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Stockholders' Equity
12 Months Ended
Dec. 31, 2022
Stockholders' Equity  
Stockholders' Equity

8.   Stockholders’ Equity

Preferred Stock

Under the Company’s amended and restated certificate of incorporation, the Company has 5,000,000 shares of preferred stock authorized for issuance, with a $0.001 par value per share. Preferred stock may be issued from time to time in one or more series, each series to have such terms as stated or expressed in the resolutions providing for the issue of such series adopted by the board of directors of the Company. Preferred stock which may be redeemed, purchased or acquired by the Company may be reissued except as otherwise provided by law. As of December 31, 2022, the Company had 31,455 shares of Series X Preferred Stock outstanding. Each share of Series X Preferred Stock is convertible into 166.67 shares of common stock and therefore the number of shares of underlying common stock issuable upon conversion of the Series X Preferred Stock is 5,242,501. Refer to Note 1 – “Organization and Operations” regarding the Company’s issuance of Series X Preferred Stock in January 2021 and February 2021.

Outstanding Warrants

The following table presents information about warrants that are issued and outstanding at December 31, 2022:

Year Issued

    

Equity Instrument

    

Warrants Outstanding

    

Exercise Price

    

Date of Expiration

2018

 

Common Stock

 

699,962

$

72.00

 

6/21/2023

2019

 

Common Stock

 

331,858

$

37.50

 

2/7/2024

2021

 

Common Stock

 

498,356

$

2.10

 

12/14/2030

Total

 

  

 

1,530,176

 

  

 

  

Weighted average exercise price

 

  

 

  

$

41.75

 

  

Weighted average life in years

 

  

 

  

 

  

 

3.05

Common Stock

As of December 31, 2022, the Company had 150,000,000 shares of common stock authorized for issuance, $0.001 par value per share, with 27,501,340 shares issued and outstanding. The voting, dividend and liquidation rights of holders of common stock are subject to and qualified by the rights, powers and preferences of the holders of any outstanding preferred stock.

Reserved for Future Issuance

The Company has reserved for future issuance the following shares of common stock:

December 31, 

December 31, 

    

2022

    

2021

Series X Preferred Stock

 

5,242,501

 

5,242,501

Warrants for the purchase of common stock

 

1,530,176

 

1,530,380

Options outstanding to purchase common stock

 

2,253,431

 

1,346,733

Reserve under the 2015 Stock Incentive Plan and the 2022 Inducement Stock Incentive Plan

1,013,520

1,633,736

Shares reserved for the employee stock purchase plan

36,982

30,904

Total

 

10,076,610

 

9,784,254

As of December 31, 2022, the Company also had 31,455 shares of Series X Preferred Stock outstanding. Each share of Series X Preferred Stock outstanding is convertible into 166.67 shares of the Company’s common stock, subject to certain beneficial ownership limitations at the holder’s option. See Note 1 – “Organization and Operations” for additional detail.