compensation cost is expected to be recognized over an estimated weighted-average amortization period of approximately 2.7 years. The fair values of the Company’s stock options granted during the three months ended April 30, 2020 and 2019 were estimated using the following assumptions: Three Months Ended April 30, 2020 2019 Employee Stock Options: Expected term (in years) — 6.0 Volatility — 42.7% Risk-free interest rate — 2.4% Dividend yield — — Employee Stock Purchase Plan: Expected term (in years) 0.5 - 2.0 0.5 - 2.0 Volatility 48.6% - 54.8% 45.5% - 65.9% Risk-free interest rate 0.3% - 0.4% 2.4% - 2.5% Dividend yield — — Market-based Award Expected term (in years) 3.0 — Volatility 48.4% — Risk-free interest rate 0.4% — Dividend yield — — These assumptions and estimates are as follows: • Fair Value of Common Stock . The Company used the publicly quoted price as reported on the Nasdaq Global Select Market as the fair value of its common stock. • Expected Term . The expected term represents the weighted-average period that the stock options are expected to remain outstanding. To determine the expected term for employee stock options, the Company generally applies the simplified approach in which the expected term of an award is presumed to be the mid-point between the vesting date and the expiration date of the award as the Company does not have sufficient historical exercise data to provide a reasonable basis for an estimate of expected term. The expected term for the employee stock purchase plan ranges from six months, the length of one purchase period, to two years, the length of one offering period. The market-based awards have a three-year • Risk-Free Interest Rate . The Company bases the risk-free interest rate on the yields of U.S. Treasury securities with maturities approximately equal to the term of employee stock option or market-based awards. • Expected Volatility. The Company uses its own sufficient historical trading prices to calculate the expected volatility in determining the fair value of the shares granted under the ESPP and market-based awards. The Company uses its own historical volatility in combination with publicly traded peers’ volatility to determine the expected volatility of stock options. In considering peer companies, characteristics such as industry, stage of development, size and financial leverage were considered.

Convertible Senior Notes

Convertible Senior Notes	3 Months Ended
	Apr. 30, 2020
Debt Disclosure [Abstract]
Convertible Senior Notes	Note 9. Convertible Senior Notes 2025 Notes In June 2019, the Company entered into a Purchase Agreement (the “Purchase Agreement”) with certain counterparties relating to the Company’s sale of $805.0 million aggregate principal amount of its 0.125% Convertible Senior Notes due 2025 to the counterparties in a private placement in reliance on Section 4(a)(2) of the Securities Act of 1933, as amended (the “Securities Act”), and for initial resale by the Initial Purchasers to qualified institutional buyers pursuant to the exemption from registration provided by Rule 144A under the Securities Act. The 2025 Notes consisted of a $700.0 million initial placement and an overallotment option that provided the initial purchasers of the 2025 Notes with the option to purchase an additional $105.0 million of the 2025 Notes, which was exercised in full by the counterparties prior to the 2025 Notes issuance. On June 11, 2019, for a total of $805.0 million, the 2025 Notes were issued in accordance with an Indenture (the “Indenture”) between the Company and Wilmington Trust, National Association, as trustee. The net proceeds from the issuance of the 2025 Notes were $667.4 million, net of debt issuance costs, including the underwriting discount and the cash used to purchase the capped call, discussed below. The 2025 Notes are senior, unsecured obligations of the Company, and interest is payable semi-annually in cash at a rate of 0.125% per annum on June 15 and December 15 of each year, beginning on December 15, 2019. The 2025 Notes will mature on June 15, 2025 unless redeemed, repurchased or converted prior to such date. Prior to the close of business on the business day immediately preceding March 15, 2025, the 2025 Notes are convertible at the option of holders during certain periods, upon satisfaction of certain conditions. On or after March 15, 2025, the 2025 Notes are convertible at any time until the close of business on the second scheduled trading day immediately preceding the maturity date. The 2025 Notes will have an initial conversion rate of 6.2658 shares of common stock per $1,000 principal (equivalent to an initial conversion price of approximately $159.60 per share of its common stock). The conversion rate is subject to customary adjustments for certain events as described in the Indenture. Upon conversion, the Company will pay or deliver, as the case may be, cash, shares of its common stock or a combination of cash and shares of its common stock, at its election. It is the Company’s current intent to settle conversions of the 2025 Notes through combination settlement, which involves repayment of the principal portion in cash and any excess of the conversion value over the principal amount in shares of its common stock. Holders may convert their 2025 Notes, at their option, prior to the close of business on the business day immediately preceding March 15, 2025, in multiples of $1,000 principal amount, only under the following circumstances: • during any fiscal quarter commencing after the fiscal quarter ending on July 31, 2019 (and only during such fiscal quarter), if the last reported sale price of its common stock for at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on, and including, the last trading day of the immediately preceding fiscal quarter is greater than or equal to 130% of the conversion price on each applicable trading day; • during the five business day period after any five consecutive trading day period (the “Measurement Period”) in which the trading price per $1,000 principal amount of the 2025 Notes for each trading day of the Measurement Period was less than 98% of the product of the last reported sales price of the Company’s common stock and the conversion rate on each such trading day; • after the Company’s issuance of a notice of redemption and prior to the close of business on the second scheduled trading day immediately preceding the redemption date; or • upon the occurrence of specified corporate events, as defined in the Indenture. If the Company undergoes a fundamental change, as described in the Indenture, subject to certain conditions, holders may require the Company to repurchase for cash all or any portion of their 2025 Notes. The fundamental change repurchase price is equal to 100% of the principal amount of the 2025 Notes to be repurchased, plus accrued and unpaid interest up to, but excluding, the fundamental change repurchase date. If holders elect to convert their 2025 Notes in connection with a make-whole fundamental change or during a redemption period, as described in the Indenture, the Company will, to the extent provided in the Indenture, increase the conversion rate applicable to the 2025 Notes. The 2025 Notes are the Company’s senior unsecured obligations and rank senior in right of payment to any of its indebtedness that is expressly subordinated in right of payment to the 2025 Notes, and equal in right of payment to any of its indebtedness that is not so subordinated. The 2025 Notes are effectively junior in right of payment to any of the Company’s secured indebtedness to the extent of the value of the assets securing such indebtedness; and structurally junior to all indebtedness and other liabilities (including trade payables) and any preferred equity of its current or future subsidiaries. The Indenture contains customary events of default with respect to the 2025 Notes and provides that upon certain events of default occurring and continuing, the Trustee may, and the Trustee at the request of holders of at least 25% in principal amount of the 2025 Notes shall declare all principal and accrued and unpaid interest, if any, of the 2025 Notes to be due and payable. In case of certain events of bankruptcy, insolvency or reorganization, involving the Company, all of the principal of and accrued and unpaid interest on the 2025 Notes will automatically become due and payable. In accounting for the issuance of the 2025 Notes, the Company separated the 2025 Notes into liability and equity components. The carrying amount of the liability component was calculated by measuring the fair value of a similar liability that does not have an associated convertible feature using a discounted cash flow model with a discount rate determined using observable yields for stand-alone debt instruments with a comparable credit rating and term. The carrying amount of the equity component representing the conversion option was determined by deducting the fair value of the liability component from the par value of the 2025 Notes as a whole. The difference between the principal amount of the 2025 Notes and the liability component, equal to $252.9 million (the “debt discount”), is amortized to interest expense using the effective interest method over the term of the 2025 Notes. The equity component of the 2025 Notes will not be remeasured as long as it continues to meet the conditions for equity classification. The Company incurred $18.8 million of transaction costs related to the issuance of the 2025 Notes. The Company allocated the total amount incurred to the liability and equity components using the same proportions as the proceeds from the 2025 Notes. Issuance costs attributable to the liability component are being amortized to interest expense over the term of the 2025 Notes using the effective interest method, and issuance costs attributable to the equity component are included along with the equity component in stockholders' equity. The 2025 Notes were not convertible at April 30, 2020, as none of the 2025 Notes conversion conditions were met. 2023 Notes In January 2018, the Company issued 2023 Notes in aggregate principal amount of $230.0 million in a private placement to qualified institutional buyers pursuant to Rule144A under the Securities Act of 1933, as amended. The net proceeds from the issuance of the Convertible Notes are $200.4 million, net of debt issuance costs, including the underwriting discount and the cash used to purchase the capped call, discussed below. The 2023 Notes have an initial conversion rate of 22.4685 shares of common stock per $1,000 principal (equivalent to an initial conversion price of approximately $44.5068 per share of its common stock). The interest rate is fixed at 0.375% per annum for the 2023 Notes and is payable semi-annually in arrears on July 15 and January 15 of each year, which commenced on July 15, 2018. Refer to the Company’s consolidated financial statements for the year ended January 31, 2019 for details of the issuance of 2023 Notes. For more than twenty trading days during the thirty consecutive trading days ended April 30, 2020, the last reported sale price of the Company’s common stock exceeded 130% of the conversion price of the 2023 Notes. As a result, the 2023 Notes were convertible at the option of the holders and remained classified as current liabilities on the condensed consolidated balance sheet as of April 30, 2020. The conversion condition for the 2023 Notes was initially met during the three months ended April 30, 2019, and has been met for each subsequent fiscal quarter. Through April 30 2020, the Company received conversion requests on the principal amount of the 2023 Notes totaling approximately $96.0 million, out of which approximately $92.0 million on the principal amount was settled during the quarter ended April 30, 2020 by paying cash for the principal amount of $92.0 million and issuing approximately 1.5 million shares of the Company’s common stock, bearing a fair value of approximately $203.4 million. During the quarter ended April 30, 2020, the Company recognized a gain on conversion of the convertible senior notes of approximately $2.6 million representing the net carrying amount in excess of the fair value of the liability component of the converted notes on the respective settlement dates. The amount is included in interest income and other, net in our condensed consolidated statement of operations. In relation to the $4.0 million principal amount of unsettled conversion requests, as of April 30, 2020, the Company reclassified a portion of the equity of approximately $752,000, representing the difference between the principal and net carrying amount of the notes requested for conversion, into temporary equity, as these requests will be settled during the subsequent quarter. In addition, from May 1, 2020 to the date of this filing, the Company has received additional conversion requests for $28.9 million principal amount, which are expected to be settled during the quarter ending July 31, 2020. The 2025 Notes and 2023 Notes consisted of the following (in thousands): As of As of April 30, 2020 January 31, 2020 2025 Notes 2023 Notes 2025 Notes 2023 Notes Liability: Principal $ 805,000 $ 137,953 $ 805,000 $ 230,000 Unamortized debt discount and issuance costs (1) (233,103 ) (23,788 ) (242,388 ) (42,885 ) Net carrying amount $ 571,897 $ 114,165 $ 562,612 $ 187,115 Carrying amount of the equity component (2) $ 246,967 $ 41,441 $ 246,967 $ 60,470 ( 1 ) Included in the condensed consolidated balance sheets within Convertible senior notes, net and amortized over the remaining lives of the Notes. The 2025 Notes are classified as long-term liabilities and the 2023 Notes are classified as current liabilities. ( 2 ) Included in the condensed consolidated balance sheets within additional paid-in capital and temporary equity. The effective interest rates of the liability component of the 2025 Notes and 2023 Notes, excluding each notes conversions options, is 7.05% and 7.66%, respectively. As of April 30, 2020 and January 31, 2020, the if-converted value of the 2025 Notes exceeded the principal amount by $83.2 million and $7.8 million, respectively. As of April 30, 2020 and January 31, 2020, the if-converted value of the 2023 Notes exceeded the principal amount by $407.9 million and $602.8 million, respectively. During the three months ended April 30, 2020 and 2019, the Company recognized $11.9 million and $3.0 million, respectively, of interest expense related to the amortization of debt discount and issuance costs, and $400,000 and $200,000, respectively, of coupon interest expense. As of April 30, 2020, the remaining life of the 2025 Notes and 2023 Notes is approximately 5.1 years and 2.7 years, respectively. Capped Calls In conjunction with the issuance of the 2025 Notes and 2023 Notes, the Company entered into capped call transactions (the “Capped Calls”) on the Company’s stock with certain counterparties at a price of $118.7 million and $23.3 million, respectively. The Capped Calls exercise price is equal to the initial conversion price of each of the Convertible Notes, and the cap price is $295.55 per share for 2025 Notes and $63.821 per share for 2023 Notes, both subject to certain adjustments under the terms of the Capped Call transactions. If either convertible notes conversion option is exercised, the corresponding convertible note capped call will become exercisable on the same date. As of the date of filing, the Company has not exercised the Capped Calls. By entering into the Capped Calls, the Company expects to reduce the potential dilution to its common stock (or, in the event the conversion is settled in cash, to reduce its cash payment obligation) in the event that at the time of conversion its stock price exceeds the conversion price. The cost of the Capped Calls is not expected to be tax-deductible as the Company did not elect to integrate the Capped Calls into the respective convertible notes for tax purposes. The cost of the Capped Calls was recorded as a reduction of the Company’s additional paid-in capital in the accompanying condensed consolidated financial statements.

