Warrant Issued by Registrant



 Exhibit 4.5 
 VENCORE SOLUTIONS LLC 
 Financial Services and Emerging Growth Companies Coming Together 
 VENCORE SOLUTIONS LLC, a Delaware Limited Liability Company 
 4500 SW Kruse Way, Suite 350 — Lake Oswego, OR 97035 
 (503) 699-4997
— Fax: (503) 675-3136 
 THE SECURITIES REPRESENTED BY THIS CERTIFICATE
HAVE NOT BEEN REGISTERED UNDER THE SECURITIES ACT OF 1933, AS AMENDED, AND HAVE BEEN ACQUIRED FOR INVESTMENT AND NOT WITH A VIEW TO, OR IN CONNECTION WITH, THE SALE OR DISTRIBUTION THEREOF. NO SUCH SALE OR DISPOSITION MAY BE EFFECTED WITHOUT AN
EFFECTIVE REGISTRATION STATEMENT RELATED THERETO OR AN OPINION OF COUNSEL FOR THE COMPANY THAT SUCH REGISTRATION IS NOT REQUIRED UNDER THE SECURITIES ACT OF 1933, AS AMENDED. 
  
  
  

					
	 Date of Issuance: X    6-14-07            
	  	 Number of Shares:
	  	     40,909

		  		  	 (Subject to Adjustment)


 TRIUS THERAPEUTICS, INC. 
 SERIES A-2 PREFERRED STOCK PURCHASE WARRANT 
 Trius Therapeutics, Inc. (the “Company”), for value received, hereby certifies that
VENCORE SOLUTIONS LLC, a Delaware Limited Liability Company, its successors and or its registered assigns (the “Registered Holder”), is entitled, subject to the terms set forth
below, to purchase from the Company up to Forty Thousand Nine Hundred Nine (40,909) shares of Series A-2 Preferred Stock of the Company (“Preferred Stock”), at a purchase price of Zero Dollars and  55/100 ($0.55) per share, subject to adjustment as hereinafter
provided, at any time after the date hereof and on or before ten (10) years from the date of issuance hereof. The number of shares purchasable upon exercise of this Warrant, and the purchase price per share, each as adjusted from time to time
pursuant to the provisions of this Warrant, are hereinafter referred to as the “Warrant Stock” and the “Purchase Price,” respectively. The Company represents and warrants to the Registered Holder that the initial purchase price
referenced on the first page of this Warrant is not greater than the price per share at which the Preferred Stock was last issued in an arms-length transaction in which at least Five Hundred Thousand Dollars ($500,000) of the Preferred Stock was
sold. 
 1. Exercise. 
 a) This Warrant may be exercised by the Registered Holder, in whole or in part, by surrendering this Warrant, with the
purchase form appended hereto as Exhibit A duly executed by such Registered Holder or by such Registered Holder’s duly authorized attorney, at the principal office of the Company, or at such other office or agency as the Company may designate,
accompanied by payment of the Purchase Price payable in respect of the number of shares of Warrant Stock purchased upon such exercise. 
 b) Each exercise of this Warrant shall be deemed to have been effected immediately prior to the close of business on the day on which this Warrant shall have been surrendered to the Company as provided in
Section 1(a) above. At such time, the person or persons in whose name or names any certificates for Warrant Stock shall be issuable upon such exercise as provided in Section 1(d) below shall be deemed to have become the holder or holders
of record of the Warrant Stock represented by such certificates. 
 c) Net Issue Exercise. 
 (i) In lieu of exercising this Warrant in the manner provided above in Section 1(a), the Registered Holder may elect
to receive shares equal to the value of this Warrant (or the portion thereof being canceled) by surrender of this Warrant at the principal office of the Company together with notice of such election in which event the Company shall issue to holder a
number of shares of Preferred Stock computed using the following formula: 
  

							
		 	 X =
	  	     Y(A-B)    
	  	
		 	  	         A
	  	

  


			
	 Preferred Stock Purchase Warrant
	 	Page 1 of 7
		
	 Confidential
	 	X     JPS     (initials)










							
	 Where
	 	 X
	 	 =
	  	 The number of shares of Preferred Stock to be issued to the Registered Holder.

