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    Chemistry

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    Also known as: 1015787-98-0, Af-219, Mk-7264, Gefapixant [usan], Ro4926219, Rg-1646
    Molecular Formula
    C14H19N5O4S
    Molecular Weight
    353.40  g/mol
    InChI Key
    HLWURFKMDLAKOD-UHFFFAOYSA-N
    FDA UNII
    6K6L7E3F1L
    Gefapixant Citrate
    Gefapixant is under investigation in clinical trial NCT02397460 (Effect of Gefapixant (AF-219/MK-7264) on Cough Reflex Sensitivity).
    1 2D Structure

    Gefapixant Citrate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    5-(2,4-diaminopyrimidin-5-yl)oxy-2-methoxy-4-propan-2-ylbenzenesulfonamide
    2.1.2 InChI
    InChI=1S/C14H19N5O4S/c1-7(2)8-4-10(22-3)12(24(17,20)21)5-9(8)23-11-6-18-14(16)19-13(11)15/h4-7H,1-3H3,(H2,17,20,21)(H4,15,16,18,19)
    2.1.3 InChI Key
    HLWURFKMDLAKOD-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(C)C1=CC(=C(C=C1OC2=CN=C(N=C2N)N)S(=O)(=O)N)OC
    2.2 Other Identifiers
    2.2.1 UNII
    6K6L7E3F1L
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 5-((2,4-diamino-5-pyrimidinyl)oxy)-4-isopropyl-2-methoxybenzenesulfonamide

    2. Af-219

    3. Benzenesulfonamide, 5-((2,4-diamino-5-pyrimidinyl)oxy)-2-methoxy-4-(1-methylethyl)-

    4. Mk-7264

    2.3.2 Depositor-Supplied Synonyms

    1. 1015787-98-0

    2. Af-219

    3. Mk-7264

    4. Gefapixant [usan]

    5. Ro4926219

    6. Rg-1646

    7. Ro-4926219

    8. Benzenesulfonamide, 5-[(2,4-diamino-5-pyrimidinyl)oxy]-2-methoxy-4-(1-methylethyl)-

    9. 6k6l7e3f1l

    10. R-1646

    11. Af219

    12. Rg1646

    13. Mk-7264;af-219

    14. R1646

    15. 5-[(2,4-diaminopyrimidin-5-yl)oxy]-2-methoxy-4-(propan-2-yl)benzene-1-sulfonamide

    16. C14h19n5o4s

    17. 5-((2,4-diaminopyrimidin-5-yl)oxy)-4-isopropyl-2-methoxybenzenesulfonamide

    18. 5-(2,4-diaminopyrimidin-5-yl)oxy-2-methoxy-4-propan-2-ylbenzenesulfonamide

    19. 5-[(2,4-diamino-5-pyrimidinyl)oxy]-4-isopropyl-2-methoxybenzenesulfonamide

    20. 5-((2,4-diaminopyrimidin-5-yl)oxy)-2-methoxy-4-(propan-2-yl)benzenesulfonamide

    21. 5-[2,4-bis(azanyl)pyrimidin-5-yl]oxy-2-methoxy-4-propan-2-yl-benzenesulfonamide

    22. Benzenesulfonamide, 5-((2,4-diamino-5-pyrimidinyl)oxy)-2-methoxy-4-(1-methylethyl)-

    23. 5-((2,4-diamino-5-pyrimidinyl)oxy)-4-isopropyl-2-methoxybenzenesulfonamide

    24. Gefapixant [inn]

    25. Gefapixant (usan/inn)

    26. Gefapixant [who-dd]

    27. Unii-6k6l7e3f1l

    28. Gtpl9540

    29. Schembl1493905

    30. Chembl3716057

    31. Dtxsid401337212

    32. Amy27911

    33. Bcp26079

    34. Ex-a2788

    35. Gefapixant(af-219,mk-7264)

    36. Bdbm50533006

    37. Mfcd24539325

    38. S6664

    39. Akos037515637

    40. Zinc116342482

    41. Db15097

    42. Af-219; Mk-7264

    43. Ac-35643

    44. As-78086

    45. Bm170818

    46. Sy282739

    47. Hy-101588

    48. Cs-0021727

    49. Ro 4926219

    50. J3.556.891c

    51. D11349

    52. A934898

    53. 2-methoxy-4-isopropyl-5-(2,4-diamino-5-pyrimidinyloxy)benzenesulfonamide

    54. 5-(2,4-diamino-pyrimidin-5-yloxy)-4-isopropyl-2-methoxy-benzenesulfonamide

    55. Af9

    2.4 Create Date
    2008-04-21
    3 Chemical and Physical Properties
    Molecular Weight 353.40 g/mol
    Molecular Formula C14H19N5O4S
    XLogP30.7
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count5
    Exact Mass353.11577528 g/mol
    Monoisotopic Mass353.11577528 g/mol
    Topological Polar Surface Area165 Ų
    Heavy Atom Count24
    Formal Charge0
    Complexity512
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 ATC Code

    R - Respiratory system

    R05 - Cough and cold preparations

    R05D - Cough suppressants, excl. combinations with expectorants

    R05DB - Other cough suppressants

    R05DB29 - Gefapixant

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