Commitments and Contingencies

Commitments and Contingencies	3 Months Ended
	Apr. 30, 2020
Commitments And Contingencies Disclosure [Abstract]
Commitments and Contingencies	Note 10 . Commitments and Contingencies Commitments The Company leases office space under non-cancelable operating leases with various expiration dates through July 2027. For the three months ended April 30, 2020 and 2019, lease costs in relation to long-term leases were approximately $2.6 million and $1.8 million, respectively. For the three months ended April 30, 2020 and 2019, short-term leases costs were approximately $300,000 and $400,000, respectively. Variable lease costs were immaterial for the three months ended April 30, 2020 and 2019. Certain lease agreements include options to renew or terminate the lease, which are not reasonably certain to be exercised and therefore are not factored into the determination of lease payments or the lease right-of-use asset/lease liability. For the three months ended April 30, 2020 and 2019, cash paid for operating lease liabilities was approximately $2.7 million and $1.7 million, respectively. For the three months ended April 30, 2020 and 2019, right-of-use assets obtained in exchange of lease obligations was approximately $125,000 and $1.1 million, respectively. As of April 30, 2020, the weighted-average remaining lease term was 4.0 years, and the weighted-average discount rate was 6.36%. Additionally, the Company has current contractual purchase obligations for hosting services that support business operations. As of April 30, 2020, the remaining maturities of operating lease liabilities and future purchase obligations are as follows (in thousands): Year Ending January 31, Operating Lease Obligations Future Purchase Obligations of Hosting Services 2021 (remaining nine months) $ 7,453 $ 7,294 2022 9,108 14,121 2023 8,165 15,000 2024 7,262 2,500 2025 2,661 — Thereafter 917 — Total payments 35,566 $ 38,915 Less imputed interest (4,046 ) Total $ 31,520 Contingencies The Company may become involved in legal proceedings or be subject to claims arising in the ordinary course of business. Although the results of litigation and claims cannot be predicted with certainty, the Company currently believes that the final outcome of these ordinary course matters will not have a material adverse effect on the Company’s business, operating results, financial condition or cash flows. The Company accrues estimates for resolution of legal and other contingencies when losses are probable and estimable. Regardless of the outcome, litigation can have an adverse impact on the Company because of defense and settlement costs, diversion of management resources and other factors. Warranties and Indemnifications The Company’s cloud-based software platform and applications are typically warranted against material decreases in functionality and to perform in a manner consistent with general industry standards and in accordance with the Company’s online documentation under normal use and circumstances. The Company includes service level commitments to its customers, typically regarding certain levels of uptime reliability and performance and if the Company fails to meet those levels, customers can receive credits and in some cases, terminate their relationship with the Company. To date, the Company has not incurred any material costs as a result of such commitments. The Company generally agrees to defend and indemnify its customers against legal claims that the Company’s platform infringes patents, copyrights or other intellectual property rights of third parties. To date, the Company has not been required to make any payment resulting from such infringement claims and has not recorded any related liabilities. In addition, the Company has indemnification agreements with its directors and certain of its officers that require the Company to indemnify them against certain liabilities that may arise by reason of their status or service as directors or officers. To date, the Company has not incurred any material costs, and not accrued any liabilities in its condensed consolidated financial statements, as a result of these obligations.

Income Taxes

Income Taxes	3 Months Ended
	Apr. 30, 2020
Income Tax Disclosure [Abstract]
Income Taxes	Note 11 . Income Taxes The Company is subject to federal and various state income taxes in the United States as well as income taxes in foreign jurisdictions in which it conducts business. The Company does not provide for federal income taxes on the undistributed earnings of its foreign subsidiaries as such earnings are reinvested indefinitely. The Company recorded a tax provision of approximately $229,000 and $410,000 for the three months ended April 30, 2020 and 2019, respectively, representing effective tax rates of (1.57%) and (2.04%), respectively. The difference between the U.S. federal statutory rate of 21% and the Company's effective tax rate in all periods presented is primarily due to a full valuation allowance related to the Company's U.S. deferred tax assets and foreign expense on the Company's profitable jurisdictions. The Company's material income tax jurisdictions are the United States (federal) and California. As a result of net operating loss carryforwards, the Company is subject to audits for tax years 2006 and onward for federal purposes and 2009 and onward for California purposes. There are tax years which remain subject to examination in various other state and foreign jurisdictions that are not material to the Company's financial statements. On March 27, 2020, the President signed into law the Coronavirus Aid, Relief, and Economic Security Act (the “CARES” Act). The CARES Act provides numerous tax provisions and other stimulus measures, including temporary changes regarding the prior and future utilization of net operating losses, temporary changes to the prior and future limitations on interest deductions, temporary suspension of certain payment requirements for the employer portion of Social Security taxes, technical corrections from prior tax legislation for tax depreciation of certain qualified improvement property, and the creation of certain refundable employee retention credits. The Company does not expect there to be a significant tax impact on its condensed consolidated financial statements at this time, and will continue to assess the implications of the CARES Act and its continuing developments and interpretations.

Net Loss per Share

Net Loss per Share	3 Months Ended
	Apr. 30, 2020
Earnings Per Share [Abstract]
Net Loss per Share	Note 12 . Net Loss per Share Basic net loss per share attributable to common stockholders is calculated by dividing the net loss attributable to common stockholders by the weighted-average number of shares of common stock outstanding during the period, without consideration for potentially dilutive securities as they do not share in losses. During periods when the Company is in a net loss position, basic net loss per share attributable to common stockholders is the same as diluted net loss per share attributable to common stockholders as the effects of potentially dilutive securities are anti-dilutive given the net loss of the Company. The following table sets forth the computation of the basic and diluted net loss per share attributable to common stockholders (in thousands, except per share amounts): Three Months Ended April 30, 2020 2019 Numerator: Net loss attributable to common stockholders $ (14,816 ) $ (20,468 ) Denominator: Weighted-average common shares outstanding 65,468 60,785 Net loss per share attributable to common stockholders, basic and diluted $ (0.23 ) $ (0.34 ) Since the Company was in a loss position for all periods presented, basic net loss per share attributable to common stockholders is the same as diluted net loss per share for all periods as the inclusion of all potential common shares outstanding would have been anti-dilutive. Potentially dilutive securities that were not included in the diluted per share calculations because they would be anti-dilutive were as follows: As of April 30, 2020 2019 Options to purchase common stock 3,824,566 6,097,917 RSUs 3,399,474 3,582,499 Unvested common shares subject to repurchase 66,450 161,651 Shares committed under the ESPP 30,751 30,913 Contingent stock consideration for DCR acquisition 377,138 377,138 Holdback shares for Aquiire acquisition — 37,570 Total 7,698,379 10,287,688 Additionally, approximately 5.0 million and 3.1 million shares underlying the conversion option in the 2025 Notes and 2023 Notes, respectively, are not considered in the calculation of diluted net loss per share as the effect would be anti-dilutive. These number of shares are subject to adjustment up to approximately 6.8 million and 4.1 million shares for the 2025 and 2023 Notes, respectively, if certain corporate events occur prior to the maturity date or if the Company issues a notice of redemption. The Company uses the treasury stock method for calculating any potential dilutive effect of the conversion option on diluted net income per share, if applicable. During the three months ended April 30, 2020, the average market price of the Company’s common stock exceeded the conversion price of the 2023 Notes of $44.51 per share and did not exceed the conversion price of the 2025 Notes of $159.60 per share.

Business Segment Information

Business Segment Information	3 Months Ended
	Apr. 30, 2020
Segment Reporting [Abstract]
Business Segment Information	Note 13. Business Segment Information The Company’s chief operating decision maker is the Chief Executive Officer (“CEO”). The CEO reviews the financial information presented on a consolidated basis for purposes of allocating resources and evaluating the Company’s financial performance. Accordingly, the Company has determined that it operates in a single

Significant Customers and Geogr

Significant Customers and Geographic Information	3 Months Ended
	Apr. 30, 2020
Geographic Areas Revenues From External Customers [Abstract]
Significant Customers and Geographic Information	Note 14 . Significant Customers and Geographic Information No customer balance comprised 10% or more of total accounts receivable at April 30, 2020 or January 31, 2020. During the three months ended April 30, 2020 and April 30, 2019, revenues by geographic area, based on billing addresses of the customers, were as follows (in thousands): Three Months Ended April 30, 2020 2019 United States $ 78,716 $ 50,780 Foreign countries 40,498 30,564 Total revenues $ 119,214 $ 81,344 No single foreign country represented more than 10% of the Company’s revenues in any period. Additionally, no single customer represented more than 10% of the Company’s revenues in any period.

Related Parties

Related Parties	3 Months Ended
	Apr. 30, 2020
Related Party Transactions [Abstract]
Related Parties	Note 15. Related Parties Morgan Stanley was a counterparty to certain capped call transactions with the Company, an initial purchaser in the offering of the 2025 Notes and the 2023 Notes, a customer of the Company, and held more than 10% of the Company’s voting common stock during the quarter ended April 30, 2020. In June 2019 and January 2018, the Company paid fees of approximately $29.7 million and $7.0 million to Morgan Stanley who was one of the counterparties to the capped calls that the Company purchased in connection with the issuance of the 2025 Notes and 2023 Notes, respectively. Morgan Stanley also earned fees of $8.0 million and $2.8 million for acting as an initial purchaser of the 2025 Notes and 2023 Notes, respectively. As of and for the three months ended April 30, 2020 and 2019, the receivables balance and the Company’s revenue recognized from this customer were not material.