		 	 Y
	 	 =
	  	 The number of shares of Preferred Stock purchasable under this Warrant (at the date of such calculation).

		 	 A
	 	 =
	  	 The fair market value of one share of Preferred Stock (at the date of such calculation).

		 	 B
	 	 =
	  	 The Purchase Price (as adjusted to the date of such calculation).


 (ii) For purposes of this Section 1(c), the fair market value
of Preferred Stock shall be the price per share, which the Company could obtain from a willing buyer for the shares sold by the Company from authorized but unissued shares, as such price shall be determined in good faith by the Company’s Board
of Directors. 
 d) As soon as practicable after the exercise of this Warrant in full or in part, and in any
event within ten (10) days thereafter, the Company at its expense will cause to be issued in the name of, and delivered to, the Registered Holder, or as such Holder (upon payment by such Holder of any applicable transfer taxes) may direct:

 (i) a certificate or certificates for the number of shares of Warrant Stock to which such Registered Holder
shall be entitled; and 
 (ii) in case such exercise is in part only, a new warrant or warrants (dated the date
hereof) of like tenor, calling in the aggregate on the face or faces thereof for the number of shares of Warrant Stock equal (without giving effect to any adjustment therein) to the number of such shares called for on the face of this Warrant minus
the number of such shares purchased by the Registered Holder upon such exercise as provided in Section 1(a) above. 
 2. Adjustments. 
 a) If outstanding shares of the
Preferred Stock shall be subdivided into a greater number of shares or a dividend in Preferred Stock shall be paid in respect of Preferred Stock, the Purchase Price in effect immediately prior to such subdivision or at the record date of such
dividend shall simultaneously with the effectiveness of such subdivision or immediately after the record date of such dividend be proportionately reduced. If outstanding shares of Preferred Stock shall be combined into a smaller number of shares,
the Purchase Price in effect immediately prior to such combination shall, simultaneously with the effectiveness of such combination, be proportionately increased. When any adjustment is required to be made in the Purchase Price, the number of shares
of Warrant Stock purchasable upon the exercise of this Warrant shall be changed to the number determined by dividing (i) an amount equal to the number of shares issuable upon the exercise of this Warrant immediately prior to such adjustment,
multiplied by the Purchase Price in effect immediately prior to such adjustment by (ii) the Purchase Price in effect immediately after such adjustment. 
 b) In case of any reclassification or change of the outstanding securities of the Company or of any reorganization of the Company (or any other corporation the stock or securities of
which are at the time receivable upon the exercise of this Warrant) or any similar corporate reorganization on or after the date hereof, then and in each such case the holder of this Warrant, upon the exercise hereof at any time after the
consummation of such reclassification, change, reorganization, merger or conveyance, shall be entitled to receive, in lieu of the stock or other securities and property receivable upon the exercise hereof prior to such consummation, the stock or
other securities or property to which such holder would have been entitled upon such consummation if such holder had exercised this Warrant immediately prior thereto, all subject to further adjustment as provided in paragraph (a), and in each such
case, the terms of this Section 2 shall be applicable to the shares of stock or other securities properly receivable upon the exercise of this Warrant after such consummation. 
 c) When any adjustment is required to be made in the Purchase Price, the company shall promptly mail to the Registered
Holder a certificate setting forth the Purchase Price after such adjustment and setting forth a brief statement of the facts requiring such adjustment. Such certificate shall also set forth the kind and amount of stock or other securities or
property into which this Warrant shall be exercisable following the occurrence of any of the events specified in Section 2(a) or (b) above. 
  


