Document:

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EXHIBIT
10.1

SUBLEASE

     THIS SUBLEASE (“Sublease”) is entered into on June 22, 2006 by and between Avnet, Inc., a New
York corporation with its principal offices at 2211 South 47th Street, Phoenix, AZ 85034
(“Sublessor”) and Somaxon Pharmaceuticals, Inc., a Delaware corporation with its principal offices
at 12750 High Bluff Drive, Suite 310, San Diego, CA 92130 (“Sublessee”).

RECITALS

     A. By Lease Agreement dated September 23, 2002 (the “Prime Lease”), Kilroy Realty, L.P.
(“Landlord”) leased to Memec, LLC (“Memec”) certain premises at 3721 Valley Center Drive, San
Diego, CA 92130 (the “Building”).

     B. Sublessor is successor by merger to Memec.

     C. Sublessor desires to sublease to Sublessee and Sublessee desires to hire from Sublessor the
entire rentable area on the fifth floor of the Building consisting of approximately 25,697 rentable
square feet of space as depicted on the Plan attached to and forming a part of this Sublease as
Exhibit A (the “Sublet Premises”).

     NOW, THEREFORE, in consideration of the mutual agreements set forth herein and other good and
valuable consideration, the receipt and sufficiency of which are hereby acknowledged, Sublessor and
Sublessee mutually agree as follows:

     1. Sublease, Use and Term. Sublessor hereby subleases to Sublessee and Sublessee
hereby hires from Sublessor the Sublet Premises together with the fixtures thereon and the
furniture and equipment specified in Exhibit C hereof and the non-exclusive right to use the
break-room and shower room located on the first floor of the Building as depicted on Exhibit E
hereof for the term, at the rentals and upon the terms and conditions set forth in this Sublease.
The Sublet Premises shall be used only for general business office and related uses permitted under
the Prime Lease. The term of this Sublease shall commence on the later of (i) June 29, 2006; (ii)
the date that Sublessor shall deliver possession of the Sublet Premises pursuant to Section 2(a) of
this Sublease; or (iii) the date that Sublessor shall deliver to Sublessee the written consent of
Landlord pursuant to Section 18 of this Sublease (the “Commencement Date”) and shall expire on
February 27, 2013, unless sooner terminated in accordance with the provisions hereof.

     2. Delivery of Premises; Sublessor Improvements.

     (a) Sublessor, at its expense, shall deliver the Sublet Premises: (i) in clean “broom swept”
condition; (ii) with the carpets professionally cleaned; (iii) with touch-up paint applied to
painted areas where necessary; (iv) with all window-coverings operational; (v) with the HVAC,
mechanical, plumbing, lighting and electric service in good operating condition; and (vi) with the
security equipment described in Exhibit D in good operating condition.

     (b) Sublessor, at its expense, shall within one hundred and twenty (120) days from the
Commencement Date perform and complete the following improvements to the Sublet Premises: (i)
Removal from the fifth floor of the stairway between the 4th and 5th floors,
restoration of slab and flooring and installation of floor tiles in restored areas and vicinity in
a manner reasonably acceptable to Sublessee; (ii) installation of separate electric metering or
sub-metering for 5th floor; and (iii) upgrade to the elevator security equipment
described in Exhibit D.

     (c) Sublessee acknowledges that Sublessor’s performance of the work described in Section 2(b)
will require installation of a temporary encasement of wood studs and sheetrock) surrounding the
work area until such work is completed. Such temporary encasement will be installed no later than
July 7, 2006. Sublessor will use reasonable efforts to minimize any disruption to Subtenant by
reason of such installation and work.

     (d) Subject to Landlord’s prior written approval, Sublessor shall permit Sublessee to
access the Sublet Premises on a rent-free basis promptly after this Sublease has been executed so
that Sublessee may install its cabling and related office systems. Any access and performance of
installations prior to the Commencement Date shall be at Sublessee’s sole risk and subject to
Sublessee’s adherence to the provisions of this Sublease, including the obligation to provide
certificates of insurance required pursuant to this Sublease.

     (e) Subject to Sublessor’s obligations in Section 2(a) of this Sublease, Sublessor shall
deliver and Sublessee shall accept possession of the Sublet Premises in “as is” condition and
except for such obligations and Sublessor’s

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obligations to perform the improvements specified in
Section 2(b) of this Sublease, Sublessor shall have no other obligation to perform any work or
installations, renovations, alterations, or improvements. Sublessee has inspected the Sublet
Premises and the fixtures and improvements thereon, and is thoroughly acquainted with their
condition, and except as provided in this Sublease agrees to take possession of same “as is” in
their condition on the commencement of the term hereof.

     (f) In the event Sublessor shall not deliver possession of the Sublet Premises in the
condition required by Section 2(a) of this Sublease, Sublessee shall give written notice specifying
the nature and extent of such nonconformance within ten (10) days after the Commencement Date and
any other nonconformance shall be deemed to be waived. Sublessor shall promptly correct any such
nonconformance.

     3. Rent.

     (a) Sublessee shall pay to Sublessor as base rent (“Base Rent”) the following:

$ 955,928.40 per annum payable $79,660.70 per month from

the Commencement Date to June 30, 2007;

$ 984,606.25 per annum payable $82,050.52 per month from

July 1, 2007 to June 30, 2008;

$ 1,014,144.44 per annum payable $84,512.04 per month from

July 1, 2008 to June 30, 2009

$ 1,044,568.77 per annum payable $87,047.40 per month from

July 1, 2009 to June 30, 2010

$ 1,075,905.84 per annum payable $89,658.82 per month from

July 1, 2010 to June 30, 2011

$1,108,183.01 per annum payable $92,348.58 per month from

July 1, 2011 to June 30, 2012

$1,141,428.50 per annum payable $95,119.04 per month from

July 1, 2012 to February 27, 2013

     Notwithstanding the foregoing, Base Rent shall be abated for the first two weeks following the
Commencement Date. Subject to the preceding sentence, Sublessee shall pay Base Rent in advance on
the first day of each month of the term, except that Sublessee shall pay the first monthly
installment of Base Rent on the Commencement Date.

     (b) Sublessee shall pay to Sublessor as additional rent (“Additional Rent”) all other sums
payable under this Sublease.

     (c) Sublessee shall pay Base Rent and Additional Rent (collectively “Rent”) in lawful money of
the United States by good check or draft drawn to the direct order of Sublessor at the address of
Sublessor herein or to such other party or such other address as Sublessor shall designate, without
notice or demand and without any deduction, set-off or offset whatsoever. If this Sublease shall
commence on a day other than the first day of a calendar month, or if this Sublease shall expire or
terminate on a day other than the last day of a calendar month, then Rent for such fractional month
shall be prorated on a daily basis based upon a thirty (30) day calendar month. Additional Rent
shall be paid as and when specified in this Sublease; if not specified in this Sublease, Additional
Rent shall be paid within twenty (20) days from receipt of Sublessor’s invoice.

     4. Additional Rent. For the purposes of this Sublease: the rentable area of the
Sublet Premises mean 25,697 square feet, which is the agreed rentable square foot area of the
Sublet Premises; and the rentable area of the Building shall mean 114,782 square feet, which is the
agreed rentable square foot area of the Building; and “Sublessee’s Share” shall be deemed to mean
22.39%, which is the agreed percentage obtained by dividing 25,697 by 114,782. In the event that
the rentable square foot area leased by Sublessor under the Prime Lease shall be increased or
decreased during the term of this Sublease, Sublessee’s Share shall be recalculated in accordance
with ANSI Z65.1-1996, as promulgated by the Building Owners and Managers Association.
Sublessee shall pay as Additional Rent as and when Sublessor’s payments are due from Sublessor
pursuant to the Prime Lease Sublessee’s Share of:

     (a) any increases in charges incurred by Sublessor pursuant to Article 4 of the Prime Lease
over sums incurred by Sublessor pursuant to Article 4 of the Prime Lease for the calendar year
ending December 31, 2006; and

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     (b) any increases in charges incurred by Sublessor pursuant to provisions of the Prime Lease
other than Article 3 or 4 of the Prime Lease, provided however that Sublessee shall pay 100% of all
charges payable for electricity and other utilities supplied to the Sublet Premises; 100% of all
charges for services supplied to the Sublet Premises (except as otherwise set forth in this
Sublease) and 100% of all such charges resulting from Sublessee’s violation of any provision of
this Sublease; and

     (c) If applicable in the jurisdiction where the Sublet Premises are situated, Sublessee shall
pay and be liable for all rental, sales, use and other similar taxes, if any, (excluding income
taxes of Sublessor) levied or imposed by any governmental or municipal authority having authority
on payments by Sublessee pursuant to this Sublease. Any such payments shall be made concurrently
with the payment of the Rent upon which the tax is based as set forth above.