Significant Accounting Polici_2

Significant Accounting Policies (Policies)	3 Months Ended
	Apr. 30, 2020
Accounting Policies [Abstract]
Basis of Presentation	Basis of Presentation The accompanying unaudited condensed consolidated financial statements have been prepared using accounting principles generally accepted in the United States of America (“GAAP”) and applicable rules and regulations of the Securities and Exchange Commission (“SEC”) regarding interim financial reporting. Certain information and note disclosures normally included in the financial statements prepared in accordance with GAAP have been condensed or omitted pursuant to such rules and regulations. These condensed consolidated financial statements should be read in conjunction with the audited consolidated financial statements and related notes included in the Company’s Annual Report on Form 10-K for the year ended January 31, 2020 filed with the SEC on March 20, 2020 (the “Form 10-K”). The condensed consolidated financial statements include the results of the Company and its wholly-owned subsidiaries. All significant intercompany transactions and balances have been eliminated during consolidation. The condensed consolidated balance sheet as of January 31, 2020, included herein, was derived from the audited financial statements as of that date, but does not include all disclosures including certain notes required by GAAP on an annual reporting basis. There have been no changes to the significant accounting policies described in the Form 10-K for the year ended January 31, 2020, other than the adoption of accounting pronouncements as described in the “Recently Adopted Accounting Pronouncements” section below.
Use of Estimates	Use of Estimates The preparation of condensed consolidated financial statements in conformity with GAAP requires management to make estimates and assumptions that affect the reported amounts of assets and liabilities and disclosure of contingent assets and liabilities as of the date of the condensed consolidated financial statements and the reported amounts of revenue and expenses during the reporting period. On an ongoing basis, management evaluates its significant estimates including, but not limited to, the lives of tangible and intangible assets, stock-based compensation, the fair value of the contingent purchase consideration, the estimate of credit losses on accounts receivable and marketable securities, the valuation of acquired intangible assets and the recoverability or impairment of intangible assets, including goodwill, revenue recognition, convertible senior notes fair value, the benefit period of deferred commissions, and provision for (benefit from) income taxes. Management bases its estimates on historical experience and on various other market-specific and relevant assumptions that management believes to be reasonable under the circumstances. Actual results could differ from those estimates and such differences could be material to the financial position and results of operations.
Concentration of Risk	Concentration of Risk Financial instruments that potentially subject the Company to a concentration of credit risk consist of cash and cash equivalents, marketable securities, and accounts receivable. Cash deposits exceed amounts insured by the Federal Deposit Insurance Corporation and the Securities Investor Protection Corporation. The Company has not experienced any losses on its deposits of cash and cash equivalents to date. Refer to Note 14, “Significant Customers and Geographic Information” for additional information on significant customers during the period.
Comprehensive Loss	Comprehensive Loss Comprehensive loss is defined as the change in equity of a business enterprise during a period from transactions and other events and circumstances from non-owner sources. The Company’s comprehensive loss consists of net loss, other comprehensive gain (loss) in relation to defined benefits plans, net of tax, and changes in unrealized gain (loss) on marketable securities, net of tax. The other comprehensive gain (loss) in relation to defined benefits plans represents net deferred gains and losses and prior service costs and credits for the defined benefit pension plans.
Fair Value Measurements	Fair Value Measurements Fair value is the exchange price that would be received for an asset or paid to transfer a liability (an exit price) in the principal or most advantageous market for the asset or liability in an orderly transaction between market participants on the measurement date. Subsequent changes in fair value of these financial assets and liabilities are recognized in earnings or other comprehensive loss when they occur. When determining the fair value measurements for assets and liabilities which are required to be recorded at fair value, the Company considers the principal or most advantageous market in which the Company would transact and the market-based risk measurement or assumptions that market participants would use in pricing the assets or liabilities, such as inherent risk, transfer restrictions and credit risk. The Company applies the following fair value hierarchy, which prioritizes the inputs used to measure fair value into three levels and bases the categorization within the hierarchy upon the lowest level of input that is available and significant to the fair value measurement: • Level 1 - Quoted prices in active markets for identical assets or liabilities. • Level 2 - Observable inputs other than quoted price in active markets for identical assets or similar assets or liabilities in inactive markets, or other inputs that are observable or can be corroborated by observable market data for substantially full term of assets or liabilities. • Level 3 - Inputs that are generally unobservable and typically reflect management’s estimates of assumptions that market participants would use in pricing the assets or liabilities.
Revenue Recognition	Revenue Recognition The Company derives its revenues primarily from subscription fees and professional services fees. Revenues are recognized when control of these services are transferred to the Company’s customers in an amount that reflects the consideration expected to be entitled to in exchange for those services. Revenues are recognized net of applicable taxes imposed on the related transaction. The Company’s revenue recognition policy follows guidance from Accounting Standards Codification 606, Revenue from Contracts with Customers (Topic 606) . The Company determines revenue recognition through the following five-step framework: • Identification of the contract, or contracts, with a customer; • Identification of the performance obligations in the contract; • Determination of the transaction price; • Allocation of the transaction price to the performance obligations in the contract; and • Recognition of revenue when, or as, the Company satisfies a performance obligation. Subscription Revenues The Company offers subscriptions to its cloud-based business spend management platform, including procurement, invoicing and expense management. Subscription revenues consist primarily of fees to provide the Company’s customers access to its cloud-based platform, which includes routine customer support. Subscription contracts do not provide customers with the right to take possession of the software, are non-cancelable, and do not contain general rights of return. Generally, subscription revenues are recognized ratably over the contractual term of the arrangement, beginning on the date that the service is made available to the customer. Subscription contracts typically have a term of three years with invoicing occurring in annual installments at the beginning of each year in the subscription period. Subscription revenues also include fees to provide support and updates to legacy Exari customers. The support and update revenues associated with these customers are recognized ratably over the contract term. Professional Services Revenues and Other The Company offers professional services which primarily include deployment services, optimization services, and training. Professional services are generally sold on a fixed-fee or time-and-materials basis. For services billed on a fixed-fee basis, invoicing typically occurs in advance, and revenue is recognized over time based on the proportion performed. For services billed on a time-and-materials basis, revenue is recognized over time as services are performed. Refer to Note 14, “Significant Customers and Geographic Information” for additional information on disaggregated revenue during the period. Significant Judgments The Company’s contracts with customers often include promises to transfer multiple products and services to a customer. For these contracts, the Company accounts for individual performance obligations separately if they are distinct. Subscription and professional services are both distinct performance obligations that are accounted for separately. In contracts with multiple performance obligations, the transaction price is allocated to separate performance obligations on a relative standalone selling price basis. The determination of standalone selling price (“SSP”) for each distinct performance obligation requires judgment. The Company determines SSP for performance obligations based on overall pricing objectives, which take into consideration market conditions and entity-specific factors. This includes a review of historical data related to the size of arrangements, the cloud applications being sold, customer demographics and the numbers and types of users within the arrangements. The Company uses a range of amounts to estimate SSP for performance obligations. There is typically more than one SSP for individual products and services due to the stratification of those products and services by considerations such as size and type of customer. Contract Balances The timing of revenue recognition may differ from the timing of invoicing for contracts with customers. The Company records a receivable when revenue is recognized prior to invoicing. Deferred revenue primarily consists of billings or payments received in advance of revenue recognition. Subscription and fixed-fee professional services arrangements are commonly billed in advance, recognized as deferred revenue, and then amortized into revenue over time. However, other professional services arrangements, primarily those recognized on a time-and-materials basis, are billed in arrears following services that have been rendered. This may result in revenue recognition greater than invoiced amounts which results in a receivable balance. Receivables represent an unconditional right to payment. As of April 30, 2020 and January 31, 2020, the balance of accounts receivable, net of the allowance for doubtful accounts, was $90.3 million and $118.5 million, respectively. Of these balances, $5.6 million and $6.1 million represent short-term unbilled receivable amounts as of April 30, 2020 and January 31, 2020, respectively. As of April 30, 2020 and January 31, 2020, the Company had long-term unbilled receivables of approximately $310,000 and $350,000, respectively, which were included in Other assets on the condensed consolidated balance sheet. When the timing of revenue recognition differs from the timing of invoicing, the Company uses judgment to determine whether the contract includes a significant financing component requiring adjustment to the transaction price. Various factors are considered in this determination including the duration of the contract, payment terms, and other circumstances. Generally, the Company determined that contracts do not include a significant financing component. The Company applies the practical expedient for instances where, at contract inception, the expected timing difference between when promised goods or services are transferred and associated payment will be one year or less. Payment terms vary by contract type, however arrangements typically stipulate a requirement for the customer to pay within 30 days. At any point in the contract term, the transaction price may be allocated to performance obligations that are unsatisfied or are partially unsatisfied. These amounts relate to remaining performance obligations on non-cancelable contracts which include both the deferred revenue balance and amounts that will be invoiced and recognized as revenue in future periods. As of April 30, 2020 , approximately $ million of revenue is expected to be recognized from remaining performance obligations, a majority of which is related to multi-year subscription arrangements . The Company expects to recognize revenue on approximately three-fourths of these remaining performance obligations within the next 24 months and the remainder thereafter. The Company applies the practical expedient to exclude remaining performance obligations that are part of contracts with an original expected duration of one year or less. During the three months ended April 30, 2020 , the revenue recognized from performance obligations satisfied in prior periods was approximately $ 3.4 million .
Accounts Receivable and Allowances for Doubtful Accounts and Credit Losses	Accounts Receivable and Allowances for Doubtful Accounts and Credit Losses The Company extends credit to its customers in the normal course of business and does not require cash collateral or other security to support the collection of customer receivables. The Company estimates the amount of uncollectible accounts receivable at the end of each reporting period and provides a reserve when needed based on an assessment of various factors including the aging of the receivable balance, historical experience, and expectations of forward-looking loss estimates. When developing the expectations of forward-looking loss estimates, the Company take into consideration forecasts of future economic conditions, information about past events, such as historical trends of write-offs, and customer-specific circumstances, such as bankruptcies and disputes. Accounts receivable are written off when deemed uncollectible. The allowances for doubtful accounts and credit losses were approximately $1.3 million as of April 30, 2020 and not material as of January 31, 2020.
Marketable Securities	Marketable Securities Marketable securities consist of financial instruments such as U.S. treasury securities, U.S. agency obligations, corporate notes and bonds, commercial paper, asset backed securities and certificates of deposit. The Company classifies marketable securities as available-for-sale at the time of purchase and reevaluates such classification as of each balance sheet date. All marketable securities are recorded at estimated fair value. Credit losses related to the marketable securities are recorded in interest income and other, net in the condensed consolidated statements of operations through an allowance for credit losses rather than as a reduction in the amortized cost basis of the securities. Any remaining unrealized losses, or any unrealized gains, for marketable securities are included in accumulated other comprehensive income, a component of stockholders’ equity. If quoted prices for identical instruments are available in an active market, marketable securities are classified within Level 1 of the fair value hierarchy. If quoted prices for identical instruments in active markets are not available, fair values are estimated using quoted prices of similar instruments and are classified within Level 2 of the fair value hierarchy.
Deferred Revenue	Deferred Revenue Deferred revenue consists of customer billings or payments received in advance of the recognition of revenue and is recognized as revenue as the revenue recognition criteria are met. The Company generally invoices its customers annually for the forthcoming year of service. Accordingly, the Company’s deferred revenue balance does not include revenue for future years of multiple year non-cancellable contracts that have not yet been billed. During the three months ended April 30, 2020, the Company recognized revenue of $83.3 million that was included in the deferred revenue balance as of January 31, 2020.
Deferred Commissions	Deferred Commissions Commissions are earned by sales personnel upon the execution of the sales contract by the customer, and commission payments are made shortly after they are earned. Commission costs can be associated specifically with subscription and professional services arrangements. Commissions earned by the Company’s sales personnel are considered incremental and recoverable costs of obtaining a contract with a customer. These costs are deferred and then amortized over a period of benefit of five years. The Company determined the period of benefit by taking into consideration its past experience with customers, future cash flows expected from customers, industry peers and other available information. The Company capitalized commission costs of $2.0 million and $3.8 million and amortized $3.2 million and $2.0 million to sales and marketing expense in the accompanying condensed consolidated statements of operations during the three months ended April 30, 2020 and 2019, respectively.
Leases	Leases Leases arise from contracts which convey the right to control the use of identified property or equipment for a period of time in exchange for consideration. The Company’s leasing arrangements are primarily for office space used to conduct operations. Leases are classified at commencement as either operating or finance leases. As of April 30, 2020, all of the Company’s leases are classified as operating leases. Rent expense for operating leases is recognized using the straight-line method over the term of the agreement beginning on the lease commencement date. At commencement, the Company records a lease liability at the present value of future lease payments, net of any future lease incentives to be received. Lease agreements may include options to renew the lease term, which is not included in the lease periods to calculate future lease payments unless it is reasonably certain the Company will renew the lease. The Company estimates its incremental borrowing rate (“IBR”) based on the information available at the lease commencement date in determining the present value of lease payments. In determining the appropriate IBR, the Company considers information including, but not limited to, the lease term and the currency in which the arrangement is denominated. At commencement, the Company also records a corresponding right-of-use asset, which is calculated based on the amount of the lease liability, adjusted for any advance lease payments made and initial direct costs incurred. Right-of-use assets are subject to evaluation for impairment or disposal on a basis consistent with other long-lived assets. As of April 30, 2020, the Company was not a lessor in leasing arrangements or a party to any sublease arrangements.
Recently Adopted Accounting Pronouncements	Recent Accounting Guidance Recently Adopted Accounting Pronouncements In June 2016, the FASB issued ASU No. 2016-13, Financial Instruments-Credit Losses (Topic 326): Measurement of Credit Losses on Financial Instruments, which requires the measurement and recognition of expected credit losses for financial assets held at amortized cost, including trade receivables. ASU No. 2016-13 replaces the existing incurred loss impairment model with an expected loss model that requires the use of forward-looking information to calculate credit loss estimates. It also eliminates the concept of other-than-temporary impairment and requires credit losses related to available-for-sale debt securities to be recorded through an allowance for credit losses rather than as a reduction in the amortized cost basis of the securities. This guidance is effective for annual reporting periods beginning after December 15, 2019, with early adoption permitted. The Company adopted this standard on February 1, 2020, and the adoption did not have a material impact on the Company’s condensed consolidated financial statements. In December 2019, the FASB issued ASU No. 2019-12, Income Taxes (Topic 740). The standard simplifies the accounting for incomes taxes by removing certain exceptions to the general principles in Topic 740 related to the approach for intraperiod tax allocation and the recognition of deferred tax liabilities for outside basis differences. The standard also clarifies the accounting for transactions that result in a step-up in the tax basis of goodwill. The standard also improves consistent application of and simplifies GAAP for other areas of Topic 740 by clarifying and amending existing guidance. The amendment is effective for fiscal years, and interim period within those fiscal years, beginning after December 15, 2020, and early adoption is permitted. The Company early adopted this standard on February 1, 2020, and the adoption did not have a material impact on the Company’s condensed consolidated financial statements.
New Accounting Pronouncements Not Yet Adopted	New Accounting Pronouncements Not Yet Adopted In August 2018, the FASB issued ASU No. 2018-14, which amends FASB ASC Topic 715, "Compensation - Retirement Benefits." The amendments in this guidance modify the disclosure requirements for employers that sponsor defined benefit pension or other postretirement plans. The amendments in this guidance remove disclosures that no longer are considered cost beneficial, clarify the specific requirements of disclosures and add disclosure requirements identified as relevant. This guidance is effective for annual reporting periods ending after December 15, 2020, with early adoption permitted, and is required to be adopted retrospectively. The Company is currently evaluating the timing and method of adoption and the related impact of ASU No. 2018-14 on its condensed consolidated financial statements.

