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WARRANT TO PURCHASE

Warrant Agreement

WARRANT TO PURCHASE | Document Parties: PATRON SYSTEMS INC | APEX  INVESTMENT  FUND V,  L.P You are currently viewing:
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PATRON SYSTEMS INC | APEX INVESTMENT FUND V, L.P

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Title: WARRANT TO PURCHASE
Governing Law: Colorado     Date: 4/10/2007

WARRANT TO PURCHASE, Parties: patron systems inc , apex  investment  fund v   l.p
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                                                                   EXHIBIT 10.44


THIS WARRANT AND ANY SHARES OF COMMON STOCK ISSUED UPON EXERCISE HEREOF 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 AFFECTED WITHOUT AN
EFFECTIVE   REGISTRATION   STATEMENT RELATED THERETO OR AN OPINION OF COUNSEL THAT
SUCH REGISTRATION IS NOT REQUIRED UNDER THE SECURITIES ACT OF 1933, AS AMENDED.



                              PATRON SYSTEMS, INC.

                               WARRANT TO PURCHASE

                                 200,000 SHARES

                                 OF COMMON STOCK

                             (SUBJECT TO ADJUSTMENT)

                         (Void after February 20, 2012)



         This   certifies   that   for   value,   APEX   INVESTMENT   FUND V,   L.P.   or
registered assigns (the "HOLDER"),   is entitled,   subject to the terms set forth
below,   at any time from and after   February   20, 2007 (the   "ORIGINAL   ISSUANCE
DATE") and before 5:00 p.m., Eastern Time, on February 20, 2012 (the "EXPIRATION
DATE"),   to purchase   from PATRON   SYSTEMS,   INC., a Delaware   corporation   (the
"COMPANY"),   TWO HUNDRED   THOUSAND   (200,000)   shares   (subject to adjustment as
described   herein),   of common stock,   par value $0.01 per share, of the Company
(the "COMMON   STOCK"),   upon surrender   hereof,   at the principal   office of the
Company referred to below,   with a duly executed   subscription   form in the form
attached   hereto as   EXHIBIT A and   simultaneous   payment   therefor   in   lawful,
immediately   available   money of the United   States or otherwise as   hereinafter
provided,   at an   initial   exercise   price   per   share of $1.00   (the   "PURCHASE
PRICE").   The Purchase Price is subject to further adjustment as provided below,
and the   term   "COMMON   STOCK"   shall   include,   unless   the   context   otherwise
requires,   the stock and other   securities   and property at the time   receivable
upon the exercise of this Warrant.   The term   "WARRANTS," as used herein,   shall
mean this Warrant and any other Warrants   delivered in   substitution or exchange
therefor as provided herein.

         This Warrant was issued in connection with the Company's   issuance of a
convertible   promissory note in an aggregate principal amount of $200,000 to the
Holder.

         1.        EXERCISE.   This   Warrant may be   exercised at any time or from
time to time from and after the   Original   Issuance   Date and before   5:00 p.m.,
Eastern Time, on the   Expiration   Date, on any business day, for the full number
of shares of Common Stock called for hereby, by


<PAGE>


surrendering   it at the principal   office of the Company,   at 500 North Michigan
Avenue,   Suite 300,   Chicago,   Illinois 60611,   with the subscription   form duly
executed,   together   with payment in an amount equal to (a) the number of shares
of   Common   Stock   called   for on the   face   of this   Warrant,   as   adjusted   in
accordance with the preceding   paragraph of this Warrant   (without giving effect
to any further adjustment herein), multiplied (b) by the Purchase Price. Payment
of the Purchase Price shall be made by payment in immediately   available   funds.
This Warrant may be exercised   for less than the full number of shares of Common
Stock at the time called for hereby,   except that the number of shares of Common
Stock   receivable   upon the   exercise   of this   Warrant as a whole,   and the sum
payable upon the exercise of this Warrant as a whole,   shall be   proportionately
reduced.   Upon a partial   exercise of this Warrant in accordance   with the terms
hereof,   this Warrant shall be surrendered,   and a new Warrant of the same tenor
and for the   purchase   of the   number of such   shares   not   purchased   upon such
exercise shall be issued by the Company to Holder without any charge therefor. A
Warrant shall be deemed to have been exercised immediately prior to the close of
business on the date of its   surrender for exercise as provided   above,   and the
person   entitled   to   receive   the   shares of Common   Stock   issuable   upon such
exercise   shall be treated   for all   purposes   as the   holder of such   shares of
record as of the close of business on such date.   Within two (2)   business   days
after such date,   the   Company   shall issue and deliver to the person or persons
entitled to receive the same a   certificate   or   certificates   for the number of
full shares of Common Stock issuable upon such exercise,   together with cash, in
lieu of any fraction of a share,   equal to such fraction of the then Fair Market
Value on the date of exercise of one full share of Common Stock.