     Sublessor shall provide Sublessee with copies of all documentation received by Sublessor
from Landlord in support of calculations of Additional Rent payable by Sublessee under this
Sublease. At Sublessee’s written request, Sublessor shall exercise its rights pursuant to Section
4.6 of the Prime Lease to (a) request documentation evidencing the accuracy of Landlord’s
calculations of Additional Rent, and (b) dispute such calculations and seek to have them adjusted,
provided that Sublessee shall pay Sublessor for any and all out of pocket expenses (including the
reasonable accountants and attorneys fees) incurred by Sublessor in connection with such dispute.

     5. Repairs and Maintenance. Sublessor shall not be responsible for injury, loss or
damage resulting from acts or omissions of third parties performing repairs or maintenance or for
injury, loss or damage resulting from the condition of the Sublet Premises or the lands and
buildings of which the Sublet Premises are a part or the fixtures or improvements therein, except
where such loss or damage arises from the negligence or willful misconduct of Sublessor, its
agents, employees, contractors and/or subcontractors.

     6. Utilities and Services.

     (a) If electricity supplied to the Sublet Premises is directly metered by the utility
providing electricity to the Sublet premises, Sublessee shall pay the supplier for Sublessee’s
electric service. If electricity supplied to the Sublet Premises is sub-metered, then
Sublessor shall provide Sublessee with an invoice on a monthly basis showing in reasonable detail
the computation of charges for the prior month for electric service together with copies of
applicable bills to Sublessor from the utility providing electric service, and Sublessee shall
pay Sublessor or its designee for Sublessee’s electric service at rates no greater than the rates
that Sublessee would have paid if metered directly to the utility providing electricity to the
Building. Notwithstanding the foregoing, for the period from the Commencement Date until the date
that the Sublet Premises shall be directly metered or sub-metered, Sublessee shall pay Sublessor
for electric service on a monthly basis in amounts equal to Sublessee’s Share (22.39%) of the sums
incurred for electric service by Sublessor as shown on statements from the utility providing
electric service to the Building.

     (b) Notwithstanding any provision of this Sublease to the contrary, cleaning and janitorial
service to the Sublet Premises shall be provided by Landlord in accordance with the Cleaning
Specifications attached to the Prime Lease as Exhibit J.

     (c) Sublessor agrees to provide at Sublessor’s expense (except for reimbursement of charges
for issuance of access cards and except to the extent that such charges are payable by Sublessee
pursuant to Section 4 of this Sublease) the security equipment and related services specified in
Exhibit D hereto. Sublessee hereby acknowledges that such equipment is operated and/or monitored
by a recognized third party service provider and that Sublessor’s sole responsibility shall be to
continue to engage a recognized third party service provider to operate and/or monitor such
equipment. Subject to the foregoing, Sublessor shall not be responsible for providing security and
shall not be responsible for the failure of any security equipment and/or monitoring service.
Sublessee hereby assumes all responsibility for the protection of Sublessee, its employees, agents,
invitees and property from acts of third parties. Sublessee shall give Sublessor prompt written
notice of the failure of any security equipment or monitoring service provided hereunder upon
Sublessee obtaining actual knowledge of such failure.

     7. Casualty Loss; Condemnation. Sublessor shall not enter into any agreement or
take any action that would result in the termination of this Sublease as a result of any taking
by eminent domain or condemnation or any casualty loss or damage to the Sublet Premises without
Sublessee’s written consent, which consent shall not be unreasonably withheld, delayed or
conditioned. Notwithstanding the foregoing, this Sublease and Sublessee’s rights

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hereunder shall be subject to the exercise by Landlord or any third party entitled thereto of any rights granted
pursuant to the Prime Lease or by law, including the right to terminate the Prime Lease or this
Sublease in the event of any taking by eminent domain or condemnation or any casualty loss or
damage.

     8. Holding Over. If Sublessee or any party claiming by, through or under Sublessee
holds over in the Sublet Premises after expiration or termination of this Sublease, Sublessor may
exercise any and all remedies available to it at law or in equity to recover possession of the
Sublet Premises, and to recover damages, including without limitation, all amounts payable by
Sublessor to Landlord by
reason of such holdover. For any month or partial month that Sublessee or any party claiming
by, through or under Sublessee remains in the occupancy of the Sublet Premises after the expiration
or termination of this Sublease, such occupancy shall at Sublessor’s option be construed as tenancy
from month to month only at a monthly Rental equal to the greater of (i) one and one half (1-1/2)
times the Rent and Additional Rent payable for the month prior to expiration or termination of this
Sublease; or (ii) the Rent and Additional Rent and other amounts payable by Sublessor to Landlord
by reason of such holding over. The foregoing shall not be construed as Sublessor’s permission for
Sublessee to hold over and the acceptance by Sublessor of any lesser sum shall be construed as
payment on account and not in satisfaction of damages for such holding over.

     9. Default by Sublessee; Remedies of Sublessor. Sublessee shall be in default under
this Sublease: (i) if Sublessee shall fail to pay Rent or Additional Rent or other amounts as and
when same shall be due hereunder and such failure shall continue for five (5) days after receipt
of written notice of such failure; or (ii) if Sublessee shall fail to comply with any provision of
this Sublease and shall not cure such failure within thirty (30) days after receipt of written
notice thereof, provided however that if the nature of Sublessee’s obligation requires more than
thirty (30) days for compliance and Sublessor shall not be in default under the Prime Lease by
reason thereof, Sublessee shall not be in default if Sublessee commences to cure such default
within such thirty (30) days and thereafter diligently prosecutes same to completion; or (iii) if
any act or omission by Sublessee shall constitute a default under the Prime Lease and Sublessee
shall not cure such default or threatened default within one half of the time period allowed to
cure such default under the Prime Lease. If Sublessee shall be in default under this Sublease,
Sublessor shall have the right, without further notice to Sublessee, to (i) invoke any of the
remedies permitted under the Prime Lease; or (ii) invoke any other remedies permitted by law or in
equity by reason of such default, including the right of injunction.

     10. Prime Lease.

     (a) This Sublease shall be subject and subordinate to the terms, covenants and conditions of
the Prime Lease. Sublessee agrees to abide by and not to do anything which would constitute a
default under the Prime Lease or omit to do anything which would result in a violation of the
terms, covenants and conditions of the Prime Lease.

     (b) The terms, covenants and conditions of the Prime Lease are hereby incorporated herein by
reference with the same force and effect as if fully set forth in this Sublease, except that:

     (i) any reference in the Prime Lease to “Landlord” or “Tenant” shall mean the Sublessor
or Sublessee, respectively; any reference in the Prime Lease to “Premises” shall mean the
Sublet Premises; any reference in the Prime Lease to “Tenant’s Share” shall mean the
Sublessee’s Share; any reference in the Prime Lease to the “term” shall mean the term of this
Sublease; any reference in the Prime Lease to quantities applicable to the Building shall be
adjusted to reflect Sublessee’s Share;

     (ii) the following portions of the Prime Lease shall not be incorporated in this
Sublease: all Sections of the “Summary of Basic Lease Information”, Sections 1.3, 1.4, 2, 4,
16, 21.1, 21.2.2, 21.2.3, 21.2.4, 23.4, 29.13 (except for the last sentence thereof), 29.18,
29.24, 29.37 and 29.39 of the Prime Lease and Exhibits A, B, C, G, I, J and K;

     (iii) any obligation of Landlord to provide a Non-disturbance Agreement shall be satisfied by
any non-disturbance agreement reasonably acceptable to Sublessor;

     (iv) any obligation of Landlord to provide construction, alterations or improvements shall not
apply to this Sublease;

     (v) if the Prime Lease provides Sublessor with any exclusive rights and/or any rights to
renew, or terminate, or rights of first refusal or rights to increase, or decrease the size
of the Sublet Premises, or elect

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to lease other premises, any such right shall be deemed
personal to Sublessor and expressly reserved to Sublessor and shall not be incorporated in
this Sublease;

     (vi) if a conflict between provisions of this Sublease and provisions of the Prime Lease
would permit Sublessee to do or cause to be done any act or thing to be done prohibited by
the Prime Lease, then the provisions of the Prime Lease shall prevail;

