0001062993-14-004084 Sample Contracts

SERIES B COMMON STOCK PURCHASE WARRANT AMERICAN NATURAL ENERGY CORPORATION
Security Agreement • July 8th, 2014 • American Natural Energy Corp • Crude petroleum & natural gas

THIS SERIES B COMMON STOCK PURCHASE WARRANT (the “Warrant”) certifies that, for value received, Hillair Capital Investments, L.P. or its assigns (the “Holder”) is entitled, upon the terms and subject to the limitations on exercise and the conditions hereinafter set forth, at any time on or after July 3, 2014 (the “Initial Exercise Date”) and on or prior to the close of business on the two (2) year anniversary of the Initial Exercise Date (the “Termination Date”) but not thereafter, to subscribe for and purchase from American Natural Energy Corporation, an Oklahoma corporation (the “Company”), up to 19,641,002 shares (as subject to adjustment hereunder, the “Warrant Shares”) of Common Stock. The purchase price of one share of Common Stock under this Warrant shall be equal to the Exercise Price, as defined in Section 2(b).

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Standard Contracts

SECURITIES PURCHASE AGREEMENT
Securities Purchase Agreement • July 8th, 2014 • American Natural Energy Corp • Crude petroleum & natural gas • New York

This Securities Purchase Agreement (this “Agreement”) is dated as of July 3, 2014, between American Natural Energy Corporation, an Oklahoma corporation (the “Company”), and each purchaser identified on the signature pages hereto (each, including its successors and assigns, a “Purchaser” and collectively, the “Purchasers”).

8% ORIGINAL ISSUE DISCOUNT SENIOR SECURED CONVERTIBLE DEBENTURE DUE JANUARY 1, 2016
Convertible Security Agreement • July 8th, 2014 • American Natural Energy Corp • Crude petroleum & natural gas • New York

THIS 8% ORIGINAL ISSUE DISCOUNT SENIOR SECURED CONVERTIBLE DEBENTURE is one of a series of duly authorized and validly issued 8% Original Issue Discount Senior Secured Convertible Debentures of American Natural Energy Corporation, an Oklahoma corporation, (the “Company”), having its principal place of business at 6100 South Yale, Suite 2010, Tulsa, Oklahoma 74136, designated as its 8% Original Issue Discount Senior Secured Convertible Debenture due January 1, 2016 (this debenture, the “Debenture” and, collectively with the other debentures of such series, the “Debentures”).

SECURITY AGREEMENT
Security Agreement • July 8th, 2014 • American Natural Energy Corp • Crude petroleum & natural gas • New York

This SECURITY AGREEMENT, dated as of July 3, 2014 (this “Agreement”), is among American Natural Energy Corporation, an Oklahoma corporation (the “Company”), all of the Subsidiaries of the Company (such subsidiaries, the “Guarantors” and together with the Company, the “Debtors”) and the holders of the Company’s 8% Senior Secured Original Issue Discount Convertible Debentures due January 1, 2016, in the original aggregate principal amount of $835,899.76 (collectively, the “Debentures”) signatory hereto, their endorsees, transferees and assigns (collectively, the “Secured Parties”).

SUBSIDIARY GUARANTEE
Subsidiary Guarantee • July 8th, 2014 • American Natural Energy Corp • Crude petroleum & natural gas • New York

SUBSIDIARY GUARANTEE, dated as of July 3, 2014 (this “Guarantee”), made by each of the signatories hereto (together with any other entity that may become a party hereto as provided herein, the “Guarantors”), in favor of the purchasers signatory (together with their permitted assigns, the “Purchasers”) to that certain Securities Purchase Agreement, dated as of the date hereof, between American Natural Energy Corporation, an Oklahoma corporation (the “Company”) and the Purchasers.

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