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    Galunisertib

    PharmaCompass
    Xls

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    2D Structure
    Also known as: 700874-72-2, Ly2157299, Ly 2157299, Ly-2157299, 4-(2-(6-methylpyridin-2-yl)-5,6-dihydro-4h-pyrrolo[1,2-b]pyrazol-3-yl)quinoline-6-carboxamide, Unii-3okh1w5lze
    Molecular Formula
    C22H19N5O
    Molecular Weight
    369.4  g/mol
    InChI Key
    IVRXNBXKWIJUQB-UHFFFAOYSA-N
    FDA UNII
    3OKH1W5LZE
    Galunisertib is an orally available, small molecule antagonist of the tyrosine kinase transforming growth factor-beta (TGF-b) receptor type 1 (TGFBR1), with potential antineoplastic activity. Upon administration, galunisertib specifically targets and binds to the kinase domain of TGFBR1, thereby preventing the activation of TGF-b-mediated signaling pathways. This may inhibit the proliferation of TGF-b-overexpressing tumor cells. Dysregulation of the TGF-b signaling pathway is seen in a number of cancers and is associated with increased cancer cell proliferation, migration, invasion and tumor progression.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-[2-(6-methylpyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]quinoline-6-carboxamide
    2.1.2 InChI
    InChI=1S/C22H19N5O/c1-13-4-2-5-18(25-13)21-20(19-6-3-11-27(19)26-21)15-9-10-24-17-8-7-14(22(23)28)12-16(15)17/h2,4-5,7-10,12H,3,6,11H2,1H3,(H2,23,28)
    2.1.3 InChI Key
    IVRXNBXKWIJUQB-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1=NC(=CC=C1)C2=NN3CCCC3=C2C4=C5C=C(C=CC5=NC=C4)C(=O)N
    2.2 Other Identifiers
    2.2.1 UNII
    3OKH1W5LZE
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 4-(2-(6-methylpyridin-2-yl)-5,6-dihydro-4h-pyrrolo(1,2-b)pyrazol-3-yl)quinoline-6-carboxylic Acid Amide

    2. Ly 2157299

    3. Ly-2157299

    4. Ly2157299

    2.3.2 Depositor-Supplied Synonyms

    1. 700874-72-2

    2. Ly2157299

    3. Ly 2157299

    4. Ly-2157299

    5. 4-(2-(6-methylpyridin-2-yl)-5,6-dihydro-4h-pyrrolo[1,2-b]pyrazol-3-yl)quinoline-6-carboxamide

    6. Unii-3okh1w5lze

    7. Ly2157299(galunisertib)

    8. Galunisertib (ly2157299)

    9. Galunisertib [usan]

    10. 3okh1w5lze

    11. 4-(2-(6-methylpyridin-2-yl)-5,6-dihydro-4h-pyrrolo-[1,2-b]pyrazol-3-yl)quinoline-6-carboxamide

    12. 4-[2-(6-methylpyridin-2-yl)-4h,5h,6h-pyrrolo[1,2-b]pyrazol-3-yl]quinoline-6-carboxamide

    13. 4-[2-(6-methylpyridin-2-yl)-5,6-dihydro-4h-pyrrolo[1,2-b]pyrazol-3-yl]quinoline-6-carboxamide

    14. Galunisertib (usan)

    15. 4-[5,6-dihydro-2-(6-methyl-2-pyridinyl)-4h-pyrrolo[1,2-b]pyrazol-3-yl]-6-quinolinecarboxamide

    16. 6-quinolinecarboxamide, 4-(5,6-dihydro-2-(6-methyl-2-pyridinyl)-4h-pyrrolo(1,2-b)pyrazol-3-yl)-

    17. Galunisertib [usan:inn]

    18. Galunisertibum

    19. 4-(2-(6-methylpyridin-2-yl)-5,6-dihydro-4h-pyrrolo(1,2-b)pyrazol-3-yl)quinoline-6-carboxamide

    20. Galunisertib [inn]

    21. 4-(2-(6-methylpyridin-2-yl)-5,6-dihydro-4h-pyrrolo(1,2-b)pyrazol-3-yl)quinoline-6-carboxylic Acid Amide

    22. Galunisertib [who-dd]

    23. Gtpl7797

    24. Chembl2364611

    25. Schembl12922153

    26. Amy9045

    27. Dtxsid00220362

    28. Ex-a009

    29. Chebi:137064

    30. Hms3655d14

    31. Bcp02173

    32. Zinc3959536

    33. Bdbm50015640

    34. Mfcd12923319

    35. Nsc761216

    36. Nsc800103

    37. S2230

    38. Akos022175280

    39. Ccg-264950

    40. Cs-0474

    41. Db11911

    42. Ex-8675

    43. Nsc-761216

    44. Nsc-800103

    45. Sb16483

    46. Lyl-2157299

    47. Ncgc00384167-07

    48. Ac-31327

    49. As-42940

    50. Hy-13226

    51. Inhibitor 15d [pmid: 18314943]

    52. Ft-0741808

    53. Sw219460-1

    54. D10437

    55. A836766

    56. J-514250

    57. Q27077768

    58. 4-(2-(6-methylpyridin-2-yl)-5,6-dihydro-4h-pyrrolo[1,2-b]pyrazol-3-yl)quinoline-6-carboxamide, Aldrichcpr

    59. 4-[2-(6-methyl-2-pyridinyl)-5,6-dihydro-4h-pyrrolo[1,2-b]pyrazol-3-yl]-6-quinolinecarboxamide

    60. 4-[2-(6-methyl-2-pyridinyl)-5,6-dihydro-4h-pyrrolo[1,2-b]pyrazol-3-yl]-6-quinolinecarboxamideorly215

    61. 4-[2-(6-methyl-pyridin-2-yl)-5,6-dihydro-4h-pyrrolo[1,2-b]pyrazol-3-yl]-quinoline-6-carboxylic Acid Amide

    62. 4-[2-(6-methylpyridin-2-yl)-5,6-dihydro-4h-pyrrolo[2,1-e]pyrazol-3-yl]quinoline-6-carboxamide

    63. 6-quinolinecarboxamide, 4-(5,6-dihydro-2-(6-methyl-2-pyridinyl)-4h-pyrrolo(1,2-b)pyrazol-3-yl)-)

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 369.4 g/mol
    Molecular Formula C22H19N5O
    XLogP32.4
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count3
    Exact Mass369.15896025 g/mol
    Monoisotopic Mass369.15896025 g/mol
    Topological Polar Surface Area86.7 Ų
    Heavy Atom Count28
    Formal Charge0
    Complexity585
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1