     (vii) any provision of the Prime Lease that Landlord’s consent shall not be unreasonably
withheld shall not apply to Sublessor’s consent hereunder, which consent shall be given or not
given by Sublessor in its sole judgment in the event that (a) Landlord shall not have given its
consent under the Prime Lease or (b) the giving of such consent by Sublessor would subject
Sublessor to additional liabilities, costs or expenses as a result thereof; in all other instances,
Sublessor’s consent shall not be unreasonably withheld or delayed or conditioned;

     (viii) if any act or omission by Sublessee shall constitute a default under the Prime Lease,
the time period for Sublessee to cure such default hereunder shall be deemed to be one- half of the
time period to cure such default under the Prime Lease;

     (ix) for purposes of incorporating Section 3.2 (Abatement of Rent) of the Prime
Lease into this Sublease, the term “Abatement Event” shall be deemed to apply to any such
event caused by Landlord, with respect to Landlord’s obligations under the Prime Lease and
any such event caused by Sublessor with respect to Sublessor’s obligations under this
Sublease;

     (x) for purposes of incorporating Section 17 (Estoppel Certificates) of the Prime
Lease into this Sublease, Sublessee shall not be required to disclose any information
regarding Sublessee which has not already been publicly disclosed by Sublessee; and

     (xi) subject to Sublessee’s obligations to abide by and not to do anything that
would constitute a default under the Prime Lease or omit to do anything which would result in
a violation of the terms, covenants and conditions of the Prime Lease, in the event that
any provisions or defined terms set forth in this Sublease conflict with any provision or
defined term of the Prime Lease that is incorporated herein by reference, then the provisions
of this Sublease shall control

       11. Enforcement of Landlord’s Obligations. Sublessor shall have no responsibility
for any representations, warranties, covenants or agreements of Landlord or for performance of any
obligations of Landlord or for any failure of Landlord to perform any of Landlord’s obligations or
for any act or omission of Landlord, except in each case to the extent set forth in this Section
11. In the event that Landlord fails to perform any obligation under the Prime Lease for the
benefit of the Sublet Premises or that effects Sublessee’s use and enjoyment thereof, Sublessor
shall, on written notice from Sublessee, request that Landlord perform such obligation and
Sublessor shall use all commercially reasonable efforts (which expression shall not include
prosecution of any legal action) to obtain performance of such obligation by Landlord in favor of
the Sublet Premises. Notwithstanding the foregoing, if Landlord shall be in default under the
Prime Lease in performance of an obligation in favor of the Sublet Premises or which could
reasonably be expected to impact upon the use or possession of the Sublet premises, Sublessor
shall, on notice from Sublessee and at Sublessee’s expense, prosecute such action as Sublessee
shall reasonably request and deem reasonably appropriate to obtain performance of such obligation
by Landlord. Sublessee shall be entitled to participate with Sublessor in the enforcement of
Sublessor’s rights against Landlord and Sublessee agrees to cooperate with the prosecution of any
such action. Provided that the obligations of Sublessor hereunder or pursuant to the Prime Lease
shall not be increased thereby and the benefits of Sublessor hereunder or pursuant to the Prime
Lease shall not be reduced thereby, Sublessor hereby grants Sublessee the nonexclusive right to
deal directly with Landlord with respect to the performance or nonperformance of any obligations of
Landlord under the Prime Lease with respect to the Premises, the conduct or manner of conduct of
Sublessee’s or Landlord’s activities therein or work to be performed or services to be rendered
therein or thereto by Landlord; it being the intent of the parties hereto that, at its sole expense
and subject to the limitations set forth herein, Sublessee may exercise such rights as are
reasonably necessary or desirable to permit Sublessee to use and occupy the Premises as
contemplated in this Sublease, and not otherwise.

       12. Parking. Sublessee shall be permitted to use 95 of the parking spaces available
to all occupants of the Building (including garage spaces) on a non-exclusive basis. Such parking
spaces will be available to Sublessee without charge except for those charges payable by Sublessee
pursuant to Section 4 of this Sublease. Such use

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shall be subject to the terms and provisions set forth in the Prime Lease. Subject to Landlord’s consent, if required, the parking spaces which
are currently marked “MEMEC” shall be redesignated as reserved for visitors of the Building

     13. Security Deposit; Letter of Credit. Sublessee shall on or before the
Commencement Date deposit with Sublessor a security deposit in the form of a Letter of Credit
conforming to the requirements of the Prime Lease, except that: the “Initial L-C Amount” and the
“L-C Amount” shall be deemed to be as follows: (i) $600,000 from the Commencement Date until June
30, 2009; (ii) $450,000 from July 1, 2009 to June 30, 2010; (iii) $400,000 from July 1, 2010 to
June 30, 2011; (iv) $325,000 from July 1, 2011 to June 30, 2012; and $250,000 thereafter; Sections
21.2.2, 21.2.3, 21.2.4 of the Prime Lease shall not be incorporated in this Sublease and references
to such Sections of the Prime Lease shall not apply to this Sublease; Exhibit H shall be amended so
that the addressee is: “Avnet, Inc., 2211 South 47th Street, Phoenix, AZ 85034, Attn.
Legal Department. The Letter of Credit shall secure Sublessee’s full and faithful performance and
observance of the terms, covenants and conditions of this Sublease, including without limitation
Sublessee’s obligation to restore the Sublet Premises to its condition prior to any alteration by
Sublessee. In the event that Sublessee elects to terminate this Sublease pursuant to Section 17
hereof, the sums payable by Sublessee pursuant to Section 17 hereof shall be paid by Sublessee from
the Letter of Credit.

     14. Notices. In the event that either party shall during the term hereof receive
any notice or other communication with respect to the use and occupancy of the Sublet Premises,
such party shall promptly furnish a copy of same to the other party. Any notice or other
communication which either party shall desire or be required to give to the other shall be deemed
sufficiently given if in writing and sent by registered or certified mail or recognized overnight
carrier addressed to the other party, as follows: to Sublessor at: Avnet, Inc., 2211 South
47th Street, Phoenix, AZ 85034, Attn: Corporate Real Estate Department; with a copy sent
concurrently to: Avnet, Inc., 2211 South 47th Street, Phoenix, AZ 85034, Attn: Legal
Department; and to Sublessee, as follows: prior to the Commencement Date at 12750 High Bluff Drive,
San Diego, CA 92130 Attn. Matt Onaitis and from and after the Commencement Date at the Sublet
Premises Attn. Matt Onaitis.

     15. Real Estate Broker. Each party represents to the other that except for Colliers
International and CB Richard Ellis, Inc., such party has dealt with no real estate broker, agent,
finder or other person acting as such in connection with this transaction. Each party shall
indemnify and hold the other harmless from and against any and all claims, judgments, suits, costs,
reasonable attorney’s fees and other expenses which the other may incur by reason of claims of any
person, firm or corporation for a brokerage commission, finder’s fee or other compensation based
upon any alleged negotiations or dealings by such party contrary to the foregoing representation.
Sublessor shall pay the brokerage commission payable in connection with this transaction to
Colliers International and CB Richard Ellis, Inc. pursuant to separate agreement specifying such
brokerage commission.

     16. Representations of the Parties.

     (a) Sublessee represents to Sublessor that except as expressly set forth in this Sublease,
neither Sublessor nor its agents or representatives have made any representations or promises with
respect to the physical condition of the Premises or the lands and buildings of which the Premises
are a part or the expenses of operation, availability of utilities and services, zoning ordinances
or other legal requirements or any other matter or thing related thereto.

     (b) Sublessor represents to Sublessee that: (i) Exhibit A constitutes a true, correct and
complete copy of the Prime Lease, and comprises the entire understanding and agreement of Landlord
and Sublessor with respect to the Premises, (ii) the Prime Lease is in full force and effect in
accordance with its terms, and (iii) neither Landlord nor Sublessor is in default under the Prime
Lease and (iii) to Sublessor’s knowledge, no condition exists that with notice and/or the
passage of time would constitute a default under the Prime Lease; and (iv) to Sublessor’s
knowledge, the Building and the Sublet Premises are in compliance with all laws and regulations
applicable to its present uses.

