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    Chemistry

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    Also known as: 1191995-00-2, Hms5552, Sinogliatin, Ro5305552, Hms-5552, Dorzagliatin [inn]
    Molecular Formula
    C22H27ClN4O5
    Molecular Weight
    462.9  g/mol
    InChI Key
    HMUMWSORCUWQJO-QAPCUYQASA-N
    FDA UNII
    X59W6980E8
    Dorzagliatin
    Dorzagliatin is under investigation in clinical trial NCT03173391 (Long-term Efficacy and Safety of HMS5552 in T2DM).
    1 2D Structure

    Dorzagliatin

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S)-2-[3-(2-chlorophenoxy)-5-oxo-2H-pyrrol-1-yl]-N-[1-[(2R)-2,3-dihydroxypropyl]pyrazol-3-yl]-4-methylpentanamide
    2.1.2 InChI
    InChI=1S/C22H27ClN4O5/c1-14(2)9-18(22(31)24-20-7-8-26(25-20)11-15(29)13-28)27-12-16(10-21(27)30)32-19-6-4-3-5-17(19)23/h3-8,10,14-15,18,28-29H,9,11-13H2,1-2H3,(H,24,25,31)/t15-,18+/m1/s1
    2.1.3 InChI Key
    HMUMWSORCUWQJO-QAPCUYQASA-N
    2.1.4 Canonical SMILES
    CC(C)CC(C(=O)NC1=NN(C=C1)CC(CO)O)N2CC(=CC2=O)OC3=CC=CC=C3Cl
    2.1.5 Isomeric SMILES
    CC(C)C[C@@H](C(=O)NC1=NN(C=C1)C[C@H](CO)O)N2CC(=CC2=O)OC3=CC=CC=C3Cl
    2.2 Other Identifiers
    2.2.1 UNII
    X59W6980E8
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (2s)-2-(4-(2-chlorophenoxy)-2-oxo-2,5-dihydro-1h-pyrrol-1-yl)-n-(1-((2r)-2,3-dihydroxypropyl)-1h-pyrazol-3-yl)-4-methylpentanamide

    2. Hms5552

    3. Sinogliatin

    2.3.2 Depositor-Supplied Synonyms

    1. 1191995-00-2

    2. Hms5552

    3. Sinogliatin

    4. Ro5305552

    5. Hms-5552

    6. Dorzagliatin [inn]

    7. Ro-5305552

    8. X59w6980e8

    9. Dorzagliatin (usan)

    10. Dorzagliatin [usan]

    11. (2s)-2-(4-(2-chlorophenoxy)-2-oxo-2,5-dihydro-1h-pyrrol-1-yl)-n-(1-((2r)-2,3-dihydroxypropyl)-1h-pyrazol-3-yl)-4-methylpentanamide

    12. (2s)-2-[4-(2-chlorophenoxy)-2-oxo-2,5-dihydro-1h-pyrrol-1-yl]-n-{1-[(2r)-2,3-dihydroxypropyl]-1h-pyrazol-3-yl}-4-methylpentanamide

    13. Dorzagliatin [usan:inn]

    14. Dorzagliatin [who-dd]

    15. Schembl1079619

    16. Chembl4297508

    17. Unii-x59w6980e8

    18. Gtpl12124

    19. Hms5552hms5552

    20. Glxc-25388

    21. Bcp20539

    22. Ex-a4478

    23. Mfcd22376579

    24. S6921

    25. Hms5552;ro5305552;sinogliatin

    26. Db15123

    27. Bd167920

    28. Bs-14600

    29. Hy-109030

    30. Cs-0030544

    31. D11342

    32. D83693

    33. (2s)-2-[3-(2-chlorophenoxy)-5-oxo-2h-pyrrol-1-yl]-n-[1-[(2r)-2,3-dihydroxypropyl]pyrazol-3-yl]-4-methylpentanamide

    34. (s)-2-(4-(2-chlorophenoxy)-2-oxo-2,5-dihydro-1h-pyrrol-1-yl)-n-(1-((r)-2,3-dihydroxypropyl)-1h-pyrazol-3-yl)-4-methylpentanamide

    35. (s)-2-[4-(2-chloro-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-4-methyl-pentanoic Acid [1-((r)-2,3-dihydroxy-propyl)-1h-pyrazol-3-yl]-amide

    36. 1h-pyrrole-1-acetamide, 4-(2-chlorophenoxy)-n-(1-((2r)-2,3-dihydroxypropyl)-1h-pyrazol-3-yl)-2,5-dihydro-.alpha.-(2-methylpropyl)-2-oxo-, (.alpha.s)-

    37. 1h-pyrrole-1-acetamide, 4-(2-chlorophenoxy)-n-(1-((2r)-2,3-dihydroxypropyl)-1h-pyrazol-3-yl)-2,5-dihydro-alpha-(2-methylpropyl)-2-oxo-, (alphas)-

    2.4 Create Date
    2012-08-19
    3 Chemical and Physical Properties
    Molecular Weight 462.9 g/mol
    Molecular Formula C22H27ClN4O5
    XLogP31.6
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count10
    Exact Mass462.1669977 g/mol
    Monoisotopic Mass462.1669977 g/mol
    Topological Polar Surface Area117 Ų
    Heavy Atom Count32
    Formal Charge0
    Complexity691
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1

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