Marketable Securities (Tables)

Marketable Securities (Tables)	3 Months Ended
	Apr. 30, 2020
Investments Debt And Equity Securities [Abstract]
Summary of Available-for-sale Marketable Securities Excluding Securities Classified within Cash and Cash Equivalents on Consolidated Balance Sheets	The following is a summary of available-for-sale marketable securities, excluding those securities classified within cash and cash equivalents on the condensed consolidated balance sheets (in thousands): April 30, 2020 Amortized Costs Unrealized Gains Unrealized Losses Fair Value U.S. treasury securities $ 273,635 $ 1,734 $ — $ 275,369 Corporate notes and bonds 120,234 559 (60 ) 120,733 Asset backed securities 5,014 21 — 5,035 U.S. agency obligations 5,001 — (2 ) 4,999 Certificates of deposit 3,838 — — 3,838 Total marketable securities $ 407,722 $ 2,314 $ (62 ) $ 409,974 January 31, 2020 Amortized Costs Unrealized Gains Unrealized Losses Fair Value U.S. treasury securities $ 306,871 $ 324 $ — $ 307,195 Corporate notes and bonds 155,751 272 — 156,023 Commercial paper 15,977 — — 15,977 Asset backed securities 15,501 17 — 15,518 Certificates of deposit 4,447 — — 4,447 Total marketable securities $ 498,547 $ 613 $ — $ 499,160
Schedule of Fair Values of Available-for-sale Marketable Securities by Remaining Contractual Maturity	As of April 30, 2020, the fair values of available-for-sale marketable securities, by remaining contractual maturity, were as follows (in thousands): Due within one year $ 331,806 Due in one year through five years 78,168 Total $ 409,974

Business Combinations (Tables)

Business Combinations (Tables)	3 Months Ended
	Apr. 30, 2020
Yapta
Summary of Major Classes of Assets and Liabilities Allocated the Fair Value of Purchase Consideration	The major classes of assets and liabilities to which the Company has allocated the total fair value of purchase consideration of $111.2 million were as follows (in thousands): December 13, 2019 Cash and cash equivalents $ 333 Accounts receivable 3,700 Intangible assets 39,710 Other assets 1,648 Goodwill 70,694 Deferred tax liability, net (2,347 ) Accounts payable and other liabilities (2,554 ) Total consideration $ 111,184
Summary of Intangible Assets Acquired Based on Valuation	Based on this valuation, the intangible assets acquired were (in thousands): Fair Value Useful life (in Years) Developed technology $ 31,300 4 Customer relationships 8,300 5 Trademarks 110 0.5 Total intangible assets $ 39,710
Exari
Summary of Major Classes of Assets and Liabilities Allocated the Fair Value of Purchase Consideration	The major classes of assets and liabilities to which the Company has allocated the fair value of purchase consideration were as follows (in thousands): May 6, 2019 Cash and cash equivalents $ 6,337 Accounts receivable 7,863 Intangible assets 57,000 Other assets 5,646 Goodwill 163,170 Accounts payable and other current liabilities (6,232 ) Deferred revenue (4,443 ) Deferred tax liability, net (11,046 ) Other non-current liabilities (3,679 ) Total consideration $ 214,616
Summary of Intangible Assets Acquired Based on Valuation	Based on this valuation, the intangible assets acquired were (in thousands): Fair Value Useful life (in Years) Developed technology $ 45,400 3 to 5 Customer relationships 11,100 5 Trademarks 500 1 Total intangible assets $ 57,000

Fair Value Measurements (Tables

Fair Value Measurements (Tables)	3 Months Ended
	Apr. 30, 2020
Fair Value Disclosures [Abstract]
Summary of Fair Value Hierarchy for Financial Assets and Liabilities Measured at Fair Value on Recurring Basis	The following table summarizes the Company’s fair value hierarchy for its financial assets and liabilities measured at fair value on a recurring basis at April 30, 2020 (in thousands): Level 1 Level 2 Level 3 Total Cash equivalents: (1) Money market funds $ 177,344 $ — $ — $ 177,344 Marketable securities: U.S. treasury securities — 275,369 — 275,369 Corporate notes and bonds — 120,733 — 120,733 Asset backed securities — 5,035 — 5,035 U.S. agency obligations — 4,999 — 4,999 Certificate of deposit — 3,838 — 3,838 Total assets $ 177,344 $ 409,974 $ — $ 587,318 (1) Included in cash and cash equivalents. The following table summarizes the Company’s fair value hierarchy for its financial assets and liabilities measured at fair value on a recurring basis at January 31, 2020 (in thousands): Level 1 Level 2 Level 3 Total Cash equivalents: (1) Money market funds $ 120,242 $ — $ — $ 120,242 Corporate notes and bonds — 2,011 — 2,011 Marketable securities: U.S. treasury securities — 307,195 — 307,195 Corporate notes and bonds — 156,023 — 156,023 Commercial paper — 15,977 — 15,977 Asset backed securities — 15,518 — 15,518 Certificates of deposit — 4,447 — 4,447 Total assets $ 120,242 $ 501,171 $ — $ 621,413 Other liabilities: Contingent consideration payable $ — $ — $ 12,500 $ 12,500 Total liabilities $ — $ — $ 12,500 $ 12,500 (1) Included in cash and cash equivalents.

