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    Aspartyl-Alanyl Diketopiperazine

    DEVELOPMENTS

    PharmaCompass
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    2D Structure
    Also known as: Ampion, 110954-19-3, Da-dkp, R9chm391d5, 2-((2s,5s)-5-methyl-3,6-dioxopiperazin-2-yl)acetic acid, 2-[(2s,5s)-5-methyl-3,6-dioxopiperazin-2-yl]acetic acid
    Molecular Formula
    C7H10N2O4
    Molecular Weight
    186.17  g/mol
    InChI Key
    RVLCUCVJZVRNDC-IMJSIDKUSA-N
    FDA UNII
    R9CHM391D5
    Aspartyl-alanyl-diketopiperazine is under investigation in clinical trial NCT03349645 (An Open Label Extension Study to Assess the Safety of Long-Term Treatment With Ampion for Severe OA of the Knee).
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-[(2S,5S)-5-methyl-3,6-dioxopiperazin-2-yl]acetic acid
    2.1.2 InChI
    InChI=1S/C7H10N2O4/c1-3-6(12)9-4(2-5(10)11)7(13)8-3/h3-4H,2H2,1H3,(H,8,13)(H,9,12)(H,10,11)/t3-,4-/m0/s1
    2.1.3 InChI Key
    RVLCUCVJZVRNDC-IMJSIDKUSA-N
    2.1.4 Canonical SMILES
    CC1C(=O)NC(C(=O)N1)CC(=O)O
    2.1.5 Isomeric SMILES
    C[C@H]1C(=O)N[C@H](C(=O)N1)CC(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    R9CHM391D5
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (2s,5s)-5-methyl-3,6-dioxo-2-piperazineacetic Acid

    2. Ampion

    3. Ap-013

    4. Ap013

    5. Da-dkp

    2.3.2 Depositor-Supplied Synonyms

    1. Ampion

    2. 110954-19-3

    3. Da-dkp

    4. R9chm391d5

    5. 2-((2s,5s)-5-methyl-3,6-dioxopiperazin-2-yl)acetic Acid

    6. 2-[(2s,5s)-5-methyl-3,6-dioxopiperazin-2-yl]acetic Acid

    7. 2-piperazineacetic Acid, 5-methyl-3,6-dioxo-, (2s,5s)-

    8. Unii-r9chm391d5

    9. Chembl4297349

    10. Zinc33961611

    11. Akos026716132

    12. Db14940

    13. Hy-107091

    14. Cs-0027308

    15. Q27288007

    16. F2147-2995

    17. 2-piperazineaceticacid,5-methyl-3,6-dioxo-,(2s,5s)-(9ci)

    18. [(2s,5s)-5-methyl-3,6-dioxopiperazin-2-yl]acetic Acid

    19. 1879938-60-9

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 186.17 g/mol
    Molecular Formula C7H10N2O4
    XLogP3-1.4
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count2
    Exact Mass186.06405680 g/mol
    Monoisotopic Mass186.06405680 g/mol
    Topological Polar Surface Area95.5 Ų
    Heavy Atom Count13
    Formal Charge0
    Complexity263
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1