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Stockholders' Equity
9 Months Ended
Sep. 30, 2020
Stockholders' Equity  
Stockholders' Equity

7. Stockholders’ Equity

At-The-Market Sales Facility

On September 28, 2017, the Company entered into an at-the-market sales agreement (the 2017 Sales Agreement) with Cowen and Company, LLC (Cowen) to sell up to $100.0 million of the Company’s common stock registered under a shelf registration statement filed with the U.S. Securities and Exchange Commission in September 2017. During the nine months ended September 30, 2020, the Company issued and sold 4,136,742 shares of common stock under the 2017 Sales Agreement at a weighted average price per share of $3.52, for aggregate net proceeds of $14.1 million, after deducting commissions and offering expenses. There were no shares sold under the 2017 Sales Agreement during the years ended December 31, 2018 or 2019. The shelf registration statement under which the shares that could be sold under the 2017 Sales Agreement were registered expired on October 6, 2020.

On October 7, 2020, the Company filed a prospectus supplement to a shelf registration statement that it filed in May 2019 and entered into a new at-the-market sales agreement (the 2020 Sales Agreement) with Cowen. Under the 2020 Sales Agreement, the Company may sell up to $100.0 million of the Company’s common stock registered under the shelf registration statement that was filed in May 2019.  The 2020 Sales Agreement replaces the 2017 Sales Agreement between the Company and Cowen, and the $100.0 million that may be sold under the 2020 Sales Agreement excludes any amounts that were sold under the 2017 Sales Agreement. As of the date of this report, there have been no shares of Common Stock sold under the 2020 Sales Agreement.

2003 Stock Incentive Plan

The 2003 Stock Incentive Plan (the 2003 Plan) provided for the grant of incentives and nonqualified stock options and restricted stock awards. The exercise price for incentive stock options must be at least equal to the fair value of the common stock on the grant date. Unless otherwise stated in a stock option agreement, 25% of the shares subject to an

option grant will vest upon the first anniversary of the vesting start date and thereafter at the rate of one forty-eighth of the option shares per month as of the first day of each month after the first anniversary. Upon termination of employment by reasons other than death, cause, or disability, any vested options shall terminate 60 days after the termination date. Stock options terminate 10 years from the date of grant. The 2003 Plan expired on May 21, 2013.

A summary of the Company’s stock option activity under the 2003 Plan for the nine months ended September 30, 2020 is as follows:

 

WEIGHTED-

AGGREGATE

 

WEIGHTED-

AVERAGE

INTRINSIC

 

AVERAGE

REMAINING

VALUE

 

OUTSTANDING

EXERCISE

CONTRACTUAL

(IN

OPTIONS

    

PRICE

    

TERM (YEARS) 

    

THOUSANDS)

Outstanding as of December 31, 2019

382,337

$

1.33

 

1.3

Options exercised

(121,056)

 

1.12

Options forfeited

 

Outstanding, Vested and Exercisable as of September 30, 2020

261,281

 

1.43

 

0.7

$

428

As of September 30, 2020, outstanding options under the 2003 Plan were fully expensed and all shares underlying outstanding options were fully vested. Total intrinsic value of the options exercised during the nine months ended September 30, 2020 and 2019 was $468,458 and $266,450, respectively, and total cash received for options exercised was $135,583 and $199,090 during the nine months ended September 30, 2020 and 2019, respectively.

2013 Equity Incentive Plan

The Company’s board of directors adopted, and its stockholders approved, its 2013 Equity Incentive Plan (the 2013 Plan) effective on January 9, 2014. The 2013 Plan provides for the grant of incentive stock options within the meaning of Section 422 of the Internal Revenue Code to the Company’s employees and its parent and subsidiary corporations’ employees, and for the grant of nonstatutory stock options, restricted stock awards, restricted stock unit awards, stock appreciation rights, performance stock awards and other forms of stock compensation to its employees, including officers, consultants and directors. The 2013 Plan also provides for the grant of performance cash awards to the Company’s employees, consultants and directors. Unless otherwise stated in a stock option agreement, 25% of the shares subject to an option grant will typically vest upon the first anniversary of the vesting start date, with the balance of the shares vesting in a series of thirty-six successive equal monthly installments as of the first day of each month measured from the first anniversary of the vesting start date. Upon termination of employment by reasons other than death, cause, or disability, any vested options will terminate 90 days after the termination date, unless otherwise set forth in a stock option agreement. Stock options generally terminate 10 years from the date of grant.

Authorized Shares

The maximum number of shares of common stock that initially could be issued under the 2013 Plan was 1,000,000 shares, plus any shares subject to stock options or similar awards granted under the 2003 Plan that expire or terminate without having been exercised in full or are forfeited or repurchased by the Company. The number of shares of common stock reserved for issuance under the 2013 Plan automatically increases on January 1 of each year until January 1, 2023, by 3% of the total number of shares of common stock outstanding on December 31 of the preceding calendar year, or a lesser number of shares as may be determined by the Company’s board of directors. The maximum number of shares that may be issued pursuant to exercise of incentive stock options under the 2013 Plan is 20,000,000 shares. As of January 1, 2020, the number of shares of common stock that may be issued under the 2013 Plan was automatically increased by 1,304,007 shares, representing 3% of the total number of shares of common stock outstanding on December 31, 2019, increasing the number of shares of common stock available for issuance under the 2013 Plan to 6,466,823 shares.

Shares issued under the 2013 Plan may be authorized but unissued or reacquired shares of common stock. Shares subject to stock awards granted under the 2013 Plan that expire or terminate without being exercised in full, or that are paid out in cash rather than in shares, will not reduce the number of shares available for issuance under the 2013 Plan.