Property and Equipment, Net (Ta

Property and Equipment, Net (Tables)	3 Months Ended
	Apr. 30, 2020
Property Plant And Equipment [Abstract]
Property and Equipment	Property and equipment consisted of the following (in thousands): April 30, January 31, 2020 2020 Furniture and equipment $ 7,892 $ 6,767 Software development costs 35,947 33,326 Leasehold improvements 1,873 1,880 Construction in progress 471 45 Total property and equipment 46,183 42,018 Less: accumulated depreciation and amortization (25,143 ) (23,216 ) Property and equipment, net $ 21,040 $ 18,802

Goodwill and Other Intangible_2

Goodwill and Other Intangible Assets (Tables)	3 Months Ended
	Apr. 30, 2020
Goodwill And Intangible Assets Disclosure [Abstract]
Changes in Goodwill	The following tables represent the changes in goodwill (in thousands): Balance at January 31, 2020 $ 442,112 Adjustment 974 Balance at April 30, 2020 $ 443,086
Summary of Other Intangible Assets Balances	The following table summarizes the other intangible assets balances (in thousands): As of April 30, 2020 January 31, 2020 Weighted Average Remaining Useful Lives (in Years) Gross Carrying Amount Accumulated Amortization Net Carrying Amount Gross Carrying Amount Accumulated Amortization Net Carrying Amount Developed technology 3.6 $ 125,135 $ (33,650 ) $ 91,485 $ 125,135 $ (26,840 ) $ 98,295 Customer relationships 3.9 38,294 (9,991 ) 28,303 38,294 (8,061 ) 30,233 Trademarks 0.1 955 (948 ) 7 955 (823 ) 132 Total other intangible assets $ 164,384 $ (44,589 ) $ 119,795 $ 164,384 $ (35,724 ) $ 128,660
Future Amortization Expense of Other Intangible Assets	As of April 30, 2020, the future amortization expense of other intangible assets is as follows (in thousands): Year Ending January 31, 2021 (remaining nine months) $ 26,228 2022 34,538 2023 29,985 2024 23,868 2025 5,176 Thereafter — Total $ 119,795

Common Stock and Stockholders_2

Common Stock and Stockholders' Equity (Tables)	3 Months Ended
	Apr. 30, 2020
Disclosure Of Compensation Related Costs Sharebased Payments [Abstract]
Summary of Stock Option Activity	Options Outstanding Outstanding Stock Options Weighted- Average Exercise Price Weighted- Average Remaining Contractual (in Years) Aggregate Intrinsic Value Balance at January 31, 2020 4,233,435 $ 17.28 6.36 $ 609,061 Option grants — — — — Options exercised (404,858 ) $ 7.97 — — Options forfeited (4,011 ) $ 12.52 — — Balance at April 30, 2020 3,824,566 $ 18.27 6.19 $ 603,589 Exercisable at April 30, 2020 3,075,574 $ 11.44 5.83 $ 506,393 ( 1) The above table includes 878,869 stock options with market and service based conditions.
Summary of Activity Related to RSUs	Number of RSUs Outstanding Weighted- Average Grant Date Fair Value Awarded and unvested at January 31, 2020 2,830,782 $ 70.90 Awards granted 922,039 $ 146.26 Awards vested (298,155 ) $ 55.06 Awards forfeited (55,192 ) $ 79.11 Awarded and unvested at April 30, 2020 3,399,474 $ 92.60 (1) The above table includes 100,178 restricted share units with market and service based conditions.
Total Stock-Based Compensation Expense	The Company’s total stock-based compensation expense as of the dates indicated was as follows (in thousands): Three Months Ended April 30, 2020 2019 Cost of revenue: Subscription $ 2,158 $ 1,388 Professional services and other 2,412 1,445 Research and development 6,124 4,048 Sales and marketing 7,513 4,839 General and administrative 5,990 5,125 Total $ 24,197 $ 16,845
Assumptions used to Estimate Fair Values of Stock Options Granted	The fair values of the Company’s stock options granted during the three months ended April 30, 2020 and 2019 were estimated using the following assumptions: Three Months Ended April 30, 2020 2019 Employee Stock Options: Expected term (in years) — 6.0 Volatility — 42.7% Risk-free interest rate — 2.4% Dividend yield — — Employee Stock Purchase Plan: Expected term (in years) 0.5 - 2.0 0.5 - 2.0 Volatility 48.6% - 54.8% 45.5% - 65.9% Risk-free interest rate 0.3% - 0.4% 2.4% - 2.5% Dividend yield — — Market-based Award Expected term (in years) 3.0 — Volatility 48.4% — Risk-free interest rate 0.4% — Dividend yield — —

Convertible Senior Notes (Table

Convertible Senior Notes (Tables)	3 Months Ended
	Apr. 30, 2020
Debt Instruments [Abstract]
Schedule of Components of Convertible Senior Notes	The 2025 Notes and 2023 Notes consisted of the following (in thousands): As of As of April 30, 2020 January 31, 2020 2025 Notes 2023 Notes 2025 Notes 2023 Notes Liability: Principal $ 805,000 $ 137,953 $ 805,000 $ 230,000 Unamortized debt discount and issuance costs (1) (233,103 ) (23,788 ) (242,388 ) (42,885 ) Net carrying amount $ 571,897 $ 114,165 $ 562,612 $ 187,115 Carrying amount of the equity component (2) $ 246,967 $ 41,441 $ 246,967 $ 60,470 ( 1 ) Included in the condensed consolidated balance sheets within Convertible senior notes, net and amortized over the remaining lives of the Notes. The 2025 Notes are classified as long-term liabilities and the 2023 Notes are classified as current liabilities. ( 2 ) Included in the condensed consolidated balance sheets within additional paid-in capital and temporary equity.

Commitments and Contingencies (

Commitments and Contingencies (Tables)	3 Months Ended
	Apr. 30, 2020
Commitments And Contingencies Disclosure [Abstract]
Schedule of Remaining Maturities of Operating Lease Liabilities and Future Purchase Obligations	Additionally, the Company has current contractual purchase obligations for hosting services that support business operations. As of April 30, 2020, the remaining maturities of operating lease liabilities and future purchase obligations are as follows (in thousands): Year Ending January 31, Operating Lease Obligations Future Purchase Obligations of Hosting Services 2021 (remaining nine months) $ 7,453 $ 7,294 2022 9,108 14,121 2023 8,165 15,000 2024 7,262 2,500 2025 2,661 — Thereafter 917 — Total payments 35,566 $ 38,915 Less imputed interest (4,046 ) Total $ 31,520

Net Loss per Share (Tables)

Net Loss per Share (Tables)	3 Months Ended
	Apr. 30, 2020
Earnings Per Share [Abstract]
Computation of Basic and Diluted Net Loss per Share Attributable to Common Stockholders	The following table sets forth the computation of the basic and diluted net loss per share attributable to common stockholders (in thousands, except per share amounts): Three Months Ended April 30, 2020 2019 Numerator: Net loss attributable to common stockholders $ (14,816 ) $ (20,468 ) Denominator: Weighted-average common shares outstanding 65,468 60,785 Net loss per share attributable to common stockholders, basic and diluted $ (0.23 ) $ (0.34 )
Potentially Dilutive Securities Not Included in Diluted per Share Calculations	Potentially dilutive securities that were not included in the diluted per share calculations because they would be anti-dilutive were as follows: As of April 30, 2020 2019 Options to purchase common stock 3,824,566 6,097,917 RSUs 3,399,474 3,582,499 Unvested common shares subject to repurchase 66,450 161,651 Shares committed under the ESPP 30,751 30,913 Contingent stock consideration for DCR acquisition 377,138 377,138 Holdback shares for Aquiire acquisition — 37,570 Total 7,698,379 10,287,688

Significant Customers and Geo_2

Significant Customers and Geographic Information (Tables)	3 Months Ended
	Apr. 30, 2020
Geographic Areas Revenues From External Customers [Abstract]
Revenues by Geographic Area	During the three months ended April 30, 2020 and April 30, 2019, revenues by geographic area, based on billing addresses of the customers, were as follows (in thousands): Three Months Ended April 30, 2020 2019 United States $ 78,716 $ 50,780 Foreign countries 40,498 30,564 Total revenues $ 119,214 $ 81,344

Significant Accounting Polici_3

Significant Accounting Policies - Additional Information (Details) - USD ($)	3 Months Ended
	Apr. 30, 2020	Apr. 30, 2019	Jan. 31, 2020
Significant Accounting Policies [Line Items]
Subscriptions revenue contracts term	3 years
Accounts receivable, net of allowances	$ 90,258,000		$ 118,508,000
Short-term unbilled receivable	5,600,000		6,100,000
Revenue expected to be recognized from remaining performance obligation	701,800,000
Revenue recognized from performance obligations satisfied in prior periods	3,400,000
Allowances for doubtful accounts and credit losses	1,300,000
Revenue recognized from deferred revenue	$ 83,300,000
Deferred commission, amortization period	5 years
Capitalized commission costs	$ 2,000,000	$ 3,800,000
Amortization of deferred commissions	$ 3,200,000	$ 2,000,000
Maximum
Significant Accounting Policies [Line Items]
Payment terms of customers	30 days
Other Assets
Significant Accounting Policies [Line Items]
Long-term unbilled receivables	$ 310,000		$ 350,000

Significant Accounting Polici_4

Significant Accounting Policies - Additional Information (Details1) - Revenue, Remaining Performance Obligation, Expected Timing of Satisfaction, Start Date: 2020-05-01	Apr. 30, 2020
Significant Accounting Policies [Line Items]
Revenue expected to be recognized from remaining performance obligation with in next 24 months	75.00%
Revenue, Remaining Performance Obligation, Expected Timing of Satisfaction, Period	24 months

Marketable Securities - Summary

Marketable Securities - Summary of Available-for-sale Marketable Securities Excluding Securities Classified within Cash and Cash Equivalents on Consolidated Balance Sheets (Details) - USD ($) $ in Thousands	Apr. 30, 2020	Jan. 31, 2020
Schedule Of Available For Sale Securities [Line Items]
Amortized Costs	$ 407,722	$ 498,547
Unrealized Gains	2,314	613
Unrealized Losses	(62)
Fair Value	409,974	499,160
U.S. treasury securities
Schedule Of Available For Sale Securities [Line Items]
Amortized Costs	273,635	306,871
Unrealized Gains	1,734	324
Fair Value	275,369	307,195
U.S. agency obligations
Schedule Of Available For Sale Securities [Line Items]
Amortized Costs	5,001
Unrealized Losses	(2)
Fair Value	4,999
Corporate notes and bonds
Schedule Of Available For Sale Securities [Line Items]
Amortized Costs	120,234	155,751
Unrealized Gains	559	272
Unrealized Losses	(60)
Fair Value	120,733	156,023
Asset backed securities
Schedule Of Available For Sale Securities [Line Items]
Amortized Costs	5,014	15,501
Unrealized Gains	21	17
Fair Value	5,035	15,518
Certificates of deposit
Schedule Of Available For Sale Securities [Line Items]
Amortized Costs	3,838	4,447
Fair Value	$ 3,838	4,447
Commercial paper
Schedule Of Available For Sale Securities [Line Items]
Amortized Costs		15,977
Fair Value		$ 15,977

Marketable Securities - Schedul

Marketable Securities - Schedule of Fair Values of Available-for-sale Marketable Securities by Remaining Contractual Maturity (Details) - USD ($) $ in Thousands	Apr. 30, 2020	Jan. 31, 2020
Available For Sale Securities Debt Maturities [Abstract]
Due within one year	$ 331,806
Due in one year through five years	78,168
Total fair values of available-for-sale investment securities	$ 409,974	$ 499,160

Business Combinations - Additio

Business Combinations - Additional Information (Details) - USD ($) $ in Thousands	Dec. 13, 2019	May 06, 2019	Apr. 30, 2020	Jan. 31, 2020
Yapta
Business Acquisition [Line Items]
Business acquisition, effective date of acquisition	Dec. 13, 2019
Business acquisition consideration paid in cash	$ 98,700
Cash contingent achievement of target revenue	12,500
Amount held in escrow deposit	$ 9,800
Escrow deposit held in period	15 months
Contingent consideration payable	$ 12,500		$ 0	$ 12,500
Reversal of contingent liability			12,500
Total fair value of purchase consideration	$ 111,184
Yapta | General and Administrative Expenses
Business Acquisition [Line Items]
Reversal of contingent liability			$ 12,500
Acquisition related costs				800
Exari
Business Acquisition [Line Items]
Business acquisition, effective date of acquisition		May 6, 2019
Business acquisition consideration paid in cash		$ 214,600
Total fair value of purchase consideration		$ 214,616
Exari | General and Administrative Expenses
Business Acquisition [Line Items]
Acquisition related costs				$ 2,800