         "FAIR MARKET   VALUE" shall mean,   as of any date:   (i) if shares of the
Common Stock are listed on a national   securities   exchange,   the average of the
closing   prices as   reported   for   composite   transactions   during   the five (5)
consecutive   trading days   preceding the trading day   immediately   prior to such
date or, if no sale occurred on a trading day, then the mean between the closing
bid and asked prices on such exchange on such trading day; (ii) if shares of the
Common   Stock are not so listed   but are traded on the   Nasdaq   SmallCap   Market
("NSCM"),   the average of the closing   prices as reported on the NSCM during the
five (5) consecutive trading days preceding the trading day immediately prior to
such date or, if no sale   occurred on a trading   day,   then the mean between the
highest bid and lowest   asked prices as of the close of business on such trading
day, as reported   on the NSCM;   or if   applicable,   the Nasdaq   National   Market
("NNM"),   or if not then included for quotation on the NNM or NSCM,   the average
of the highest   reported bid and lowest reported asked prices as reported by the
OTC Bulletin   Board or the National   Quotations   Bureau,   as the case may be; or
(iii) if the shares of the Common Stock are not then publicly   traded,   the fair
market   price of the   Common   Stock as   determined   in good   faith by at least a
majority of the Board of Directors of the Company.

         2.        SHARES   FULLY   PAID;   PAYMENT   OF TAXES.   All shares of Common
Stock issued upon the exercise of a Warrant shall be validly issued,   fully paid
and   non-assessable,   and the Company shall pay all taxes and other governmental
charges   (other than income   taxes to the holder) that may be imposed in respect
of the issue or delivery thereof.

         3.        TRANSFER AND EXCHANGE.   This Warrant and all rights   hereunder
are   transferable,   in whole or in part, on the books of the Company   maintained
for such purpose at its principal   office   referred to above by Holder in person
or by duly authorized   attorney,   upon surrender of this Warrant together with a
completed and executed assignment form in the form attached as


                                       2
<PAGE>


EXHIBIT B, payment of any necessary   transfer tax or other   governmental   charge
imposed upon such transfer and an opinion of counsel   reasonably   acceptable the
Company stating that such transfer is exempt from the registration   requirements
of the   Securities   Act of 1933,   as amended (the "1933 ACT").   Upon any partial
transfer, the Company will issue and deliver to Holder a new Warrant or Warrants
with   respect to the shares of Common Stock not so   transferred.   Each taker and
holder of this Warrant,   by taking or holding the same, consents and agrees that
this Warrant   when   endorsed in blank shall be deemed   negotiable   and that when
this Warrant   shall have been so endorsed,   the holder   hereof may be treated by
the Company and all other   persons   dealing   with this   Warrant as the   absolute
owner   hereof for any purpose and as the person   entitled to exercise the rights
represented   hereby, or to the transfer hereof on the books of the Company,   any
notice to the contrary   notwithstanding;   but until such transfer on such books,
the   Company   may   treat   the   registered   Holder   hereof   as the   owner for all
purposes.

         This Warrant is   exchangeable   at such office for Warrants for the same
aggregate   number of shares of Common   Stock,   each new Warrant to represent the
right to purchase   such number of shares as the Holder   shall   designate   at the
time of such exchange.

         4.        ANTI-DILUTION PROVISIONS.

                  A.        ADJUSTMENT   FOR DIVIDENDS IN OTHER STOCK AND PROPERTY
RECLASSIFICATIONS.   In case at any time or from time to time the   holders of the
Common Stock (or any shares of stock or other   securities at the time receivable
upon the   exercise of this   Warrant)   shall have   received,   or, on or after the
record date fixed for the   determination   of eligible   shareholders,   shall have
become entitled to receive, without payment therefor,

                           (1)       other    or    additional    stock    or    other
securities or property (other than cash) by way of dividend,

                           (2)       any cash or other   property   paid or payable
out of any source other than retained   earnings   (determined in accordance   with
generally accepted accounting principles), or