			
	 Preferred Stock Purchase Warrant
	 	Page 2 of 7
		
	 Confidential
	 	X     JPS     (initials)









 d) In order to avoid doubt, it is acknowledged that the holder of this
Warrant shall be entitled to the benefit of all adjustments in the number of shares of Common Stock of the Company issuable upon conversion of the Preferred Stock of the Company which occur prior to the exercise of this Warrant, including without
limitation, any increase in the number of shares of Common Stock usable upon conversion as a result of a dilutive issuance of capital stock. 
 e) The Warrant Stock will be afforded in the same antidilution protection as the Company’s Series A-2 Preferred Stock as set forth in the Company’s Articles of Incorporation, as amended from
time to time. 
 3. Transfers. 
 a) Subject to the provisions of Section 3(b) hereto, this Warrant and all rights hereunder are transferable, in whole
or in part, to up to two (2) “Accredited Investors”, as defined in Securities Exchange Commission Rule 501(a), upon surrender of the Warrant with a properly executed assignment (in the form of Exhibit B hereto) at the principal office of
the company. 
 b) Each holder of this Warrant acknowledges that this Warrant, the Warrant Stock and the
Common Stock of the Company have not been registered under the Securities Act of 1933, as amended (the “Act”), and agrees not to sell, pledge, distribute, offer for sale, transfer or otherwise dispose of this Warrant or any Warrant Stock
issued upon its exercise or any Common Stock issued upon conversion of the Warrant Stock in the absence of (i) an effective registration statement under the Act as to this Warrant, such Warrant Stock or such Common Stock and registration or
qualification of this Warrant, such Warrant Stock or such Common Stock under any applicable Blue Sky or state securities law then in effect; or (ii) an opinion of counsel, satisfactory to the Company, that such registration and qualification
are not required. Each certificate or other instrument for Warrant Stock issued upon the exercise of this Warrant shall bear a legend substantially to the foregoing effect. 
 c) Until any transfer of this Warrant is made in the warrant register, the Company may treat the Registered Holder of this Warrant as the absolute owner hereof for all purposes;
provided, however, that if and when this Warrant is properly assigned in blank, the Company may (but shall not be required to) treat the bearer hereof as the absolute owner hereof for all purposes, notwithstanding any notice to the
contrary. Except as otherwise expressly provided herein, the provisions hereof shall inure to the benefit of, and be binding upon, the successors, assigns, heirs, executors and administrators of the parties hereto. 
 d) The Company will maintain a register containing the names and addresses of the Registered Holders of this Warrant. Any
Registered Holder may change such Registered Holder’s address as shown on the warrant register by written notice to the Company requesting such change. 
 4.    4. No Impairment. The Company will not, by amendment of its charter or through reorganization, consolidation, merger, dissolution, sale of
assets or any other voluntary action, avoid or seek to avoid the observance or performance of any of the terms of this Warrant, but will at all times in good faith assist in the carrying out of all such terms and in the taking of all such action as
may be necessary or appropriate in order to protect the rights of the holder of this Warrant against impairment. 
 5. Liquidating Dividends. If the Company pays a dividend or makes a distribution on the Preferred Stock payable otherwise than in cash out of earnings or earned surplus (determined in accordance with generally accepted
accounting principles) except for a stock dividend payable in shares of Preferred Stock (a “Liquidating Dividend”), then the Company will pay or distribute to the Registered Holder of this Warrant, upon the exercise hereof, in
addition to the Warrant Stock purchased upon such exercise, the Liquidating Dividend which would have been paid to such Registered Holder if he had been the owner of record of such shares of Warrant Stock immediately prior to the date on which a
record was taken for such Liquidating Dividend or, if no record was taken, the date as of which the record holders of Preferred Stock entitled to such dividends or distribution were determined. 
 6. Piggyback Registration Rights. 
 The Registered Holder shall become a party to that certain Amended and Restated Investor Rights Agreement dated February 13, 2007 by and among the Company and the
investors listed on Exhibit A thereto, pursuant to which the Registered Holder shall be granted “piggyback” registration rights on par with holders of Preferred Stock. 
  