     17. Option to Terminate. Sublessee shall have a one time right to terminate this
Sublease effective at the end of the thirty-sixth (36th) month of the term. Such option
shall not be effective unless: (i) Sublessee shall provide Sublessor with at least eight (8) months
prior written notice of its election to terminate; and (ii) Sublessee shall pay to Sublessor prior
to the end of the thirty fifth (35th) month of the term (the “Termination Payment Date”)
a termination fee equal to the sum of (i) $350,000 plus (ii) if on the Termination Payment Date
Sublessor has not removed the portion of the stairway between the 4th and 5th
floor that is below the 5th floor one-third (1/3) of the costs reasonably estimated by
Sublessor to be incurred for removal of the slab and flooring restored pursuant to Section 2(b)
hereof and reinstallation of the portion of the stairway from the 4th to the
5th floor. Sublessor shall provide written notice of such estimate at least thirty (30)
days prior to the end of the 35th month of the term. In the event that following such
work Sublessor’s actual costs shall be greater than the sum estimated, Sublessee shall

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pay
Sublessor 1/3 of any deficiency. In the event that following such work Sublessor’s actual costs
shall be less than the sum estimated, Sublessor shall reimburse Sublessee 1/3 of any overpayment.
The foregoing payment by Sublessee shall be made by drawing down such sum from the Letter of Credit
described in Section 13 hereof.

     18. Landlord Approval. This Sublease shall not be effective unless and until
Sublessor shall have obtained the written consent of Landlord to this Sublease and an estoppel
certificate from Landlord in form reasonably acceptable to Sublessee. In the event that such
written consent and estoppel certificate are not obtained within fifteen (15) days from the date
hereof, either party may cancel this Sublease by notice to the other party delivered prior to
receipt by Sublessor and Sublessee of such written consent of Landlord and such estoppel
certificate. Sublessor shall use reasonable commercial efforts to diligently obtain such
consent and estoppel certificate and Sublessee shall use reasonable commercial efforts to cooperate
with Sublessor.

     19. Continuation of Prime Lease. Sublessor hereby agrees that it shall
abide by all of its obligations under the Prime Lease, and that it shall take all commercially
reasonable actions as shall be necessary to maintain the existence and effectiveness of the Prime
Lease and the Sublessor’s interest thereunder. Sublessor further covenants that it shall take all
commercially reasonable actions to defend any claims by Landlord that Sublessor has breached the
Prime Lease, and shall pursue all commercially reasonable means of opposing any efforts by Landlord
to terminate the Prime Lease or otherwise take any action that would diminish Sublessee’s rights
under this Sublease by reason of such breach. Sublessor agrees that it shall not voluntarily
modify or terminate the Prime Lease in a manner that reduces Sublessee’s rights under this Sublease
or increases Sublessee’s obligations under this Sublease without Sublesee’s prior written consent.
IN THE EVENT THAT SUBLESSEE’S RIGHT TO OCCUPY THE SUBLET PREMISES PURSUANT TO THIS SUBLEASE IS
TERMINATED AS A RESULT OF SUBLESSOR (I) ENTERING INTO AN AGREEMENT TO MODIFIY OR TERMINATE THE
PRIME LEASE IN VIOLATION OF THE PROVISIONS OF THIS SUBLEASE WITHOUT THE CONSENT OF SUBLESSEE, (II)
CAUSING A BREACH UNDER THE PRIME LEASE THAT RESULTS IN A TERMINATION OF THE PRIME LEASE, OR (III)
OTHERWISE BREACHING A COVENANT SET FORTH IN THIS SECTION 19, THEN SUBLESSOR AND SUBLESSEE AGREE
THAT IT WOULD BE IMPRACTICAL AND EXTREMELY DIFFICULT TO ESTIMATE THE DAMAGES WHICH SUBLESSEE MAY
SUFFER DUE TO THE BREACH OF THE COVENANTS SET FORTH IN THIS SECTION 19. THEREFORE, SUBLESSOR AND
SUBLESSEE DO HEREBY AGREE THAT A REASONABLE ESTIMATE OF THE TOTAL NET DETRIMENT THAT SUBLESSEE
WOULD SUFFER IN THE EVENT THAT SUBLESSOR BREACHES ITS COVENANTS IN THIS SECTION 19 IS AND SHALL BE,
AS SUBLESSEE’S SOLE AND EXCLUSIVE REMEDY (WHETHER AT LAW OR IN EQUITY) FOR SUCH BREACH, AN AMOUNT
EQUAL TO THE FOLLOWING:

     1. IF SUCH BREACH OCCURS DURING THE FIRST YEAR OF THE TERM OF THIS SUBLEASE,
$750,000;

     2. IF SUCH BREACH OCCURS DURING THE SECOND YEAR OF THE TERM OF THIS SUBLEASE, $500,000;

AND

     3. IF SUCH BREACH OCCURS AFTER THE SECOND YEAR OF THE TERM OF THIS SUBLEASE, $350,000.

SAID AMOUNT SHALL BE THE FULL, AGREED AND LIQUIDATED DAMAGES FOR THE BREACH OF THE COVENANTS
SET FORTH IN THIS SECTION 19 BY SUBLESSOR, ALL OTHER CLAIMS TO DAMAGES OR OTHER REMEDIES F0R SUCH
BREACH BEING HEREIN EXPRESSLY WAIVED BY SUBLESSEE. THE PARTIES ACKNOWLEDGE THAT THE PAYMENT OF
SUCH LIQUIDATED DAMAGES IS NOT INTENDED AS A FORFEITURE OR PENALTY WITHIN THE MEANING OF CALIFORNIA
CIVIL CODE SECTIONS 3275 OR 3369, BUT IS INTENDED TO CONSTITUTE LIQUIDATED DAMAGES TO SUBLESSEE
PURSUANT TO CALIFORNIA CIVIL CODE SECTIONS 1671, 1676 AND 1677. SUBLESSEE HEREBY WAIVES CALIFORNIA
CIVIL CODE SECTION 3389. NOTWITHSTANDING THE FOREGOING, THE WAIVERS SET FORTH IN THIS SECTION
SHALL NOT PRECLUDE SUBLESSEE FROM PURSUING OTHER REMEDIES THAT MAY BE AVAILABLE TO SUBLESSEE AT LAW
OR IN EQUITY WITH RESPECT TO ANY BREACHES BY SUBLESSOR OF ANY OTHER PROVISION OF THIS SUBLEASE.

	 	 	 	 	 
	 

	 	 
	 	 
	 

	 	Sublessee’s Initials
	 	Sublessor’s Initials

7

 

20. Miscellaneous.

     a. Where the context so permits or requires, the terms of this Sublease shall survive the
expiration or termination of this Sublease.

     b. The following exhibits are attached to and form a part of this Sublease:

Exhibit A — Sublet Premises

Exhibit B — Prime Lease

Exhibit C — Furniture and Equipment

Exhibit D — Security Equipment

Exhibit E — First Floor Plans

     c. This Sublease contains the entire agreement between the parties relative to the subject
matter hereof, and all negotiations, understandings and agreements related to the subject matter
hereof are merged in this Sublease. This Sublease may not be altered, changed or amended except by
a written agreement between Sublessor and Sublessee.

     IN WITNESS WHEREOF, Sublessor and Sublessee have executed this Sublease as of the date and
year first above written.

	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 
	SUBLESSOR:	 	 	 	SUBLESSEE:	 	 	 	 	 	 
	Avnet, Inc.	 	 	 	Somaxon Pharmaceuticals, Inc	 	 
	 
	 	 	 	 	 	 	 	 	 	 	 	 	 	 
	By: 	/s/ Raymond Sadowski	 	 	By: 	/s/ Meg M. McGilley	 	 
	 	 	 	 	 	 	 	 	 	 
	Name
	 	Raymond Sadowski	 	 	 	 	Name: Meg M. McGilley	 	 
	Title
	 	Sr. VP and CFO	 	 	 	 	Title: VP Finance and CFO	 	 

8

 

Exhibit A

Sublet Premises

9

 

Exhibit B

Prime Lease

10

 

Exhibit C

Furniture and Equipment

11

 

Exhibit D

Security Equipment

(see Section 2(a)

Inside first floor lobby glass doors will require card key access for entry to first floor.

Elevators will require card key access for entry to elevators (access is not specific to any
floor).

Stairwell re-entry will require manual code entry (specific to each floor) to activate locking
devices for re-entry to all floors above 1st floor.

Upgrade

(see Section 2(b)

Elevators will require card key access for entry to elevators (access specific to 5th floor).

12

 

Exhibit E

First Floor Plans

13EX-10.10

 

Exhibit 10.10

CHART INDUSTRIES, INC.

AMENDED AND RESTATED MANAGEMENT STOCKHOLDER’S AGREEMENT

          This Amended and Restated Management Stockholder’s Agreement (this “Agreement”) is
made and entered into on                     , 2006, by and among Chart Industries, Inc., a Delaware corporation
(the “Company”), FR X Chart Holdings LLC, a Delaware limited liability company (“First
Reserve”), and                      (the “Management Stockholder”).