                           (3)       other    or    additional    stock    or    other
securities   or   property   (including   cash)   by   way of   stock-split,   spin-off,
reclassification,   combination   of shares   or   similar   corporate   rearrangement
(other   than   (x)   additional   shares   of   Common   Stock or any   other   stock or
securities   into which such Common Stock shall have been changed,   (y) any other
stock or securities   convertible   into or exchangeable   for such Common Stock or
such other stock or securities   or (z) any stock   purchase   rights,   issued as a
stock dividend or stock-split,   adjustments in respect of which shall be covered
by the terms of SECTION 4.C,   SECTION 4.D OR SECTION 4.E,   then and in each such
case,   Holder,   upon the   exercise   hereof as   provided   in   SECTION 1, shall be
entitled   to   receive   the   amount of stock and other   securities   and   property
(including cash in the cases referred to in


                                        3
<PAGE>


clauses   (2) and (3)   above)   which such   Holder   would hold on the date of such
exercise if on the Original   Issuance   Date Holder had been the holder of record
of the number of shares of Common Stock called for on the face of this   Warrant,
as adjusted in   accordance   with the first   paragraph of this   Warrant,   and had
thereafter,   during the period from the Original   Issuance Date to and including
the date of such   exercise,   retained such shares and/or all other or additional
stock and other securities and property (including cash in the cases referred to
in clause (2) and (3) above)   receivable by it as aforesaid   during such period,
giving   effect to all   adjustments   called for during such period by SECTION 4.A
and SECTION 4.B.

                   B.        ADJUSTMENT   FOR   REORGANIZATION,    CONSOLIDATION   AND
MERGER.   In case of any   reorganization of the Company (or any other corporation
the   stock   or other   securities   of which   are at the   time   receivable   on the
exercise of this Warrant) after the Original   Issuance   Date, or in case,   after
such date, the Company (or any such other corporation) shall consolidate with or
merge into another   corporation or entity or convey all or substantially all its
assets to another corporation or entity, then and in each such case Holder, upon
the exercise hereof as provided in SECTION 1 at any time after the   consummation
of such reorganization,   consolidation,   merger or conveyance, shall be entitled
to receive,   in lieu of the stock or other   securities   and property   receivable
upon the exercise of this Warrant prior to such consummation, the stock or other
securities   or property to which such Holder would have been   entitled upon such
consummation if Holder had exercised this Warrant immediately prior thereto, all
subject to further   adjustment as provided in SECTIONS 4.A, SECTION 4.B, SECTION
4.C,   SECTION 4.D and SECTION 4.E; in each such case,   the terms of this Warrant
shall be   applicable   to the   shares of stock or other   securities   or   property
receivable upon the exercise of this Warrant after such consummation.

                  C.        [SALE OF SHARES BELOW PURCHASE PRICE].

                           (1)       Subject   to   the   exceptions   set   forth   in
SECTION   4.C(5),   if the   Company   issues or sells,   or is deemed by the express
provisions   of this   SECTION   4.C to have issued or sold,   Additional   Shares of
Common   Stock   (as   hereinafter   defined),   other   than as a   dividend   or other
distribution   on any class of stock as   provided   in SECTION   4.D and other than
upon a   subdivision   or   combination   of shares of Common   Stock as   provided in
SECTION 4.E, for an Effective Price (as hereinafter   defined) less than the then
existing Purchase Price, then and in each such case:

                                    (A)       the then   existing   Purchase   Price
shall be   reduced,   as of the   opening of   business on the date of such issue or
sale, as follows:   the Purchase Price shall be reduced to a price   determined by
multiplying   that Purchase   Price by a fraction (i) the numerator of which shall
be (a) the number of shares of Common Stock outstanding at the close of business
on the day next preceding the date of such issue or sale, plus (b) the number of
shares of Common   Stock which the   aggregate   consideration   received (or by the
express   provisions   hereof deemed to have been received) by the Company for the
total number of   Additional   Shares of Common Stock so issued would   purchase at
the Effective Price, plus


                                        4
<PAGE>


(c) the number of shares of Common Stock for which all   Warrants,   and all other
options and   warrants   outstanding   as of the   Original   Issuance   Date that are
exercisable   for shares of Common Stock are exercisable at the Purchase Price in
effect at the close of   business   on the date   next   preceding   the date of such
issue or sale,   plus (d) the   number of shares of Common   Stock   underlying   all
Other   Securities (as hereinafter   defined) at the close of business on the date
next preceding the date of such issue or sale, and (ii) the denominator of which
shall be (a) the number of shares of Common   Stock   outstanding   at the close of
business on the date of such issue or sale after giving   effect to such issue of
Additional Shares of Common Stock, plus (b) the number of shares of Common Stock
for which all Warrants and all other   options and   warrants   outstanding   on the
Original   Issuance   Date that are   exercisable   for   shares of Common   Stock are
exercisable at the Purchase Price in effect at the close of business on the date
next preceding the date


 
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