Stockholders’ Equity | Stockholders’ Equity Common Stock As of December 31, 2022, there were 16,840,261 shares of common stock outstanding. Each share of common stock is entitled to one vote. The holders of the common stock are also entitled to receive dividends whenever funds are legally available and when declared by our Board of Directors. 2019 Equity Incentive Plan On June 15, 2019 the Company’s board of directors approved, and on August 1, 2019 the Company's stockholders approved, the Company’s 2019 Equity Incentive Plan (the “2019 Plan”). The 2019 Plan is the successor to and continuation of the Company’s 2012 Equity Incentive Plan. The number of shares authorized for issuance under the 2019 Plan may be increased by (a) the shares subject to outstanding stock awards granted under the Company’s 2009 Equity Incentive Plan (the “2009 Plan”) and the Company’s 2012 Equity Incentive Plan (together with the 2009 Plan, the “Prior Plans”) that on or after the effective date of the 2019 Plan (i) expire or terminate for any reason prior to exercise or settlement; (ii) are forfeited because of the failure to meet a contingency or condition required to vest such shares or otherwise return to the Company, or (iii) are reacquired, withheld (or not issued) to satisfy a tax withholding obligation in connection with an award or to satisfy the purchase price or exercise price of a stock award. No further grants will be made under the Prior Plans. In addition, on January 22, 2020, an additional 416,686 shares of common stock became available for issuance under the 2019 Plan pursuant to the second closing under our May 2019 securities purchase agreement. Further, on January 1 st of each year, for a period of not more than ten years, beginning on January 1, 2021 and continuing through January 1, 2029, the number of shares authorized for issuance under the 2019 Plan will increase by 5.0% of the total number of shares of our capital stock outstanding on December 31 of the preceding calendar year, or a lesser number of shares as may be determined by our Board of Directors. As of December 31, 2022, 394,261 shares of common stock were available for new equity award grants under the 2019 Plan and 1,442,135 shares of common stock were reserved for issuance pursuant to equity awards outstanding under the 2019 Plan as of December 31, 2022. 2021 Inducement Plan On November 23, 2021, our Board of Directors adopted the 2021 Inducement Plan (the “Inducement Plan”), which became effective immediately. Stockholder approval of the Inducement Plan was not required pursuant to Rule 5635I(4) of the Nasdaq Listing Rules. The Inducement Plan initially reserved 200,000 shares of common stock and provides for the grant of non-qualified stock options that was used exclusively for grants to individuals that were not previously employees or directors of the Company, as an inducement material to the individual’s entry into employment with the Company. The authorized number of shares available for grant under the Inducement Plan was subsequently increased in October 2022 to 540,000 shares in the aggregate. Under the Inducement Plan, options are granted with varying vesting terms, but typically vested over four years, with 25% of the total grant vesting on the first anniversary of the effective date of the option grant and the remaining grant vesting monthly thereafter over the following 36 months. As of December 31, 2022, 500,000 shares of common stock were reserved for future issuance under the Inducement Plan and 40,000 shares of common stock were reserved for future issuance pursuant to equity awards outstanding under the Inducement Plan. 2022 Employee Stock Purchase Plan In June 2022, our stockholders approved and we adopted the 2022 Employee Stock Purchase Plan (the “2022 Purchase Plan”), which enables participants to contribute up to 15% of such participant’s eligible compensation during defined rolling six-month periods to purchase our common stock. The purchase price of common stock under the 2022 Purchase Plan will be the lesser of: (i) 85% of the fair market value of our common stock at the inception of the enrollment period or (ii) 85% of the fair market value of our common stock at the applicable purchase date. The 2022 Purchase Plan supersedes the 2012 Employee Stock Purchase Plan, and no further offerings will be made under the 2012 Employee Stock Purchase Plan. As of December 31, 2022, a maximum of 129,107 shares of our common stock were reserved for future issuance and have been authorized for purchase under the 2022 Purchase Plan. 2021 Private Placement of Common Stock and Non-Voting Preferred Stock On November 24, 2021, we entered into a Securities Purchase Agreement (the “November 2021 SPA”) with certain institutional and other accredited investors, including one of the Company's directors (the “2021 Purchasers”), pursuant to which we agreed to sell and issue shares of our common stock and shares of newly designated non-voting convertible preferred stock (the “2021 PIPE”). At the closing under the November 2021 SPA that