Business Combinations - Summary

Business Combinations - Summary of Major Classes of Assets and Liabilities Allocated the Purchase Price (Details) - USD ($) $ in Thousands	Apr. 30, 2020	Jan. 31, 2020	Dec. 13, 2019	May 06, 2019
Business Acquisition [Line Items]
Goodwill	$ 443,086	$ 442,112
Yapta
Business Acquisition [Line Items]
Cash and cash equivalents			$ 333
Accounts receivable			3,700
Intangible assets			39,710
Other assets			1,648
Goodwill			70,694
Deferred tax liability, net			(2,347)
Accounts payable and other liabilities			(2,554)
Total consideration			$ 111,184
Exari
Business Acquisition [Line Items]
Cash and cash equivalents				$ 6,337
Accounts receivable				7,863
Intangible assets				57,000
Other assets				5,646
Goodwill				163,170
Deferred revenue				(4,443)
Deferred tax liability, net				(11,046)
Accounts payable and other liabilities				(6,232)
Other non-current liabilities				(3,679)
Total consideration				$ 214,616

Business Combinations - Summa_2

Business Combinations - Summary of Intangible Assets Acquired Based on Valuation (Details) - USD ($) $ in Thousands	Dec. 13, 2019	May 06, 2019
Yapta
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value	$ 39,710
Exari
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value		$ 57,000
Developed technology | Yapta
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value	$ 31,300
Useful life (in Years)	4 years
Developed technology | Exari
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value		$ 45,400
Developed technology | Exari | Minimum
Acquired Finite Lived Intangible Assets [Line Items]
Useful life (in Years)		3 years
Developed technology | Exari | Maximum
Acquired Finite Lived Intangible Assets [Line Items]
Useful life (in Years)		5 years
Customer relationships | Yapta
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value	$ 8,300
Useful life (in Years)	5 years
Customer relationships | Exari
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value		$ 11,100
Useful life (in Years)		5 years
Trademarks | Yapta
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value	$ 110
Useful life (in Years)	6 months
Trademarks | Exari
Acquired Finite Lived Intangible Assets [Line Items]
Intangible Assets, Fair Value		$ 500
Useful life (in Years)		1 year

Fair Value Measurements - Summa

Fair Value Measurements - Summary of Fair Value Hierarchy for Financial Assets and Liabilities Measured at Fair Value on Recurring Basis (Details) - USD ($) $ in Thousands		Apr. 30, 2020	Jan. 31, 2020
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		$ 409,974	$ 499,160
Corporate notes and bonds
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		120,733	156,023
U.S. treasury securities
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		275,369	307,195
U.S. agency obligations
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		4,999
Asset backed securities
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		5,035	15,518
Fair value measurements recurring
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Total assets		587,318	621,413
Total liabilities			12,500
Fair value measurements recurring | Certificates of deposit
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		3,838	4,447
Fair value measurements recurring | Money market funds
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Cash equivalents	[1]	177,344	120,242
Fair value measurements recurring | Corporate notes and bonds
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Cash equivalents	[1]		2,011
Marketable securities		120,733	156,023
Fair value measurements recurring | U.S. treasury securities
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		275,369	307,195
Fair value measurements recurring | U.S. agency obligations
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		4,999
Fair value measurements recurring | Commercial paper
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities			15,977
Fair value measurements recurring | Asset backed securities
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		5,035	15,518
Fair value measurements recurring | Contingent consideration payable
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Other liabilities			12,500
Fair value measurements recurring | Level 1
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Total assets		177,344	120,242
Fair value measurements recurring | Level 1 | Money market funds
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Cash equivalents	[1]	177,344	120,242
Fair value measurements recurring | Level 2
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Total assets		409,974	501,171
Fair value measurements recurring | Level 2 | Certificates of deposit
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		3,838	4,447
Fair value measurements recurring | Level 2 | Corporate notes and bonds
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Cash equivalents	[1]		2,011
Marketable securities		120,733	156,023
Fair value measurements recurring | Level 2 | U.S. treasury securities
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		275,369	307,195
Fair value measurements recurring | Level 2 | U.S. agency obligations
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		4,999
Fair value measurements recurring | Level 2 | Commercial paper
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities			15,977
Fair value measurements recurring | Level 2 | Asset backed securities
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Marketable securities		$ 5,035	15,518
Fair value measurements recurring | Level 3
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Total liabilities			12,500
Fair value measurements recurring | Level 3 | Contingent consideration payable
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Other liabilities			$ 12,500
[1]	Included in cash and cash equivalents.

Fair Value Measurements - Addit

Fair Value Measurements - Additional Information (Details) - USD ($) $ in Thousands	3 Months Ended
	Apr. 30, 2020	Jan. 31, 2020	Dec. 13, 2019	Jan. 31, 2018
0.125% Convertible Senior Notes Due 2025
Fair Value Liabilities Measured On Recurring Basis Unobservable Input Reconciliation [Line Items]
Debt instrument, Principal amount	$ 805,000	$ 805,000
Debt instrument, Interest rate	0.125%
0.125% Convertible Senior Notes Due 2025 | Level 2
Fair Value Liabilities Measured On Recurring Basis Unobservable Input Reconciliation [Line Items]
Estimated fair value of convertible notes	$ 1,027,600	1,015,300
0.375% Convertible Senior Notes Due 2023
Fair Value Liabilities Measured On Recurring Basis Unobservable Input Reconciliation [Line Items]
Debt instrument, Principal amount	$ 137,953	230,000		$ 230,000
Debt instrument, Interest rate	0.375%			0.375%
0.375% Convertible Senior Notes Due 2023 | Level 2
Fair Value Liabilities Measured On Recurring Basis Unobservable Input Reconciliation [Line Items]
Estimated fair value of convertible notes	$ 546,000	858,300
Yapta
Fair Value Liabilities Measured On Recurring Basis Unobservable Input Reconciliation [Line Items]
Contingent consideration payable	0	$ 12,500	$ 12,500
Reversal of contingent liability	$ 12,500

Property and Equipment, Net - P

Property and Equipment, Net - Property and Equipment (Details) - USD ($) $ in Thousands	Apr. 30, 2020	Jan. 31, 2020
Property Plant And Equipment [Line Items]
Total property and equipment, gross	$ 46,183	$ 42,018
Less: accumulated depreciation and amortization	(25,143)	(23,216)
Property and equipment, net	21,040	18,802
Furniture and equipment
Property Plant And Equipment [Line Items]
Total property and equipment, gross	7,892	6,767
Software development costs
Property Plant And Equipment [Line Items]
Total property and equipment, gross	35,947	33,326
Leasehold improvements
Property Plant And Equipment [Line Items]
Total property and equipment, gross	1,873	1,880
Construction in progress
Property Plant And Equipment [Line Items]
Total property and equipment, gross	$ 471	$ 45

Property and Equipment, Net - A

Property and Equipment, Net - Additional Information (Details) - USD ($)	3 Months Ended
	Apr. 30, 2020	Apr. 30, 2019
Property Plant And Equipment [Abstract]
Depreciation and amortization expense excluding software development costs	$ 552,000	$ 339,000
Amortization expense related to software development costs	$ 1,400,000	$ 657,000

Goodwill and Other Intangible_3

Goodwill and Other Intangible Assets - Changes in Goodwill (Details) $ in Thousands	3 Months Ended
	Apr. 30, 2020USD ($)
Goodwill And Intangible Assets Disclosure [Abstract]
Beginning balance	$ 442,112
Adjustment	974
Ending balance	$ 443,086

Goodwill and Other Intangible_4

Goodwill and Other Intangible Assets - Summary of Other Intangible Assets Balances (Details) - USD ($) $ in Thousands	3 Months Ended
	Apr. 30, 2020	Jan. 31, 2020
Finite Lived Intangible Assets [Line Items]
Gross Carrying Amount	$ 164,384	$ 164,384
Accumulated Amortization	(44,589)	(35,724)
Net Carrying Amount	$ 119,795	128,660
Developed technology
Finite Lived Intangible Assets [Line Items]
Weighted Average Remaining Useful Lives (in years)	3 years 7 months 6 days
Gross Carrying Amount	$ 125,135	125,135
Accumulated Amortization	(33,650)	(26,840)
Net Carrying Amount	$ 91,485	98,295
Customer relationships
Finite Lived Intangible Assets [Line Items]
Weighted Average Remaining Useful Lives (in years)	3 years 10 months 24 days
Gross Carrying Amount	$ 38,294	38,294
Accumulated Amortization	(9,991)	(8,061)
Net Carrying Amount	$ 28,303	30,233
Trademarks
Finite Lived Intangible Assets [Line Items]
Weighted Average Remaining Useful Lives (in years)	1 month 6 days
Gross Carrying Amount	$ 955	955
Accumulated Amortization	(948)	(823)
Net Carrying Amount	$ 7	$ 132

Goodwill and Other Intangible_5

Goodwill and Other Intangible Assets - Additional Information (Details) - USD ($) $ in Millions	3 Months Ended
	Apr. 30, 2020	Apr. 30, 2019
Goodwill And Intangible Assets Disclosure [Abstract]
Amortization expense related to other intangible assets	$ 8.9	$ 3.2

Goodwill and Other Intangible_6

Goodwill and Other Intangible Assets - Future Amortization Expense of Other Intangible Assets (Details) $ in Thousands	Apr. 30, 2020USD ($)
Goodwill And Intangible Assets Disclosure [Abstract]
2021 (remaining nine months)	$ 26,228
2022	34,538
2023	29,985
2024	23,868
2025	5,176
Total	$ 119,795