R E C I T A L S

          WHEREAS, the Company, First Reserve and the Management Stockholder desire to set forth certain
understandings with respect to the Management Stockholder’s holdings of shares of the Company’s
common stock, par value $0.01 per share (the “Common Stock”), as set forth herein.

          WHEREAS, the Company, First Reserve and the Management Stockholder entered into a Management
Stockholder’s Agreement, made and entered into as of                      (the “Original Agreement”)
and now desire to amend and restate the Original Agreement.

          WHEREAS, subject to and upon the completion of the initial public offering of the capital
stock of the Company, this Agreement restates, integrates and amends the provisions of the Original
Agreement and such amendment, integration and restatement shall be deemed effective as of April 1,
2006.

          WHEREAS, the Management Stockholder was granted options to acquire shares of Common Stock
pursuant to the terms set forth below and the terms of the Chart Industries, Inc. 2005 Stock
Incentive Plan and the Stock Option Agreement[s] dated as of [insert applicable date[s]] entered
into between the Company and the Management Stockholder.

          NOW, THEREFORE, in consideration of the foregoing recitals, the mutual promises hereinafter
set forth, and other good and valuable consideration, the receipt and sufficiency of which are
hereby acknowledged, the parties hereto agree as follows:

1. PIGGYBACK REGISTRATION RIGHTS.

     1.1 Definitions. For purposes of this Section 1:

          (a) Registration. The terms “register,” “registered,” and
“registration” refer to a registration effected by preparing and filing a registration
statement in compliance with the Securities Act and the declaration or ordering of or automatic
effectiveness of such registration statement.

1

 

          (b) Registrable Securities. The term “Registrable Securities” means all
shares of Common Stock (or any securities issued in respect thereof, or in substitution thereof)
now beneficially owned or hereinafter acquired by a stockholder of the Company having registration
rights under this Agreement or otherwise. Notwithstanding the foregoing, “Registrable Securities”
shall cease to be Registrable Securities once (i) such Registrable Securities are sold or
transferred by a stockholder (but not including any transfer to a member of the Immediate Family of
such stockholder or to a trust or other entity for the benefit of the stockholder or his or her
Immediate Family), whether pursuant to Rule 144 promulgated under the Securities Act (or its
successor) (“Rule 144”), or in a registered offering, or otherwise, or (ii) all Registrable
Securities owned by the holder of such Registrable Securities may be sold or transferred in
the manner permitted under Rule 144(k) promulgated under the Securities Act (or its
successor) .

          (c) Shelf Registration. The term “Shelf Registration” shall mean a
registration effected on Form S-3 pursuant to Rule 415 promulgated under the Securities Act (or its
successor) on a continuous basis for the period requested.

     1.2 Piggyback Registrations.

          (a) Notices. If the Management Stockholder owns Registrable Securities, the Company
shall promptly notify the Management Stockholder in writing (a “Piggyback Notice”) prior to
filing any registration statement under the Securities Act for purposes of effecting an offering of
Common Stock (or any securities issued in respect thereof, or in substitution thereof) of the
Company (excluding registration statements relating to the initial public offering of securities of
the Company and registration statements relating to any employee benefit plan or a corporate
merger, acquisition or reorganization). Subject to Section 1.2(b), the Company will afford the
Management Stockholder an opportunity to include in such registration statement all or any part of
the Registrable Securities then held by the Management Stockholder. If the Management Stockholder
desires to include in any such registration statement all or any part of the Registrable Securities
held by the Management Stockholder, the Management Stockholder shall (except as provided in Section
1.2(e)) within ten (10) days after receipt of the Piggyback Notice so notify the Company in
writing, and in such notice shall inform the Company of the number of Registrable Securities the
Management Stockholder wishes to include in such registration statement. If the Management
Stockholder decides not to include all of such Management Stockholder’s Registrable Securities in
any such registration statement, the Management Stockholder shall nevertheless continue to have the
right to include any Registrable Securities in any subsequent registration statement or
registration statements as may be filed by the Company with respect to offerings of its securities,
all upon the terms and conditions set forth in this Agreement.

          (b) Underwriting. If a registration statement referred to in the Piggyback Notice is
for an underwritten offering, then the Company shall so advise the Management Stockholder in the
Piggyback Notice. In such event, the right of the Management Stockholder to include Registrable
Securities in such a registration shall be conditioned upon the Management Stockholder’s
participation as a selling stockholder in such underwriting and the inclusion of the
Management Stockholder’s Registrable Securities in the underwriting as provided herein. If
the Management Stockholder proposes to sell Registrable Securities through such underwriting, the

2

 

Management Stockholder shall enter into an underwriting agreement in customary form with the
managing underwriter or underwriters selected for such underwriting. Notwithstanding any other
provision of this Agreement, if the managing underwriter(s) determine(s) in good faith that
marketing factors require a limitation of the number of shares to be underwritten, then the Company
shall so advise the Management Stockholder, and the managing underwriter(s) may exclude shares of
the Management Stockholder’s Registrable Securities from the registration and the underwriting, and
the number of shares that will be included in the registration and the underwriting shall be
allocated first to the Company, and second, to each holder of Common Stock (or any
securities issued in respect thereof, or in substitution thereof) with registration rights
requesting inclusion of their Registrable Securities in such registration statement on a pro rata
basis based on the total number of Registrable Securities then held by each such holder of Common
Stock (or any securities issued in respect thereof, or in substitution thereof) with registration
rights. If the Management Stockholder disapproves of the terms of any such underwriting, the
Management Stockholder may elect to withdraw therefrom by written notice to the Company and the
underwriter(s), delivered at least ten (10) business days prior to the effective date of the
registration statement (but notwithstanding the foregoing, except in the event of a Shelf
Registration, the Management Stockholder shall have a minimum of 5 days to elect to withdraw after
receiving written notice of the terms of such underwriting). Any Registrable Securities excluded
or withdrawn from such underwriting shall be excluded and withdrawn from such registration.

          (c) Expenses. All expenses incurred in connection with a registration pursuant to
this Section 1.2 (excluding underwriters’ and brokers’ discounts and commissions relating to shares
sold by the selling stockholders), including, without limitation all federal and “blue sky”
registration, filing and qualification fees, printers’ and accounting fees, fees and disbursements
of counsel for the selling stockholders (selected by the Company with the consent of participating
stockholders holding a majority of Registrable Securities being registered), and fees and
disbursements of counsel for the Company, shall be borne by the Company. The Management
Stockholder, if participating in a registration pursuant to this Section 1.2, shall bear the
Management Stockholder’s proportionate share (based on the total number of Registrable Securities
sold in such registration other than for the account of the Company) of all discounts, commissions
or other amounts payable to underwriters or brokers in connection with such offering by the selling
stockholders.

          (d) Withdrawal Right. Notwithstanding any provision contained in this Section 1.2 to
the contrary, the Company or the selling stockholder initiating a registration shall have the right
to terminate or withdraw any registration statement initiated by it prior to the effectiveness of
such registration statement whether or not the Management Stockholder has elected to include
Registrable Securities in such registration statement.

          (e) Shelf Registrations. In the event the Company commences a Shelf Registration and
the Management Stockholder desires to include all or any part of the Management Stockholder’s
Registrable Securities in such Shelf Registration pursuant to Section 1.2(a):

3

 

          (i) the Management Stockholder will not have a right to participate in any Shelf
Registration in which, in the good faith judgment of the disinterested members of the Board
of Directors of the Company (the “Board”) and the stockholder (if any) initiating
such Shelf Registration, it would not be reasonably practicable for the Management
Stockholder to participate given the proposed timing of the Shelf Registration (each such
Shelf Registration, an “Overnight Deal”), provided, that the disinterested members
of the Board and the stockholder (if any) initiating such Overnight Deal shall inform the
Management Stockholder of such Overnight Deal promptly after its consummation; and

          (ii) the Management Stockholder shall, within two business days after receipt of the
Piggyback Notice for a Shelf Registration (other than an Overnight Deal), so notify the
Company in writing, and, in such notice, shall inform the Company of the number of
Registrable Securities the Management Stockholder wishes to include in such Shelf
Registration.

