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    1260141-27-2 (fumarate)

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    2D Structure
    Also known as: Tak-438, 1260141-27-2, 881681-01-2, Vonoprazan fumurate, 1-(5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1h-pyrrol-3-yl)-n-methylmethanamine fumarate, Tak 438
    Molecular Formula
    C21H20FN3O6S
    Molecular Weight
    461.5  g/mol
    InChI Key
    ROGSHYHKHPCCJW-WLHGVMLRSA-N
    FDA UNII
    4QW3X4AMLB
    Vonoprazan Fumarate is the fumarate salt form of vonoprazan, a pyrrole derivative and reversible potassium-competitive acid blocker (P-CAB), with potential antacid activity. Upon administration, vonoprazan specifically and competitively binds to the gastric hydrogen-potassium ATPase (H+/K+ ATPase) proton pump at or, more likely, near its potassium ion (K+) binding site and sterically inhibits K+ binding. This blocks the activation of the H+/K+ ATPase by K+, inhibits the proton pump and prevents gastric acid secretion, thereby lowering gastric acid levels.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (E)-but-2-enedioic acid;1-[5-(2-fluorophenyl)-1-pyridin-3-ylsulfonylpyrrol-3-yl]-N-methylmethanamine
    2.1.2 InChI
    InChI=1S/C17H16FN3O2S.C4H4O4/c1-19-10-13-9-17(15-6-2-3-7-16(15)18)21(12-13)24(22,23)14-5-4-8-20-11-14;5-3(6)1-2-4(7)8/h2-9,11-12,19H,10H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1+
    2.1.3 InChI Key
    ROGSHYHKHPCCJW-WLHGVMLRSA-N
    2.1.4 Canonical SMILES
    CNCC1=CN(C(=C1)C2=CC=CC=C2F)S(=O)(=O)C3=CN=CC=C3.C(=CC(=O)O)C(=O)O
    2.1.5 Isomeric SMILES
    CNCC1=CN(C(=C1)C2=CC=CC=C2F)S(=O)(=O)C3=CN=CC=C3.C(=C/C(=O)O)\C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    4QW3X4AMLB
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1-(5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1h-pyrrol-3-yl)-n-methylmethanamine

    2. Tak 438

    3. Tak-438

    4. Tak438

    5. Vonoprazan

    2.3.2 Depositor-Supplied Synonyms

    1. Tak-438

    2. 1260141-27-2

    3. 881681-01-2

    4. Vonoprazan Fumurate

    5. 1-(5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1h-pyrrol-3-yl)-n-methylmethanamine Fumarate

    6. Tak 438

    7. Tak-438 Monofumarate

    8. Vonoprazan Monofumarate

    9. Vonoprazan Fumarate (tak-438)

    10. 4qw3x4amlb

    11. Tak438

    12. Unii-4qw3x4amlb

    13. Takecab

    14. Vocinti

    15. (e)-but-2-enedioic Acid;1-[5-(2-fluorophenyl)-1-pyridin-3-ylsulfonylpyrrol-3-yl]-n-methylmethanamine

    16. 1h-pyrrole-3-methanamine, 5-(2-fluorophenyl)-n-methyl-1-(3-pyridinylsulfonyl)-, (2e)-2-butenedioate (1:1)

    17. 1-(5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1h-pyrrol-3-yl)-n-methylmethanamine Xfumarate

    18. 1h-pyrrole-3-methanamine, 5-(2-fluorophenyl)-n-methyl-1-(3-pyridinylsulfonyl)-, 2-butenedioate (1:1)

    19. Mfcd18633280

    20. Vonoprazan Monofumurate

    21. 1-[5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1h-pyrrol-3-yl]-n-methylmethanamine Fumarate

    22. Takecab (tn)

    23. Vonoprazan Fumarate [usan]

    24. Schembl194394

    25. Schembl194396

    26. Chembl2064032

    27. Vonoprazan Fumarate [mi]

    28. Vonoprazan Fumarate (jan/usan)

    29. Ex-a097

    30. Vonoprazan Fumarate [jan]

    31. Bcp05635

    32. Bcp13238

    33. Ex-a4001

    34. S8016

    35. Vonoprazan Fumarate [who-dd]

    36. Akos027251052

    37. Ccg-269350

    38. 1-(5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1h-pyrrol-3-yl)-n-methylmethanamine Monofumarate

    39. 5-(2-fluorophenyl)-n-methyl-1-(3-pyridinylsulfonyl)-1h-pyrrole-3-methanamine (2e)-2-butenedioate

    40. Ac-29287

    41. Ac-29309

    42. Ds-12234

    43. Ls-14849

    44. Cs-0164592

    45. Sw220126-1

    46. D10466

    47. A854789

    48. A900258

    49. J-524312

    50. Q25104163

    51. Tak438 Fumarate;tak-438 Fumarate;tak 438 Fumarate;1260141-27-2

    52. 1-(5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1h-pyrrol-3-yl)-n-methylmethanamine Fumarate? (vonoprazan Impurity Pound(c)

    53. 2098974-13-9

    54. 5-(2-fluorophenyl)-n-methyl-1-(3-pyridinylsulfonyl)-1h-pyrrole-3-methanamine 2-butenedioate

    2.4 Create Date
    2010-05-17
    3 Chemical and Physical Properties
    Molecular Weight 461.5 g/mol
    Molecular Formula C21H20FN3O6S
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count7
    Exact Mass461.10568470 g/mol
    Monoisotopic Mass461.10568470 g/mol
    Topological Polar Surface Area147 Ų
    Heavy Atom Count32
    Formal Charge0
    Complexity629
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2