Common Stock and Stockholders_3

Common Stock and Stockholders' Equity - Additional Information (Details)	1 Months Ended		3 Months Ended		171 Months Ended
	Mar. 31, 2018$ / sharesshares	Sep. 30, 2016$ / sharesshares	Apr. 30, 2020USD ($)VotePeriod$ / sharesshares	Apr. 30, 2019USD ($)$ / shares	Apr. 30, 2020USD ($)Vote$ / sharesshares	Jan. 31, 2020$ / sharesshares
Class Of Stock [Line Items]
Common stock voting rights			Each share of common stock has the right to one vote.
Number of common stock voting rights | Vote			1		1
Dividends declared | $					$ 0
Dividends paid | $					$ 0
Preferred stock, shares authorized			25,000,000		25,000,000	25,000,000
Preferred stock, par value | $ / shares			$ 0.0001		$ 0.0001	$ 0.0001
Preferred stock, shares issued			0		0	0
Preferred stock, shares outstanding			0		0	0
Aggregate intrinsic value of exercised options | $			$ 59,500,000	$ 76,800,000
Number of stock options granted			0
Weighted-average grant date fair value of options granted | $ / shares				$ 41.81
Total grant date fair value of options vested | $			$ 1,500,000	$ 2,000,000
Stock-based compensation expense recognized for market-based awards | $			24,197,000	16,845,000
Capitalized Software Development Costs
Class Of Stock [Line Items]
Stock-based compensation capitalized in capitalized software development costs | $			$ 2,400,000	$ 1,200,000
2016 Employee Stock Purchase Plan
Class Of Stock [Line Items]
Common stock reserved for issuance			1,860,302		1,860,302
Increase in number of shares reserved for issuance as percentage of outstanding shares of common stock on last day of prior fiscal year			1.00%
Increase in common stock reserved for issuance shares			1,250,000		1,250,000
Duration of maximum offering period			27 months
Initial offering period end date			Sep. 15, 2018
Duration of new offering period			24 months
Number of consecutive purchase periods | Period			4
Duration of consecutive purchase period			6 months
Maximum percentage of eligible compensation for participants to purchase common stock through payroll deductions			15.00%		15.00%
Purchase price for each share of common stock as percentage of lower of fair market value per share on first day of applicable offering period			85.00%
Number of shares of common stock purchased			1,267,131
Total unrecognized compensation cost | $			$ 9,200,000		$ 9,200,000
Total unrecognized compensation cost, weighted-average amortization period			1 year 6 months
Minimum | 2016 Employee Stock Purchase Plan
Class Of Stock [Line Items]
Expected term (in years)			6 months	6 months
Maximum | 2016 Employee Stock Purchase Plan
Class Of Stock [Line Items]
Expected term (in years)			2 years	2 years
Employee Stock Options
Class Of Stock [Line Items]
Expected term (in years)				6 years
Market-Based Award
Class Of Stock [Line Items]
Expected term (in years)			3 years
2016 Equity Incentive Plan
Class Of Stock [Line Items]
Common stock reserved for issuance			10,051,349		10,051,349
Increase in number of shares reserved for issuance as percentage of outstanding shares of common stock on last day of prior fiscal year			5.00%
2016 Equity Incentive Plan | Market Based Restricted Stock Unit Awards
Class Of Stock [Line Items]
Number of RSUs Outstanding, Awards granted			100,178
Performance term			3 years
2016 Equity Incentive Plan | Market Based Restricted Stock Unit Awards | Minimum
Class Of Stock [Line Items]
Options earning percentage			0.00%
2016 Equity Incentive Plan | Market Based Restricted Stock Unit Awards | Maximum
Class Of Stock [Line Items]
Options earning percentage			200.00%
2016 Equity Incentive Plan | Restricted Stock Units (RSUs)
Class Of Stock [Line Items]
Number of RSUs Outstanding, Awards granted			922,039
Total unrecognized compensation cost, weighted-average amortization period			2 years 8 months 12 days
Total unrecognized compensation cost related to unvested restricted stock units | $			$ 295,800,000		$ 295,800,000
2006 Stock Plan | Market-Based Award | Chief Executive Officer
Class Of Stock [Line Items]
Number of stock options granted		544,127
Stock options granted, exercise price | $ / shares		$ 13.04
Stock option vesting period		4 years
Stock option, number of shares vested and exercisable			487,447		487,447
Stock-based compensation expense recognized for market-based awards | $			$ 1,000,000	$ 410,000
2016 Equity Plan | Market-Based Award | Chief Executive Officer
Class Of Stock [Line Items]
Number of stock options granted	334,742
Stock options granted, exercise price | $ / shares	$ 48.47
Stock option vesting period	4 years
Stock option, number of shares vested and exercisable			0		0
2006 Stock Plan and 2016 Equity Incentive Plan
Class Of Stock [Line Items]
Total unrecognized compensation cost related to unvested stock options | $			$ 9,600,000		$ 9,600,000
2006 Stock Plan and 2016 Equity Incentive Plan | Employee Stock Options
Class Of Stock [Line Items]
Total unrecognized compensation cost, weighted-average amortization period			2 years

Common Stock and Stockholders_4

Common Stock and Stockholders' Equity - Summary of Stock Option Activity (Details) - USD ($) $ / shares in Units, $ in Thousands	3 Months Ended	12 Months Ended
	Apr. 30, 2020	Jan. 31, 2020
Share Based Compensation Arrangement By Share Based Payment Award [Line Items]
Stock Options, grants	0
2006 Stock Plan and 2016 Plan
Share Based Compensation Arrangement By Share Based Payment Award [Line Items]
Stock Options, Outstanding, Beginning Balance	4,233,435
Stock Options, exercised	(404,858)
Stock Options, forfeited	(4,011)
Stock Options, Outstanding, Ending Balance	3,824,566	4,233,435
Stock Options, Exercisable	3,075,574
Weighted-Average Exercise Price, Options Outstanding, Beginning Balance	$ 17.28
Weighted-Average Exercise Price, Options exercised	7.97
Weighted-Average Exercise Price, Options forfeited	12.52
Weighted-Average Exercise Price, Options Outstanding, Ending Balance	18.27	$ 17.28
Weighted-Average Exercise Price, Exercisable	$ 11.44
Weighted-Average Remaining Contractual Life (in Years), Options Outstanding	6 years 2 months 8 days	6 years 4 months 9 days
Weighted-Average Remaining Contractual Life (in Years), Exercisable	5 years 9 months 29 days
Aggregate Intrinsic Value, Options Outstanding	$ 603,589	$ 609,061
Aggregate Intrinsic Value, Exercisable	$ 506,393

Common Stock and Stockholders_5

Common Stock and Stockholders' Equity - Summary of Stock Option Activity (Parenthetical) (Details) - 2006 Stock Plan and 2016 Plan - shares	Apr. 30, 2020	Jan. 31, 2020
Share Based Compensation Arrangement By Share Based Payment Award [Line Items]
Stock options outstanding number	3,824,566	4,233,435
Market and Service Based Stock Options
Share Based Compensation Arrangement By Share Based Payment Award [Line Items]
Stock options outstanding number	878,869

Common Stock and Stockholders_6

Common Stock and Stockholders' Equity - Summary of Activity Related to RSUs (Details) - 2016 Equity Incentive Plan - Restricted Stock Units (RSUs)	3 Months Ended
	Apr. 30, 2020$ / sharesshares
Share Based Compensation Arrangement By Share Based Payment Award [Line Items]
Number of RSUs Outstanding, Awarded and unvested, Beginning balance | shares	2,830,782
Number of RSUs Outstanding, Awards granted | shares	922,039
Number of RSUs Outstanding, Awards vested | shares	(298,155)
Number of RSUs Outstanding, Awards forfeited | shares	(55,192)
Number of RSUs Outstanding, Awarded and unvested, Ending balance | shares	3,399,474
Weighted-Average Grant Date Fair Value, Awarded and unvested, Beginning balance | $ / shares	$ 70.90
Weighted-Average Grant Date Fair Value, Awards granted | $ / shares	146.26
Weighted-Average Grant Date Fair Value, Awards vested | $ / shares	55.06
Weighted-Average Grant Date Fair Value, Awards forfeited | $ / shares	79.11
Weighted-Average Grant Date Fair Value, Awarded and unvested, Ending balance | $ / shares	$ 92.60

Common Stock and Stockholders_7

Common Stock and Stockholders' Equity - Summary of Activity Related to RSUs (Parenthetical) (Details)	3 Months Ended
	Apr. 30, 2020shares
2016 Equity Incentive Plan | Market and Service Based Restricted Share Stock Unit Awards
Share Based Compensation Arrangement By Share Based Payment Award [Line Items]
Number of RSUs Outstanding, Awards granted	100,178

Common Stock and Stockholders_8

Common Stock and Stockholders' Equity - Total Stock-Based Compensation Expense (Details) - USD ($) $ in Thousands	3 Months Ended
	Apr. 30, 2020	Apr. 30, 2019
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Stock-based compensation expense	$ 24,197	$ 16,845
Subscription
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Stock-based compensation expense	2,158	1,388
Professional services and other
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Stock-based compensation expense	2,412	1,445
Research and development
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Stock-based compensation expense	6,124	4,048
Sales and marketing
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Stock-based compensation expense	7,513	4,839
General and administrative
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Stock-based compensation expense	$ 5,990	$ 5,125

Common Stock and Stockholders_9

Common Stock and Stockholders' Equity - Assumptions used to Estimate Fair Values of Stock Options Granted (Details)	3 Months Ended
	Apr. 30, 2020	Apr. 30, 2019
Employee Stock Options
Share Based Compensation Arrangement By Share Based Payment Award [Line Items]
Expected term (in years)		6 years
Volatility		42.70%
Risk-free interest rate		2.40%
Market-Based Award
Share Based Compensation Arrangement By Share Based Payment Award [Line Items]
Expected term (in years)	3 years
Volatility	48.40%
Risk-free interest rate	0.40%
Employee Stock Purchase Plan
Share Based Compensation Arrangement By Share Based Payment Award [Line Items]
Volatility, minimum	48.60%	45.50%
Volatility, maximum	54.80%	65.90%
Risk-free interest rate, minimum	0.30%	2.40%
Risk-free interest rate, maximum	0.40%	2.50%
Employee Stock Purchase Plan | Minimum
Share Based Compensation Arrangement By Share Based Payment Award [Line Items]
Expected term (in years)	6 months	6 months
Employee Stock Purchase Plan | Maximum
Share Based Compensation Arrangement By Share Based Payment Award [Line Items]
Expected term (in years)	2 years	2 years