Additionally, shares issued pursuant to stock awards under the 2013 Plan that the Company repurchases or that are forfeited, as well as shares reacquired by the Company as consideration for the exercise or purchase price of a stock award or to satisfy tax withholding obligations related to a stock award, will become available for future grant under the 2013 Plan.

A summary of the Company’s stock option activity under the 2013 Plan for the nine months ended September 30, 2020 is as follows:

WEIGHTED-

AGGREGATE

 

WEIGHTED-

AVERAGE

INTRINSIC

 

AVERAGE

REMAINING

VALUE

 

OUTSTANDING

EXERCISE

CONTRACTUAL

(IN

 

OPTIONS

    

PRICE

    

TERM (YEARS) 

    

THOUSANDS)

Outstanding as of December 31, 2019

4,399,606

$

10.43

6.8

Options granted

1,473,100

4.49

Options exercised

Options forfeited

(68,089)

9.62

Outstanding as of September 30, 2020

5,804,617

8.93

6.9

$

10

Vested or expected to vest as of September 30, 2020

5,804,617

8.93

6.9

$

10

Exercisable as of September 30, 2020

3,456,330

9.79

5.5

$

As of September 30, 2020, there was $11,141,460 of total unrecognized compensation expense related to unvested options under the 2013 Plan that will be recognized over a weighted-average period of approximately 2.4 years. There were no options exercised under the 2013 Plan during the nine months ended September 30, 2020. Total intrinsic value of the options exercised during the nine months ended September 30, 2019 was $97,429 and total cash received for options exercised was $94,001 during the nine months ended September 30, 2019. The total fair value of shares underlying options which vested in the nine months ended September 30, 2020 and 2019 was $6,169,748 and $5,296,451, respectively.

A restricted stock unit (RSU) is a stock award that entitles the holder to receive shares of the Company’s common stock as the award vests. The fair value of each RSU is based on the closing price of the Company’s common stock on the date of grant. As of September 30, 2020, there was $679,940 of total unrecognized compensation expense associated with outstanding RSU grants that will be recognized over a weighted-average period of approximately 1.0 year.

The following is a summary of RSU activity under the 2013 Plan for the nine months ended September 30, 2020:

 

 

 

Weighted-Average

 

Number of Shares

Grant Date

 

Underlying RSUs

    

Fair Value

 

Unvested at December 31, 2019

324,550

$

4.53

Granted

 

Forfeited

(12,382)

 

4.53

Vested

(104,100)

 

4.53

Unvested at September 30, 2020

208,068

 

4.53

Inducement Plan

In January 2020, the Company’s board of directors adopted the GlycoMimetics, Inc. Inducement Plan (the Inducement Plan). The Inducement Plan provides for the grant of nonstatutory stock options, restricted stock awards, restricted stock unit awards, stock appreciation rights and other forms of stock awards to individuals not previously an employee or director of the Company as an inducement for such individuals to join the Company. Unless otherwise stated in an applicable stock option agreement, one-fourth of the shares subject to an option grant under the Inducement Plan will typically vest upon the first anniversary of the vesting start date, with the balance of the shares vesting in a series of thirty-six successive equal monthly installments as of the first day of each month measured from the first anniversary of the vesting start date, subject to the new employee’s continued service with the Company through the applicable vesting dates. Upon termination of employment by reasons other than death, cause or disability, any vested options will terminate 90 days after the termination date, unless otherwise set forth in a stock option agreement. Stock options generally terminate 10 years from the date of grant. There were 500,000 shares of common stock reserved under the Inducement Plan at its adoption date.

A summary of the Company’s stock option activity under the Inducement Plan for the nine months ended September 30, 2020 is as follows:

WEIGHTED-

AGGREGATE

 

WEIGHTED-

AVERAGE

INTRINSIC

 

AVERAGE

REMAINING

VALUE

 

OUTSTANDING

EXERCISE

CONTRACTUAL

(IN

 

OPTIONS

    

PRICE

    

TERM (YEARS) 

    

THOUSANDS)

Outstanding as of December 31, 2019

$

Options granted

100,600

3.09

Options exercised

Options forfeited

Outstanding as of September 30, 2020

100,600

3.09

9.7

$

41

Vested or expected to vest as of September 30, 2020

100,600

3.09

9.7

$

41

Exercisable as of September 30, 2020

$

As of September 30, 2020, there was $208,647 of total unrecognized compensation expense related to unvested options under the Inducement Plan that will be recognized over a weighted-average period of approximately 3.8 years. There were no options vested or exercised under the Inducement Plan during the nine months ended September 30, 2020.

The weighted-average fair value of the options granted during the nine months ended September 30, 2020 and 2019 was $3.17 per share and $7.17 per share, respectively, applying the Black-Scholes-Merton option pricing model utilizing the following weighted-average assumptions:

Nine Months Ended September 30, 

    

2020

2019

Expected term

 

6.25 years

6.25 years

Expected volatility

 

84.40%

71.15%

Risk-free interest rate

 

1.41%

2.54%

Expected dividend yield

 

0%

0%

Stock-based compensation expense was classified on the statements of operations as follows for the three and nine months ended September 30, 2020 and 2019:

Three Months Ended September 30, 

Nine Months Ended September 30, 

    

2020

2019

   

2020

2019

    

Research and development expense

$

763,081

$

610,506

$

2,246,118

$

1,697,171

General and administrative expense

 

927,270

 

976,641

 

3,028,055

 

2,791,814

Total stock-based compensation expense

$

1,690,351

$

1,587,147

$

5,274,173

$

4,488,985