     1.3 Lock-ups. With respect to any underwritten offering in which the Company or a
holder of Registrable Securities is selling Common Stock (or any securities issued in respect
thereof, or in substitution thereof), beginning on (a) the effective date of a registration
statement filed by the Company (in the case of a registration statement other than a Shelf
Registration) or (b) the date of the underwriting agreement executed in connection with a Shelf
Registration (each an “Effective Date”), the Management Stockholder, whether or not the
Management Stockholder is participating in such offering, agrees to not effect any issuance, sale,
transfer, assignment, pledge, conveyance (including, without limitation, taking any short position
in), or repurchase of Common Stock (or any securities of the Company exchangeable or convertible
into Common Stock) (except that this Section 1.3 shall not apply to the sale of securities as part
of the underwriting, or stock option exercise or other securities transactions solely with the
Company) for a period of 90 days (180 days in the case of the Company’s initial underwritten public
offering) after the Effective Date (the “Lock-up Period”) or such longer time (not to
exceed an additional 90 days) as requested by the underwriters for such offering and agreed to by
the stockholders holding a majority of the Registrable Securities being included in such offering
in its sole discretion. The Management Stockholder agrees to enter into customary lock-up
agreements with an underwriter consistent with the terms of this Section 1.3.

     1.4 Furnish Information. The Management Stockholder, as a condition to participation
in any registration or offering contemplated by this Section 1, agrees to furnish to the Company
such information regarding the Management Stockholder, the Registrable Securities held by the
Management Stockholder, and the intended method of disposition of such securities as shall be
reasonably requested by the Company or otherwise required to timely effect the Registration of the
Management Stockholder’s Registrable Securities.

     1.5 Custody Agreement and Power of Attorney. The Management Stockholder will, if requested by the Company, contemporaneously with
notifying the Company of the Management Stockholder’s desire to participate in a registration,
execute and deliver a custody agreement and power of attorney in form and substance reasonably
satisfactory to the Company with respect to any Registrable Securities of the Management
Stockholder to be registered

4

 

pursuant to this Section 1 (a “Custody Agreement and Power of
Attorney”). The Custody Agreement and Power of Attorney will provide, among other things, that
the Management Stockholder will deliver to and deposit in custody with the custodian and
attorney-in-fact named therein a certificate or certificates representing such Registrable
Securities (duly endorsed in blank by the registered owner or owners thereof or accompanied by duly
executed stock powers in blank) and irrevocably appoint said custodian and attorney-in-fact as the
Management Stockholder’s agent and attorney-in-fact with full power and authority to act under the
Custody Agreement and Power of Attorney on the Management Stockholder’s behalf with respect to the
matters relating to such registration specified therein.

     1.6 Procedure and Indemnification. To the extent commercially practicable, customary
and market registration procedures and indemnification procedures shall apply to Registrable
Securities included by a Management Stockholder in any registration.

2. TAG-ALONG RIGHTS.

     2.1 Tag-Along Rights. If First Reserve wishes to Transfer Common Stock other than
pursuant to a registered offering, a Transfer pursuant to Rule 144, a Transfer by First Reserve
with the approval of a majority of the members of the Board not affiliated with First Reserve or a
Transfer by First Reserve or an FRC Affiliate to any other FRC Affiliate, to the partners of First
Reserve or to Company employees, then First Reserve shall deliver a notice (the “Tag-Along
Notice”) to the Management Stockholder which shall state First Reserve’s intention to sell
Common Stock to one or more persons, the amount of Common Stock to be sold, the purchase price
therefor, and a summary of the other material terms of the proposed Transfer. Subject to the terms
and conditions of this Article 2, the Management Stockholder shall have the right, exercisable upon
written notice to First Reserve within ten (10) days after receipt of the Tag-Along Notice, to
participate in such sale of Common Stock on the same terms and conditions as set forth in the
Tag-Along Notice, up to the total number of shares of Common Stock equal to the product of (a) the
total number of shares of Common Stock included in the Tag-Along Notice; multiplied by (b) a
quotient found by dividing the total number of shares of Common Stock owned by the Management
Stockholder (including any shares of Common Stock the Management Stockholder is entitled to acquire
under any unexercised portion of an option or other right, to the extent such options or other
rights are then exercisable or would become exercisable as a result of the consummation of the
proposed transaction) by the total number of shares of Common Stock owned by First Reserve, the
Management Stockholder, and all stockholders that are participating in the sale of Common Stock
pursuant to similar tag-along rights; provided that, if the Management Stockholder (i) is required
to provide any representations or indemnities in connection with such Transfer (other than
representations and indemnities concerning title and
authority, power and right to enter into and consummate the Transfer without contravention of
any law or agreement), liability for misrepresentation or indemnity shall (as to the Management
Stockholder) be expressly stated to be several but not joint and the Management Stockholder shall
not be liable for more than the Management Stockholder’s pro rata share (based on the number of
shares of Common Stock being Transferred by all stockholders and the number of shares of Common
Stock being Transferred by the Management Stockholder) of any liability for misrepresentation or
indemnity; and provided, further, that the Management Stockholder shall be obligated to pay only
its pro rata share (based

5

 

on the number of shares of Common Stock being Transferred by all
stockholders and the number of shares of Common Stock being Transferred by the Management
Stockholder) of expenses incurred in connection with a consummated sale pursuant to this Article 2.
To the extent any such stockholders exercise such right of participation (each such stockholder, a
“Participating Stockholder”), the number of shares of Common Stock that First Reserve may
sell in the transaction shall be correspondingly reduced by the aggregate number of shares included
in the transaction by all Participating Stockholders. The Management Stockholder shall effect the
Management Stockholder’s participation in the sale by promptly delivering to First Reserve for
transfer to the prospective purchaser one or more certificates, properly endorsed for transfer,
which represent the number of shares of Common Stock which the Management Stockholder elects to
sell. Upon the consummation of a Transfer pursuant to this Article 2, all of the participants
therein will receive the same form and amount of consideration per share. If a Transfer proposed
pursuant to this Article 2 is not consummated and the Management Stockholder had elected to
participate in such Transfer, the Company (or its designated agent) shall notify the Management
Stockholder, and return to the Management Stockholder, to the extent previously provided, all
certificates representing shares of Common Stock that the Management Stockholder had delivered.

     2.2 Further Sales. To the extent the Management Stockholder does not exercise the
Management Stockholder’s rights under Section 2.1 with respect to the sale of Common Stock subject
to a Tag-Along Notice, First Reserve may, not later than 60 days following delivery to the
Management Stockholder of the Tag-Along Notice (or such longer period as may be required to obtain
regulatory approval therefor), conclude a Transfer of the Common Stock covered by the Tag-Along
Notice on terms and conditions equal to those described in the Tag-Along Notice. Any proposed
Transfer on terms and conditions other than those described in the Tag-Along Notice or any proposed
Transfer of any Common Stock by First Reserve after such sixty day period (or such longer period as
may be required to obtain regulatory approval therefor) shall again be subject to the tag-along
rights of the Management Stockholder and shall require compliance by First Reserve with the
procedures described in this Article 2.

     2.3 Termination of Tag-Along Rights. This Article 2 and rights granted hereunder
shall terminate upon such date as First Reserve and all FRC Affiliates, as a whole, cease to be the
beneficial owner (as such term is defined in Rule 13d-3 under the Securities Exchange Act of 1934
or any successor rule) of at least thirty percent (30%) of the then outstanding Common Stock.

3. AMENDMENT; ASSIGNMENT.

          This Agreement may be amended only by a written instrument signed by each of the parties
hereto. No party may assign, delegate or otherwise transfer any of its rights or obligations under
this Agreement without the consent of the other parties hereto except as set forth in this
Agreement; provided, that the Company may assign, delegate or otherwise transfer any of its
rights under this Agreement to First Reserve or any FRC Affiliate so long as First Reserve or such
FRC Affiliate consents in writing to such assignment, delegation or transfer.

6

 

4. LEGEND.

          Each certificate representing shares of capital stock of the Company now or hereafter owned by
the Management Stockholder shall be endorsed with the following legend, to the extent so required
by the Securities Act or any applicable securities law:

THE SECURITIES REPRESENTED HEREBY HAVE NOT BEEN REGISTERED UNDER THE SECURITIES ACT
OF 1933, AS AMENDED (THE “ACT”), OR UNDER THE SECURITIES LAWS OF ANY STATE. THESE
SECURITIES ARE SUBJECT TO RESTRICTIONS ON TRANSFERABILITY AND RESALE AND MAY NOT BE
TRANSFERRED OR RESOLD EXCEPT AS PERMITTED UNDER THE ACT AND THE APPLICABLE STATE
SECURITIES LAWS, PURSUANT TO REGISTRATION OR EXEMPTION THEREFROM. STOCKHOLDERS
SHOULD BE AWARE THAT THEY MAY BE REQUIRED TO BEAR THE FINANCIAL RISKS OF THIS
INVESTMENT FOR AN INDEFINITE PERIOD OF TIME. THE ISSUER OF THESE SECURITIES MAY
REQUIRE AN OPINION OF COUNSEL IN FORM AND SUBSTANCE SATISFACTORY TO THE ISSUER TO
THE EFFECT THAT ANY PROPOSED TRANSFER OR RESALE IS IN COMPLIANCE WITH THE ACT AND
ANY APPLICABLE STATE SECURITIES LAWS.