occurred on November 30, 2021 (the “2021 Closing”), we sold and issued to the 2021 Purchasers (i) 5,892,335 shares of common stock at a purchase price of $3.60 per share, and (ii) 3,725,720 shares of non-voting Class A-4 convertible preferred stock, in lieu of shares of common stock, at a price of $3.60 per share. Total gross proceeds from the 2021 Closing were approximately $34.6 million. Each share of non-voting Class A-4 convertible preferred stock is convertible into one share of common stock, subject to certain beneficial ownership conversion limitations. An aggregate of 222,222 shares of common stock were purchased for $0.8 million by a director of the Company at the 2021 Closing. We evaluated the non-voting Class A-4 convertible preferred stock sold in the 2021 PIPE under ASC 480, Distinguishing Liabilities from Equity, and ASC 815, Derivatives and Hedging, and determined permanent equity treatment was appropriate for these freestanding financial instruments and there were no embedded features that required bifurcation. Additional Outstanding Non-Voting Preferred Stock and Warrants In May 2019, we sold and issued (i) 973,045 shares of common stock (ii) 415,898 shares of non-voting Class A-1 convertible preferred stock and (iii) accompanying warrants to purchase an aggregate of 1,388,943 shares of common stock. Each share of non-voting Class A-1 convertible preferred stock is convertible into one share of common stock, subject to certain beneficial ownership conversion limitations. The warrants are exercisable for a period of five years following the date of issuance and have an exercise price of $10.80 per share, subject to proportional adjustments in the event of stock splits or combinations or similar events. The warrants are exercisable on a net exercise "cashless" basis. In December 2019, we sold and issued 3,288,390 shares of non-voting Class A-2 convertible preferred stock and accompanying warrants to purchase an aggregate of 3,288,390 shares of common stock. Each share of non-voting Class A-2 convertible preferred stock is convertible into one share of common stock, subject to certain beneficial ownership conversion limitations. The warrants will be exercisable for a period of five years following the date of issuance and have an exercise price of $6.66 per share, subject to proportional adjustments in the event of stock splits or combinations or similar events. The warrants are exercisable on a net exercise “cashless” basis. In December 2020, we sold and issued (i) 2,434,152 shares of common stock (ii) 272,970 shares of non-voting Class A-3 convertible preferred stock and (iii) accompanying warrants to purchase an aggregate of 2,030,341 shares of common stock. Each share of non-voting Class A-3 convertible preferred stock is convertible into one share of common stock, subject to certain beneficial ownership conversion limitations. The warrants are exercisable for a period of five years following the date of issuance and have an exercise price of $7.46 per share, subject to proportional adjustments in the event of stock splits or combinations or similar events. The warrants are exercisable on a net exercise "cashless" basis. The following table summarizes preferred stock conversions and warrant exercises (and the related impact on common stock) for the years ended December 31, 2022 and 2021 (in thousands): Class A-1 Convertible Preferred Stock Class A-2 Convertible Preferred Stock Class A-3 Convertible Preferred Stock Class A-4 Convertible Preferred Stock May 2019 Warrants December 2019 Warrants December 2020 Warrants Common Stock Balance at December 31, 2020 257 1,416 259 — 1,389 3,185 2,030 2021 Closing — — — 3,726 — — — 5,892 Conversions/Exercises — (85) — — (111) (125) (181) 352 Balance at December 31, 2021 257 1,331 259 3,726 1,278 3,060 1,849 Conversions/Exercises — — — — — — — — Balance at December 31, 2022 257 1,331 259 3,726 1,278 3,060 1,849 ATM Offering On December 12, 2018, we entered into a Common Stock Sales Agreement (the “Stock Sales Agreement”) with H.C. Wainwright & Co., LLC (“HCW”), pursuant to which we may sell and issue shares of our common stock from time to time through HCW, as our sales agent (the “ATM Offering”). We have no obligation to sell any shares of common stock in the ATM Offering, and may at any time suspend offers under the Stock Sales Agreement or terminate the Stock Sales Agreement. Subject to the terms and conditions of the Stock Sales Agreement, HCW will use its commercially reasonable efforts to sell shares of our common stock from time to time based upon our instructions (including any price, time or size limits or other parameters or conditions that we may impose, subject to certain restrictions). We pay HCW a commission of 3.0% of the gross sales price of any shares sold under the Stock Sales Agreement. On August 10, 2021, we increased the amount of common stock available for sale in the ATM Offering under the Stock Sales Agreement to $50.0 million. A total of 2,205,100 shares were sold and settled for proceeds of $4.5 million (net of $0.1 million in offering costs) under the ATM Offering during the year ended December 31, 2022. A total of 1,601,734 shares were sold and settled for proceeds of $20.5 million (net of $0.8 million in offering costs) under the ATM Offering during the year ended December 31, 2021. At December 31, 2022, approximately $45.4 million remained eligible to be sold in the ATM Offering, subject to compliance with the rules applicable to sales on Form S-3. Shares Reserved for Future Issuance The following shares of commo n stock were reserved for future is suance as of December 31, 2022 (in thousands): Class A-1 convertible preferred stock outstanding (as-converted) 257 Class A-2 convertible preferred stock outstanding (as-converted) 1,331 Class A-3 convertible preferred stock outstanding (as-converted) 259 Class A-4 convertible preferred stock outstanding (as-converted) 3,726 Warrants to purchase Common Stock 6,186 Common stock options outstanding 1,372 RSUs outstanding 70 Common stock available for future grant under the 2019 Equity Incentive Plan 394 Common stock available for future grant under the 2021 Inducement Plan 160 2022 Employee Stock Purchase Plan 129 Total common shares reserved for future issuance 13,884 The following table summarizes our stock option and RSU (together "Stock Awards") activity under all equity incentive plans for the year ended December 31, 2022 (shares and aggregate intrinsic value in thousands): Number of Weighted Weighted average remaining contractual term Aggregate intrinsic value Stock Awards outstanding at December 31, 2021 866 $ 11.72 Granted 570 $ 2.59 Exercised (options) or Vested (RSUs) — $ — Canceled/forfeited/expired (64) $ 20.42 Stock Awards outstanding at December 31, 2022 1,372 $ 7.53 7.1 $ — Vested and exercisable at December 31, 2022 742 $ 8.69 6.3 $ — The weighted average grant date fair value per share of employee stock options granted during the years ended December 31, 2022 and 2021 was $2.00 and $10.26, respectively. There were no stock option exercises in 2022. The total intrinsic value of stock options exercised was less than $0.1 million for the year ended December 31, 2021. Cash received from the exercise of stock options was less than $0.1 million for the year ended December 31, 2021. The total compensation cost related to stock options not yet recognized was $0.9 million as of December 31, 2022. The weighted-average period over which this expense is expected to be recognized is approximately 1.3 years. The following table summarizes our RSU activity under all equity incentive plans for the year ended December 31, 2022 (shares and aggregate intrinsic value in thousands): Number of Weighted Weighted average remaining contractual term Aggregate intrinsic value RSUs outstanding at December 31, 2021 40 $ 9.50 Granted 85 $ 2.57 Vested (36) $ 9.50 Canceled/forfeited/expired (19) $ 3.97 RSUs outstanding at December 31, 2022 70 $ 2.57 0.8 $ 96 The total compensation cost related to non-vested RSUs not yet recognized was $0.2 million as of December 31, 2022. The weighted-average period over which this expense is expected to be recognized is approximately 1.3 years. Stock-Based Compensation The following table su mmarizes the weighted average assumptions used to estimate the fair value of stock options and performance stock awards granted to employees under our 2019 Equity Incentive Plan, 2021 Inducement Plan and the shares purchasable under our Employee Stock Purchase Plans during the periods presented: Year ended December 31, 2022 2021 Stock options Risk-free interest rate 2.0 % 1.0 % Volatility 96.1 % 95.8 % Dividend yield — — Expected term (years) 6.1 6.1 Performance stock options Risk-free interest rate — 1.0 % Volatility — 95.7 % Dividend yield — — Expected term (years) 0 6.1 Employee stock purchase plan shares Risk-free interest rate 1.6 % 0.1 % Volatility 104.7 % 101.2 % Dividend yield — — Expected term (years) 0.5 0.5 Risk-free interest rate - The risk-free interest rate assumption was based on observed interest rates appropriate for the expected term of the stock option grants. Expected dividend yield - The expected dividend yield assumption was based on the fact that we have never paid cash dividends and have no present intention to pay cash dividends. Expected volatility - The expected volatility assumption was based on the historical volatility of the trading price of our common stock. Expected term - The expected term represents the period of time that options are expected to be outstanding. Because we do not have sufficient historical exercise behavior data, we determine the expected life using the simplified method, which was an average of the contractual term of the option and its ordinary vesting period. Forfeitures - We account for forfeitures as they occur. The following table summarizes the allocation of our stock-based compensation expense for all stock awards during the periods presented (in thousands): Year ended December 31, 2022 2021 Research and development $ 594 $ 821 General and administrative 1,583 2,102 Total $ 2,177 $ 2,923 |