Convertible Senior Notes - Addi

Convertible Senior Notes - Additional Information (Details) shares in Millions	1 Months Ended	3 Months Ended				12 Months Ended
	Jun. 30, 2019USD ($)d$ / shares	Jul. 31, 2020USD ($)	Apr. 30, 2020USD ($)d$ / sharesshares	Jul. 31, 2019d	Apr. 30, 2019USD ($)	Jan. 31, 2020USD ($)	Jan. 31, 2018USD ($)$ / shares	Jun. 11, 2019USD ($)
Debt Instrument [Line Items]
Multiples of principal amount	$ 1,000
Temporary equity			$ 752,000			$ 16,835,000
Interest expense			11,900,000		$ 3,000,000
Coupon interest expense			400,000		$ 200,000
0.125% Convertible Senior Notes Due 2025
Debt Instrument [Line Items]
Debt instrument, Principal amount			$ 805,000,000			805,000,000
Debt instrument, Interest rate			0.125%
Debt instrument, Issued amount								$ 805,000,000
Net proceeds from issuance of convertible notes	$ 667,400,000
Debt instrument, Interest payment terms			interest is payable semi-annually in cash at a rate of 0.125% per annum on June 15 and December 15 of each year, beginning on December 15, 2019.
Debt instrument, Frequency of periodic payment			semi-annually
Debt Instrument, Date of first required payment	Dec. 15, 2019
Debt instrument, Maturity date	Jun. 15, 2025
Debt Instrument, Convertible terms			Prior to the close of business on the business day immediately preceding March 15, 2025, the 2025 Notes are convertible at the option of holders during certain periods, upon satisfaction of certain conditions. On or after March 15, 2025, the 2025 Notes are convertible at any time until the close of business on the second scheduled trading day immediately preceding the maturity date.
Debt instrument, Initial conversion rate of shares of common stock per $1,000 principal	6.2658
Debt instrument, Initial conversion price per share | $ / shares	$ 159.60
Debt instrument, fundamental change, repurchase price, equals to principal amount of convertible notes	100.00%
Debt discount	$ 252,900,000
Transaction costs related to convertible notes	$ 18,800,000
Debt Conversion, shares issued | shares			5
If-converted value in excess of principal amount			$ 83,200,000			7,800,000
Effective interest rate of the liability component, excluding notes conversions options			7.05%
Remaining life period			5 years 1 month 6 days
0.125% Convertible Senior Notes Due 2025 | Capped Call Options
Debt Instrument [Line Items]
Purchase price of capped call options			$ 118,700,000
Capped call exercise price | $ / shares			295.55
0.125% Convertible Senior Notes Due 2025 | Common Stock
Debt Instrument [Line Items]
Debt instrument, Initial conversion price per share | $ / shares			$ 159.60
0.125% Convertible Senior Notes Due 2025 | Minimum
Debt Instrument [Line Items]
Percentage of principal amount shall be declare as due and payable upon certain events of default	25.00%
0.125% Convertible Senior Notes Due 2025 | Conversion Notes Holders Conversion Rights, Circumstances 1
Debt Instrument [Line Items]
Debt instrument, convertible, threshold trading/business days | d				20
Debt instrument, convertible, threshold consecutive trading days | d				30
Debt instrument, convertible, threshold percentage of sales price of common stock				130.00%
0.125% Convertible Senior Notes Due 2025 | Conversion Notes Holders Conversion Rights, Circumstances 2
Debt Instrument [Line Items]
Debt instrument, convertible, threshold trading/business days | d	5
Debt instrument, convertible, threshold consecutive trading days | d	5
Debt instrument, convertible, threshold percentage of sales price of common stock	98.00%
0.125% Convertible Senior Notes Due 2025 | Private Placement
Debt Instrument [Line Items]
Debt instrument, Principal amount	$ 805,000,000
Debt instrument, Interest rate	0.125%
0.125% Convertible Senior Notes Due 2025 | Initial Placement
Debt Instrument [Line Items]
Debt instrument, Principal amount	$ 700,000,000
0.125% Convertible Senior Notes Due 2025 | Overallotment Option
Debt Instrument [Line Items]
Debt instrument, Principal amount	$ 105,000,000
0.375% Convertible Senior Notes Due 2023
Debt Instrument [Line Items]
Debt instrument, Principal amount			$ 137,953,000			230,000,000	$ 230,000,000
Debt instrument, Interest rate			0.375%				0.375%
Net proceeds from issuance of convertible notes							$ 200,400,000
Debt instrument, Interest payment terms			The interest rate is fixed at 0.375% per annum for the 2023 Notes and is payable semi-annually in arrears on July 15 and January 15 of each year, which commenced on July 15, 2018.
Debt instrument, Frequency of periodic payment			semi-annually
Debt Instrument, Date of first required payment							Jul. 15, 2018
Debt instrument, Initial conversion rate of shares of common stock per $1,000 principal							22.4685
Debt instrument, Initial conversion price per share | $ / shares							$ 44.5068
Debt conversion, Principal amount			$ 96,000,000
Debt conversion, cash payment			$ 92,000,000
Debt Conversion, shares issued | shares			3.1
Debt instrument, fair value			$ 203,400,000
Gain (loss) on conversion of debt			2,600,000
Debt Conversion Convertible Instrument Outstanding Amount			4,000,000
Temporary equity			752,000
If-converted value in excess of principal amount			$ 407,900,000			$ 602,800,000
Effective interest rate of the liability component, excluding notes conversions options			7.66%
Remaining life period			2 years 8 months 12 days
0.375% Convertible Senior Notes Due 2023 | Capped Call Options
Debt Instrument [Line Items]
Purchase price of capped call options			$ 23,300,000
Capped call exercise price | $ / shares			63.821
0.375% Convertible Senior Notes Due 2023 | Common Stock
Debt Instrument [Line Items]
Debt instrument, Initial conversion price per share | $ / shares			$ 44.51
Debt Conversion, shares issued | shares			1.5
0.375% Convertible Senior Notes Due 2023 | Conversion Notes Holders Conversion Rights, Circumstances 1
Debt Instrument [Line Items]
Debt instrument, convertible, threshold trading/business days | d			20
Debt instrument, convertible, threshold consecutive trading days | d			30
Debt instrument, convertible, threshold percentage of sales price of common stock			130.00%
0.375% Convertible Senior Notes Due 2023 | Scenario Forecast
Debt Instrument [Line Items]
Debt conversion, Principal amount		$ 28,900,000

Convertible Senior Notes - Sche

Convertible Senior Notes - Schedule of Components of Convertible Senior Notes (Details) - USD ($) $ in Thousands		Apr. 30, 2020	Jan. 31, 2020	Jan. 31, 2018
Liability:
Net carrying amount		$ 571,897	$ 562,612
0.125% Convertible Senior Notes Due 2025
Liability:
Principal		805,000	805,000
Unamortized debt discount and issuance costs	[1]	(233,103)	(242,388)
Net carrying amount		571,897	562,612
Carrying amount of the equity component	[2]	246,967	246,967
0.375% Convertible Senior Notes Due 2023
Liability:
Principal		137,953	230,000	$ 230,000
Unamortized debt discount and issuance costs	[1]	(23,788)	(42,885)
Net carrying amount		114,165	187,115
Carrying amount of the equity component	[2]	$ 41,441	$ 60,470
[1]	Included in the condensed consolidated balance sheets within Convertible senior notes, net and amortized over the remaining lives of the Notes. The 2025 Notes are classified as long-term liabilities and the 2023 Notes are classified as current liabilities.
[2]	Included in the condensed consolidated balance sheets within additional paid-in capital and temporary equity.

Commitments and Contingencies -

Commitments and Contingencies - Additional Information (Details) - USD ($)	3 Months Ended
	Apr. 30, 2020	Apr. 30, 2019
Commitments And Contingencies Disclosure [Abstract]
Non-cancelable operating leases expiration dates	through July 2027
Long term leases costs	$ 2,600,000	$ 1,800,000
Short term leases costs	300,000	400,000
Cash paid for operating lease liabilities	2,700,000	1,700,000
Operating lease,right-of-use assets obtained in exchange of lease obligations	$ 125,000	$ 1,100,000
Operating lease, weighted-average remaining lease term	4 years
Operating lease, weighted-average discount rate	6.36%

Commitments and Contingencies_2

Commitments and Contingencies - Schedule of Remaining Maturities of Operating Lease Liabilities and Future Purchase Obligations (Details) $ in Thousands	Apr. 30, 2020USD ($)
Operating Lease Obligations
2021 (remaining nine months)	$ 7,453
2022	9,108
2023	8,165
2024	7,262
2025	2,661
Thereafter	917
Total payments	35,566
Less imputed interest	(4,046)
Total	31,520
Future Purchase Obligations of Hosting Services
2021 (remaining nine months)	7,294
2022	14,121
2023	15,000
2024	2,500
Total payments	$ 38,915

Income Taxes - Additional Infor

Income Taxes - Additional Information (Details) - USD ($)	3 Months Ended
	Apr. 30, 2020	Apr. 30, 2019
Income Tax Disclosure [Abstract]
Income tax provision	$ 229,000	$ 410,000
Effective tax rate	(1.57%)	(2.04%)
U.S. federal statutory tax rate	21.00%
Income tax examination, description	As a result of net operating loss carryforwards, the Company is subject to audits for tax years 2006 and onward for federal purposes and 2009 and onward for California purposes.

Net Loss per Share - Computatio

Net Loss per Share - Computation of Basic and Diluted Net Loss per Share Attributable to Common Stockholders (Details) - USD ($) $ / shares in Units, shares in Thousands, $ in Thousands	3 Months Ended
	Apr. 30, 2020	Apr. 30, 2019
Numerator:
Net loss attributable to common stockholders	$ (14,816)	$ (20,468)
Denominator:
Weighted-average common shares outstanding	65,468	60,785
Net loss per share attributable to common stockholders, basic and diluted	$ (0.23)	$ (0.34)

Net Loss per Share - Potentiall

Net Loss per Share - Potentially Dilutive Securities Not Included in Diluted per Share Calculations (Details) - shares	3 Months Ended
	Apr. 30, 2020	Apr. 30, 2019
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Anti-dilutive securities excluded from computation of earnings per share	7,698,379	10,287,688
Options to purchase common stock
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Anti-dilutive securities excluded from computation of earnings per share	3,824,566	6,097,917
RSUs
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Anti-dilutive securities excluded from computation of earnings per share	3,399,474	3,582,499
Unvested common shares subject to repurchase
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Anti-dilutive securities excluded from computation of earnings per share	66,450	161,651
Shares committed under the ESPP
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Anti-dilutive securities excluded from computation of earnings per share	30,751	30,913
Contingent stock consideration for DCR acquisition
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Anti-dilutive securities excluded from computation of earnings per share	377,138	377,138
Holdback shares for Aquiire acquisition
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Anti-dilutive securities excluded from computation of earnings per share		37,570

Net Loss per Share - Additional

Net Loss per Share - Additional Information (Details) - $ / shares shares in Millions	3 Months Ended
	Apr. 30, 2020	Jun. 30, 2019	Jan. 31, 2018
2025 Notes
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Additionally shares underlying conversion option	5
Convertible, conversion price per share		$ 159.60
2025 Notes | Maximum
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Number of shares subject to adjustment	6.8
2023 Notes
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Additionally shares underlying conversion option	3.1
Convertible, conversion price per share			$ 44.5068
2023 Notes | Maximum
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Number of shares subject to adjustment	4.1
Common Stock | 2025 Notes
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Convertible, conversion price per share	$ 159.60
Common Stock | 2023 Notes
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Additionally shares underlying conversion option	1.5
Convertible, conversion price per share	$ 44.51

Business Segment Information -

Business Segment Information - Additional Information (Details)	3 Months Ended
	Apr. 30, 2020Segment
Segment Reporting [Abstract]
Number of reporting segment	1

Significant Customers and Geo_3

Significant Customers and Geographic Information - Additional Information (Details) - Customer	Apr. 30, 2020	Jan. 31, 2020
Accounts Receivable | Customer
Concentration Risk [Line Items]
Number of customers comprising 10% or more of total accounts receivable	0	0
Revenue | Customer
Concentration Risk [Line Items]
Number of customers comprising more than 10% of revenues	0	0
Revenue | Geographic Concentration Risk | Foreign Countries
Concentration Risk [Line Items]
Number of customers comprising more than 10% of revenues	0	0

Significant Customers and Geo_4

Significant Customers and Geographic Information - Revenues by Geographic Area (Details) - USD ($) $ in Thousands	3 Months Ended
	Apr. 30, 2020	Apr. 30, 2019
Entity Wide Information Revenue From External Customer [Line Items]
Total revenues	$ 119,214	$ 81,344
United States
Entity Wide Information Revenue From External Customer [Line Items]
Total revenues	78,716	50,780
Foreign Countries
Entity Wide Information Revenue From External Customer [Line Items]
Total revenues	$ 40,498	$ 30,564

Related Parties - Additional In

Related Parties - Additional Information (Details) - Morgan Stanley - Capped Call Options - USD ($) $ in Millions	1 Months Ended		3 Months Ended
	Jun. 30, 2019	Jan. 31, 2018	Apr. 30, 2020
Related Party Transaction [Line Items]
Fees paid	$ 29.7	$ 7
2025 Notes
Related Party Transaction [Line Items]
Fees earned			$ 8
2023 Notes
Related Party Transaction [Line Items]
Fees earned			$ 2.8
Minimum
Related Party Transaction [Line Items]
Common stock, voting percentage			10.00%