			
	 Preferred Stock Purchase Warrant
	 	Page 3 of 7
		
	 Confidential
	 	X     JPS     (initials)









 7. Notices of Certain Transactions/Delivery of Certain Documents.

 a) So long as Registered Holder holds this Warrant and / or any of the Preferred Shares, the Company
shall deliver to Registered Holder: 
 (i) promptly after mailing, copies of all official notices or other
significant written communications which are sent to all shareholders of the Company; and 
 (ii) within ninety
(90) days after the end of each fiscal year of the Company, the annual audited financial statements of the Company certified by independent public accountants of recognized standing; and 
 (iii) within forty-five (45) days after the end of each of the first three quarters of each fiscal year, the
Company’s quarterly, unaudited financial statements. 
 b) In case: 
 (i) the Company shall take a record of the holders of its Preferred Stock (or other stock or securities at the time
deliverable upon the exercise of this Warrant) for the purposes of entitling or enabling them to receive any dividend or other distribution, or to receive any right to subscribe for or purchase any shares of stock of any class or any other
securities, or to receive any other right, to subscribe for or purchase any shares of stock of any class or any other securities, or to receive any other right; or 
 (ii) of any capital reorganization of the Company, any reclassification of the capital stock of the Company, any consolidation or merger of the Company, any consolidation or merger
of the Company with or into another corporation (other than a consolidation or merger in which the Company is the surviving entity), or any transfer of all or substantially all of the assets of the Company; or 
 (iii) of the voluntary or involuntary dissolution, liquidation or winding-up of the Company; or 
 (iv) of any redemption of the Preferred Stock or mandatory conversion of the Preferred Stock into Common Stock of the
Company; 
 then, and in each such case, the Company will mail or cause to be mailed to the Registered Holder of this Warrant a
notice specifying, as the case may be, (a) the date on which a record is to be taken for the purpose of such dividend, distribution or right, and stating the amount and character of such dividend, distribution or right; (b) the effective
date on which such reorganization, reclassification, consolidation, merger, transfer, dissolution, liquidation, winding-up, redemption or conversion is to take place, and the time, if any is to be fixed, as of which holders shall be holders of
record of Preferred Stock (or such other stock or securities at the time deliverable upon such reorganization, reclassification, consolidation, merger, transfer, dissolution, liquidation, winding-up, redemption or conversion shall) shall be
determined. Such notice shall be mailed at least ten (10) days prior to the record date or effective date for the event specified in such notice. 
 8. Reservation of Stock. The Company will at all times reserve and keep available, solely for the issuance and delivery upon the exercise of this Warrant, such shares of Warrant Stock and
other stock, securities and property, as from time to time shall be issuable upon the exercise of this Warrant. 
 9. Exchange of Warrants. Upon the surrender by the Registered Holder of any Warrant or Warrants, properly endorsed, to the Company at the principal office of the Company, the Company will, subject to the provisions of
Section 3 hereof, issue and deliver to or upon the order of such Holder, at the Company’s expense, a new Warrant or Warrants of like tenor, in the name of such Registered Holder or as such Registered Holder (upon payment by such Registered
Holder of any applicable transfer taxes) may direct, calling in the aggregate on the face or faces thereof for the number of shares of Preferred Stock called for on the face or faces of the Warrant or Warrants so surrendered. 
 10. Replacement of Warrants. Upon receipt of evidence reasonably satisfactory to the Company of the loss,
theft, destruction or mutilation of this Warrant and (in the case of loss, theft or destruction) upon delivery of an indemnity agreement (with surety if reasonably required) in an amount reasonably satisfactory to the Company, or (in the case of
mutilation) upon surrender and cancellation of this Warrant, the Company will issue, in lieu thereof, a new Warrant of like tenor. 
  