5. MANAGEMENT STOCKHOLDER’S REPRESENTATIONS, WARRANTIES AND AGREEMENTS.

     5.1 The Management Stockholder acknowledges that the Management Stockholder has been advised
that a restrictive legend in the form set forth in Section 4 shall be placed on the certificates
representing the Common Stock.

     5.2
If any shares of the Common Stock are to be disposed of in accordance with an applicable
resale exemption or otherwise, the Management Stockholder shall promptly notify the Company of such
intended disposition and shall deliver to the Company at, or prior to, the time of such disposition
such documentation as the Company may reasonably request in connection with such sale and, in the
case of a disposition pursuant to Rule 144, shall deliver to the Company an executed copy of any
notice on Form 144 required to be filed with the SEC.

     5.3 The Management Stockholder represents and warrants that (a) with respect to the Common
Stock, the Management Stockholder has received and reviewed the available information relating to
the Common Stock, including having received and reviewed the documents related thereto, certain of
which documents set forth the rights, preferences and restrictions relating to securities
convertible or exercisable into Common Stock (the “Stock Rights”) and the Common Stock
underlying the Stock Rights and (b) the Management Stockholder has been given the opportunity to
obtain any additional information or documents and to ask questions and receive answers about such
information, the Company and the business and prospects of the Company which the Management
Stockholder deems necessary to evaluate the merits and risks related to the Management
Stockholder’s investment in the Common Stock

7

 

and to verify the information contained in the
information received as indicated in this Section 5.3, and the Management Stockholder has relied
solely on such information.

     5.4 The Management Stockholder further represents and warrants that (a) the Management
Stockholder’s financial condition is such that the Management Stockholder can afford to bear the
economic risk of holding the Common Stock for an indefinite period of time and has adequate means
for providing for the Management Stockholder’s current needs and personal contingencies, (b) the
Management Stockholder can afford to suffer a complete loss of the Management Stockholder’s
investment in the Common Stock, (c) the Management Stockholder understands and has taken cognizance
of all risk factors related to the Common Stock, and (d) the Management Stockholder’s knowledge and
experience in financial and business matters are such that the Management Stockholder is capable of
evaluating the merits and risks of the Common Stock as contemplated by this Agreement.

6. GENERAL PROVISIONS.

     6.1 Notices. Except as may be otherwise provided herein, all notices, requests,
waivers and other communications made pursuant to this Agreement shall be in writing and shall be
conclusively deemed to have been duly given (a) when hand delivered to the other party; (b) when
received when sent by facsimile at the address and number set forth below; (c) three (3) business
days after deposit in the U.S. mail with first class or certified mail receipt requested postage
prepaid and addressed to the parties as set forth below; or (d) the next business day after deposit
with a national overnight delivery service, postage prepaid, addressed to the parties as set forth
below
with next-business-day delivery guaranteed, provided that the sending party receives a
confirmation of delivery from the delivery service provider.

To the Company:

Chart Industries, Inc.

One Infinity Corporate Centre Drive, Suite 300

Garfield Heights, Ohio 44125

Attn: Chief Financial Officer and Secretary

Fax: (440) 753-1491

and a copy to:

First Reserve Corporation

One Lafayette Place

Greenwich, CT 06830

Attn: Thomas R. Denison

Fax Number: (203) 661-6729

and a copy to:

Simpson Thacher & Bartlett LLP

425 Lexington Avenue

New York, New York 10017

8

 

Attn: Patrick J. Naughton

Fax Number: (212) 455-2502

To the Management Stockholder:

To the Management Stockholder’s address of record on the books of the Company

          Each person making a communication hereunder by facsimile shall promptly confirm by telephone
to the person to whom such communication was addressed each communication made by it by facsimile
pursuant hereto but the absence of such confirmation shall not affect the validity of any such
communication. A party may change or supplement the addresses given above, or designate additional
addresses, for purposes of this Section 6.1 by giving the other parties written notice of the new
address in the manner set forth above.

     6.2 Entire Agreement; Interpretation; Termination of Prior Agreements. This Agreement
contains the entire agreement and understanding of the parties with respect to the subject matter
hereof (other than any additional restrictions on transfer and repurchase rights and other rights
contained in subscription or restricted stock agreements, employment/consulting agreements or stock
option agreements between the Company and the Management Stockholder) and supersedes any and all
prior negotiations, correspondence,
agreements, understandings, duties or obligations between the parties respecting the subject
matter of this Agreement, including, without limitation, the Original Agreement.

     6.3 Severability. If one or more provisions of this Agreement are held to be
unenforceable under applicable law, then such provision(s) shall be excluded from this Agreement
and the balance of this Agreement shall be interpreted as if such provision(s) were so excluded and
shall be enforceable in accordance with its terms.

     6.4 Third Parties. Nothing in this Agreement, express or implied, is intended to
confer, and it shall not confer, upon any person, other than the parties hereto and their permitted
successors and assigns, any rights or remedies under or by reason of this Agreement.

     6.5 Successors and Assigns. Subject to the provisions of Section 2, the provisions of
this Agreement shall inure to the benefit of, and shall be binding upon, the successors and
permitted assigns of the parties hereto.

     6.6 Captions. The captions to sections of this Agreement have been inserted for
identification and reference purposes only and shall not be used to construe or interpret this
Agreement.

     6.7 Counterparts. This Agreement may be executed in counterparts, each of which shall
be deemed an original, but all of which together shall constitute one and the same instrument.
Facsimile signatures to this Agreement shall be valid for all purposes.

     6.8 Arbitration. Any controversy, dispute, or claim arising out of, in connection
with, or in relation to, the interpretation, performance or breach of this Agreement, including,
without

9

 

limitation, the validity, scope, and enforceability of this section, may at the election of
any party, be solely and finally settled by arbitration conducted in New York, New York, by and in
accordance with the then existing rules for commercial arbitration of the American Arbitration
Association, or any successor organization and with the Expedited Procedures thereof (collectively,
the “Rules”). Each of the parties hereto agrees that such arbitration shall be conducted
by a single arbitrator selected in accordance with the Rules; provided that such arbitrator shall
be experienced in deciding cases concerning the matter which is the subject of the dispute. Any of
the parties may demand arbitration by written notice to the other and to the Arbitrator set forth
in this Section 6.8 (“Demand for Arbitration”). Each of the parties agrees that if
possible, the award shall be made in writing no more than 30 days following the end of the
proceeding. Any award rendered by the
arbitrator(s) shall be final and binding and judgment may be entered on it in any court of
competent jurisdiction. Each of the parties hereto agrees to treat as confidential the results of
any arbitration (including, without limitation, any findings of fact and/or law made by the
arbitrator) and not to disclose such results to any unauthorized person. The parties intend that
this agreement to arbitrate be valid, enforceable and irrevocable. In the event of any arbitration
with regard to this Agreement, each party shall pay its own legal fees and expenses, provided,
however, that the parties agree to share the cost of the Arbitrator’s fees.

     6.9 Governing Law. THIS AGREEMENT SHALL BE GOVERNED BY AND CONSTRUED EXCLUSIVELY IN
ACCORDANCE WITH THE INTERNAL LAWS OF THE STATE OF DELAWARE, EXCLUDING THAT BODY OF LAW RELATING TO
CONFLICT OF LAWS AND CHOICE OF LAW.

     6.10 Jurisdiction. Except as set forth in Section 6.8, the parties hereby irrevocably
submit and consent to the nonexclusive jurisdiction of the State and Federal Courts located in the
State of New York with respect to any action or proceeding arising out of this Agreement or any
matter arising therefrom or relating thereto. In any such action or proceeding, the Management
Stockholder waives personal service of the summons and complaint or other process and papers
therein and agrees that the service thereof may be made by mail directed to the Management
Stockholder at the address for the Management Stockholder provided herein, service to be deemed
complete seven (7) days after mailing, or as permitted under the rules of either of said courts.

