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    Dutogliptin Tartrate

    DEVELOPMENTS

    DIGITAL CONTENT

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    2D Structure
    Also known as: 890402-81-0, Dutogliptin tartrate [usan], Dutogliptin (tartrate), 79qh89ev9m, 890402-81-0 (tartratet), (2r,3r)-2,3-dihydroxysuccinic acid compound with ((r)-1-(((r)-pyrrolidin-3-yl)glycyl)pyrrolidin-2-yl)boronic acid (1:1)
    Molecular Formula
    C14H26BN3O9
    Molecular Weight
    391.18  g/mol
    InChI Key
    SVWHNLVZPGXBNS-MHDNXTQBSA-N
    FDA UNII
    79QH89EV9M
    Dutogliptin Tartrate is the tartrate salt form of dutogliptin, a potent, water soluble, selective and orally bioavailable, boronic acid-based inhibitor of dipeptidyl peptidase 4 (DPP-4), with hypoglycemic activity. Dutogliptin irriversibly binds to DPP-4.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2R,3R)-2,3-dihydroxybutanedioic acid;[(2R)-1-[2-[[(3R)-pyrrolidin-3-yl]amino]acetyl]pyrrolidin-2-yl]boronic acid
    2.1.2 InChI
    InChI=1S/C10H20BN3O3.C4H6O6/c15-10(7-13-8-3-4-12-6-8)14-5-1-2-9(14)11(16)17;5-1(3(7)8)2(6)4(9)10/h8-9,12-13,16-17H,1-7H2;1-2,5-6H,(H,7,8)(H,9,10)/t8-,9+;1-,2-/m11/s1
    2.1.3 InChI Key
    SVWHNLVZPGXBNS-MHDNXTQBSA-N
    2.1.4 Canonical SMILES
    B(C1CCCN1C(=O)CNC2CCNC2)(O)O.C(C(C(=O)O)O)(C(=O)O)O
    2.1.5 Isomeric SMILES
    B([C@@H]1CCCN1C(=O)CN[C@@H]2CCNC2)(O)O.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O
    2.2 Other Identifiers
    2.2.1 UNII
    79QH89EV9M
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. 890402-81-0

    2. Dutogliptin Tartrate [usan]

    3. Dutogliptin (tartrate)

    4. 79qh89ev9m

    5. 890402-81-0 (tartratet)

    6. (2r,3r)-2,3-dihydroxysuccinic Acid Compound With ((r)-1-(((r)-pyrrolidin-3-yl)glycyl)pyrrolidin-2-yl)boronic Acid (1:1)

    7. Dutogliptin Tartrate (usan)

    8. Phx-1149

    9. Phx1149t

    10. Unii-79qh89ev9m

    11. Phx 1149

    12. Phx-1149t

    13. Dtxsid301008624

    14. Hy-10286a

    15. Cs-0034603

    16. D09334

    17. Q27266774

    18. ((2r)-1-(n-((3r)-pyrrolidin-3-yl)glycyl)pyrrolidin-2-yl)boronic Acid (2r,3r)-2,3-dihydroxybutanedioate (1:1)

    19. (2r,3r)-2,3-dihydroxybutanedioic Acid;[(2r)-1-[2-[[(3r)-pyrrolidin-3-yl]amino]acetyl]pyrrolidin-2-yl]boronic Acid

    20. 2,3-dihydroxybutanedioic Acid--{1-[n-(pyrrolidin-3-yl)glycyl]pyrrolidin-2-yl}boronic Acid (1/1)

    21. Boronic Acid, ((2r)-1-(((3r)-3-pyrrolidinylamino)acetyl)-2-pyrrolidinyl)-, (2r,3r)-2,3-dihydroxybutanedioate (1:1)

    22. Boronic Acid, ((2r)-1-(((3r)-3-pyrrolidinylamino)acetyl)-2-pyrrolidinyl)-, (2r,3r)-2,3-dihydroxybutanedioate (1:1)

    2.4 Create Date
    2007-03-07
    3 Chemical and Physical Properties
    Molecular Weight 391.18 g/mol
    Molecular Formula C14H26BN3O9
    Hydrogen Bond Donor Count8
    Hydrogen Bond Acceptor Count11
    Rotatable Bond Count7
    Exact Mass391.1762096 g/mol
    Monoisotopic Mass391.1762096 g/mol
    Topological Polar Surface Area200 Ų
    Heavy Atom Count27
    Formal Charge0
    Complexity411
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2