			
	 Preferred Stock Purchase Warrant
	 	Page 4 of 7
		
	 Confidential
	 	X     JPS     (initials)









 11. Mailing of Notices. Any notice required or permitted
pursuant to this Warrant shall be in writing and shall be deemed sufficient when delivered personally or sent by telegram or fax or forty-eight (48) hours after being deposited in the U.S. mail, as certified or registered mail, with postage
prepaid, addressed (a) if to the Registered Holder, to the address of the Registered Holder most recently furnished in writing to the Company; and (b) if to the Company, to the address set forth below or subsequently modified by written
notice to the Registered Holder. 
 12. No Rights as Shareholder. Until the exercise of this
Warrant, the Registered Holder of this Warrant shall not have or exercise any rights by virtue hereof as a shareholder of the Company. 
 13. No Fractional Shares. No fractional shares of Preferred Stock will be issued in connection with any exercise hereunder. In lieu of any fractional shares, which would otherwise be
issuable, the Company shall pay cash equal to the product of such fraction multiplied by the fair market value of one share of Preferred Stock on the date of exercise, as determined in good faith by the Company’s Board of Directors. 

14. Amendment or Waiver. Any term of this Warrant may be amended or waived only by an instrument in writing
signed by the party against which enforcement of the amendment or waiver is sought. 
 15. Headings.
The headings in this Warrant are for purposes of reference only and shall not limit or otherwise affect the meaning of any provision of this Warrant. 
 16. Governing Law. This Warrant shall be governed, construed and interpreted in accordance with the laws of the State of California, without giving effect to principles of conflicts of law.
In case any provision of this Warrant shall be invalid, illegal, or unenforceable, the validity, legality and enforceability of the remaining provisions of this Warrant shall not in any way be affected or impaired thereby. 
 17. Entire Agreement. Except as otherwise set forth herein, this Warrant and the other documents delivered
pursuant hereto constitute the full and entire understanding and agreement between the parties with regard to the subject matter hereof. 
  

			
	 	 	 TRIUS THERAPEUTICS, INC.

		
	By: X	 	 /s/ Jeffrey Stein

		 	 Jeffrey Stein, Ph.D., President and CEO

		
	Address:	 	 6310 Nancy Ridge Drive, Suite 105

		 	 San Diego, CA 92121

		
	 Date of Issuance &
 Date of Signature: X
	 	     6-14-07



  


			
	 Preferred Stock Purchase Warrant
	 	Page 5 of 7
		
	 Confidential
	 	X     JPS     (initials)









 EXHIBIT A 
 PURCHASE FORM 
  

			
	 To: Trius Therapeutics, Inc.
	 	Dated:                     

 1. The undersigned hereby elects to purchase
                     shares of the Preferred Stock covered by the attached Warrant pursuant to the terms thereof; and (please indicate either
(a) or (b) below): 
  

					
	             
	  	 (a)
	  	 tenders herewith payment in cash, check or wire transfer of the purchase price of such shares in full; or

			
	             
	  	 (b)
	  	 elects to effect such purchase through the Net Issue Exercise provision set forth in Section 1(c) of the attached Warrant.


 2. Please issue a certificate or certificates representing said
shares in the name of the undersigned or in such other name or names as are specified below. 
  

					
	 Name:
	 	  
	 	
			
	 Address:
	 	  
	 	
			
		 	  
	 	

  

					
		 	 Signature:
	  	  

			
		 	 Address:
	  	  

			
		 		  	  


  


					
	 Preferred Stock Purchase Warrant
	 	Confidential	  	Page 6 of 7









 EXHIBIT B 
 ASSIGNMENT FORM 
 FOR VALUE RECEIVED,
                                        
hereby sells, assigns and transfers all of the rights of the undersigned under the attached Warrant with respect to the number of shares of Preferred Stock covered thereby set forth below, unto: 
  

					
	 Name of Assignee
	  	Address	  	No. of Shares

  

							
	 Dated:
	 	                      
	 	 Signature:
	 	  

				
		 		 	 Witness:
	 	  

				
		 		 		 	 
                    

		 		 		 	 PRINT NAME OF WITNESS


  


					
	 Preferred Stock Purchase Warrant
	 	Confidential	  	Page 7 of 7