     6.11 Recapitalizations, etc. The provisions of this Agreement shall apply, to the
full extent set forth herein with respect to the Common Stock or the Stock Rights, to any and all
shares of capital stock of the Company or any capital stock, partnership units or any other
security evidencing ownership interests in any successor or assign of the Company (whether by
merger, consolidation, sale of assets or otherwise) which may be issued in respect of, in exchange
for, or substitution of the Common Stock or the Stock Rights by reason of any stock dividend,
split, reverse split, combination, recapitalization, liquidation, reclassification, merger,
amalgamation, consolidation or otherwise.

     6.12 Management Stockholder’s Employment by the Company. Nothing contained in this
Agreement or in any other agreement entered into by the Company and the Management Stockholder
contemporaneously with the execution of this Agreement (subject to, and except as

10

 

set forth in, the
applicable provisions of any offer letter or letter of employment provided to the Management
Stockholder by the Company or any employment agreement entered by and between the Management
Stockholder and the Company) (a) obligates the Company or any subsidiary of the Company to employ
the Management Stockholder in any capacity whatsoever or (b) prohibits or restricts the Company (or
any such subsidiary) from terminating the employment of the Management Stockholder at any time or
for
any reason whatsoever, with or without cause, and the Management Stockholder hereby
acknowledges and agrees that neither the Company nor any other person has made any representations
or promises whatsoever to the Management Stockholder concerning the Management Stockholder’s
employment, except as what may be outlined in Management Stockholder’s employment agreement, or
continued employment by the Company or any subsidiary of the Company.

     6.13 Withholding. First Reserve, the FRC Affiliates, the Company or its subsidiaries
shall have the right to deduct from any payment made under this Agreement to the Management
Stockholder any federal, state or local income or other taxes required by law to be withheld with
respect to such payment.

     6.14 Confidential Information; Covenant Not to Compete.

          (a) In consideration of the Company entering into this Agreement with the Management
Stockholder, the Management Stockholder hereby agrees effective as of the date hereof, that without
the Company’s prior written consent, the Management Stockholder shall not, directly or indirectly,
(i) at any time during or after the Management Stockholder’s employment with the Company or its
subsidiaries, disclose any Confidential Information (as defined below) pertaining to the business
of the Company or any of its subsidiaries (except when required to perform the Management
Stockholder’s duties to the Company or one of its subsidiaries, or required by law or judicial
process) or disparage the Company or any of its subsidiaries; or (ii) at any time during the
Management Stockholder’s employment with the Company or its subsidiaries and for a period of one
(1) year thereafter, directly or indirectly (A) act as a proprietor, director, officer, employee,
consultant, or partner in any business that directly or indirectly competes with the business of
the Company or any of its subsidiaries, or have an investment in any such business that represents
more than 1% of all investments in such business or hold securities in any such business that
represents more than 1% of ownership (in value or in voting power) of any such business, (B)
solicit customers or clients of the Company or any of its subsidiaries to terminate their
relationship with the Company or any of its subsidiaries or otherwise solicit such customers or
clients to compete with any business of the Company or any of its subsidiaries or (C) solicit or
offer employment to any person who has been employed by the Company or any of its subsidiaries at
any time during the twelve (12) months immediately preceding the termination of the Management
Stockholder’s employment. If the Management Stockholder is bound by any other agreement with the
Company regarding the use or disclosure of confidential information, the provisions of this
Agreement shall be read in such a way as to further restrict and not to permit any more extensive
use or disclosure of confidential information. “Confidential Information” shall mean all
non-public information concerning trade secrets, know-how, software, developments, inventions,
processes, technology, designs, financial data, strategic business plans or any proprietary or
confidential information, documents or materials in any form or media, including any of the
foregoing relating to research, operations,

11

 

finances, current and proposed products and services, vendors, customers, advertising and
marketing, and other non-public, proprietary, and confidential.

          (b) Notwithstanding Section 6.14(a), if at any time a court holds that the restrictions stated
in such Section 6.14(a) are unreasonable or otherwise unenforceable under circumstances then
existing, the parties hereto agree that the maximum period, scope or geographic area determined to
be reasonable under such circumstances by such court will be substituted for the stated period,
scope or area. Because the Management Stockholder’s services are unique and because the Management
Stockholder has had access to Confidential Information, the parties hereto agree that money damages
will be an inadequate remedy for any breach of Section 6.14(a) of this Agreement. In the event of
a breach or threatened breach of Section 6.14(a) of this Agreement, the Company or its successors
or assigns may, in addition to other rights and remedies existing in their favor, apply to any
court of competent jurisdiction for specific performance and/or injunctive relief in order to
enforce, or prevent any violations of, the provisions hereof (without the posting of a bond or
other security).

          (c) In the event that the Management Stockholder materially breaches any of the provisions of
Section 6.14(a), in addition to all other remedies that may be available to the Company, the
Management Stockholder shall be required to pay to the Company any amounts actually paid to the
Management Stockholder by the Company in respect of any repurchase by the Company of Common Stock
or Stock Rights held by the Management Stockholder. For purposes of this section, a material
breach would be one or more breaches that cause, individually or in the aggregate, damages to any
party in excess of $50,000.

          (d) To the extent applicable, in the event of any conflict between the terms of this Section
6.14 and the terms of any employment agreement between the Management Stockholder and the Company
or any affiliate thereof, the terms of such employment agreement shall govern.

     6.15 No Preemptive Rights. The Management Stockholder acknowledges that he or she
has no preemptive rights as of the date hereof with respect to any capital stock issued by the
Company, including any capital stock issued in connection with an initial public offering of
capital stock of the Company.

     6.16 Effectiveness. This Agreement shall have no effect until the completion of
an initial public offering of the capital stock of the Company. Until such time that an initial
public offering of the capital stock of the Company is completed, the Original Agreement shall be
in full force and effect. Subject to and upon the completion of an initial public offering of the
capital stock of the Company, this Agreement shall restate, integrate and amend the Original
Agreement and such restatement, integration and amendment shall be deemed effective as of April 1,
2006.

     6.17 Definitions.

          For purposes of this Agreement,

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          (A) the term “affiliate” means with respect to any person or entity, any other person
or entity directly or indirectly controlling, controlled by or under common control with such
person or entity. For purposes of the foregoing definition, the term “controls” “is
controlled by” or “is under common control with” means the power to direct or cause the
direction of the management and policies of a person or entity, whether through the ownership of
voting securities, by contract or otherwise;

          (B) the term “FRC Affiliate” means any entity that is an affiliate or First Reserve;

          (C) the term “Immediate Family” means any child, stepchild, grandchild, parent,
stepparent, grandparent, spouse, sibling, mother-in-law, father-in-law, son-in-law,
daughter-in-law, brother-in-law, or sister-in-law, and shall include adoptive relationships.

          (D) the term “SEC” means the U.S. Securities and Exchange Commission;

          (E) the term “Securities Act” means the Securities Act of 1933, as amended; and

          (F) the term “Transfer” means a sale, transfer, assignment, pledge, conveyance,
encumbrance, gift or other disposition, whether directly, indirectly, by merger, operation of law,
transfer of any ownership interest or otherwise; “Transferred” shall have the derivative meaning of
Transfer.

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          IN WITNESS WHEREOF, the parties hereto have executed this Agreement as of the date and year
first above written.

	 	 	 	 	 	 	 
	CHART INDUSTRIES, INC.	 	FR X CHART HOLDINGS LLC
	 
	 	 	 	 	 	 
	 
	 	 	 	 	 	 
	 
	 	 	 	 	 	 
	By:

	 	 	 	By:
	 	FIRST RESERVE FUND X, L.P.
	 

	 	 	 	 	 	 
	Name:	 	 	 	As Sole Member
	Title:
	 	 	 	 	 	 
	 
	 	 	 	 	 	 
	 
	 	 	 	 	 	 
	 

	 	 	 	By:
	 	FIRST RESERVE GP X, L.P.
	 	 	 	 	Its General Partner
	 
	 	 	 	 	 	 
	 
	 	 	 	 	 	 
	 

	 	 	 	By:
	 	FIRST RESERVE GP X, INC.
	 	 	 	 	Its General Partner
	 
	 	 	 	 	 	 
	 
	 	 	 	 	 	 
	 

	 	 	 	By:	 	 
	 

	 	 	 	 	 	 
	 

	 	 	 	Name:	 	 
	 

	 	 	 	Title:	 	 
	 
	 	 	 	 	 	 
	 
	 	 	 	 	 	 
	 
	 	 	 	 	 	 
	 
	 	 	 	 	 	 
	 	 	 	 	 
	 	 	 	 	[Name of Management Stockholder]

[Signature Page to Management Stockholder’s Agreement]

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