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    Chemistry

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    Also known as: 1352608-82-2, Ew-7197, Ew 7197, Tew-7197, Tew 7197, Ew7197
    Molecular Formula
    C22H18FN7
    Molecular Weight
    399.4  g/mol
    InChI Key
    FJCDSQATIJKQKA-UHFFFAOYSA-N
    FDA UNII
    6T4O391P5Y
    Vactosertib
    Vactosertib is an orally bioavailable inhibitor of the serine/threonine kinase, transforming growth factor (TGF)-beta receptor type 1 (TGFBR1), also known as activin receptor-like kinase 5 (ALK5), with potential antineoplastic activity. Upon oral administration, vactosertib inhibits the activity of TGFBR1 and prevents TGF-beta/TGFBR1-mediated signaling. This suppresses tumor growth in TGFBR1-overexpressing tumor cells. TGFBR1, which is overexpressed in a variety of tumor cell types, plays a key role in tumor cell proliferation. Expression of TGF-beta promotes tumor cell proliferation, enhances the migration of tumor cells and suppresses the response of the host immune system to tumor cells.
    1 2D Structure

    Vactosertib

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-fluoro-N-[[5-(6-methylpyridin-2-yl)-4-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-1H-imidazol-2-yl]methyl]aniline
    2.1.2 InChI
    InChI=1S/C22H18FN7/c1-14-5-4-8-18(27-14)22-21(15-9-10-20-25-13-26-30(20)12-15)28-19(29-22)11-24-17-7-3-2-6-16(17)23/h2-10,12-13,24H,11H2,1H3,(H,28,29)
    2.1.3 InChI Key
    FJCDSQATIJKQKA-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1=NC(=CC=C1)C2=C(N=C(N2)CNC3=CC=CC=C3F)C4=CN5C(=NC=N5)C=C4
    2.2 Other Identifiers
    2.2.1 UNII
    6T4O391P5Y
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Ew-7197

    2. N-((4-((1,2,4)triazolo(1,5-a)pyridin-6-yl)-5-(6-methylpyridin-2-yl)-1h-imidazol-2-yl)methyl)-2-fluoroaniline

    2.3.2 Depositor-Supplied Synonyms

    1. 1352608-82-2

    2. Ew-7197

    3. Ew 7197

    4. Tew-7197

    5. Tew 7197

    6. Ew7197

    7. Chembl3260567

    8. 6t4o391p5y

    9. 2-fluoro-n-[[5-(6-methylpyridin-2-yl)-4-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-1h-imidazol-2-yl]methyl]aniline

    10. N-((4-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-5-(6-methylpyridin-2-yl)-1h-imidazol-2-yl)methyl)-2-fluoroaniline

    11. N-(2-fluorophenyl)-5-(6-methyl-2-pyridinyl)-4-[1,2,4]triazolo-[1,5-a]pyridin-6-yl-1h-imidazole-2-methanamine

    12. N-(2-fluorophenyl)-5-(6-methyl-2-pyridinyl)-4-[1,2,4]triazolo[1,5-a]pyridin-6-yl-1h-imidazole-2-methanamine

    13. N-((4-((1,2,4)triazolo(1,5-a)pyridin-6-yl)-5-(6-methylpyridin-2-yl)-1h-imidazol-2-yl)methyl)-2-fluoroaniline

    14. N-[[4-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-5-(6-methylpyridin-2-yl)-1h-imidazol-2-yl]methyl]-2-fluoroaniline

    15. Vactosertib [inn]

    16. Vactosertib [who-dd]

    17. Schembl250076

    18. Unii-6t4o391p5y

    19. Gtpl8107

    20. Dtxsid401010181

    21. Hms3674i03

    22. Bcp18384

    23. Ex-a1738

    24. Nov-1301

    25. Am9667

    26. Bdbm50015639

    27. Mfcd28348363

    28. S7530

    29. Akos027250746

    30. Zinc113391423

    31. Ccg-264709

    32. Cs-5679

    33. Db15310

    34. Sb17272

    35. Ncgc00386413-01

    36. Ncgc00386413-02

    37. Ac-29028

    38. As-10150

    39. Bt168124

    40. Hy-19928

    41. N-[[4-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-5-(6-methyl-2-pyridyl)-2-imidazolyl]methyl]-2-fluoroaniline

    42. Sy235585

    43. Ds-001727

    44. A14213

    45. Q27077252

    46. 1h-imidazole-2-methanamine, N-(2-fluorophenyl)-5-(6-methyl-2-pyridinyl)-4-(1,2,4)triazolo(1,5-a)pyridin-6-yl-

    47. 1h-imidazole-2-methanamine,n-(2-fluorophenyl)-5-(6-methyl-2-pyridinyl)-4-[1,2,4]triazolo[1,5-a]pyridin-6-yl-

    48. 2-fluoro-n-((4-(6-methylpyridin-2-yl)-5-((1,2,4)triazolo(1,5-a)pyridin-6-yl)-1h-imidazol-2-yl)methyl)aniline

    49. N-((5-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-4-(6-methylpyridin-2-yl)-1h-imidazol-2-yl)methyl)-2-fluoroaniline

    50. N-(2-fluorophenyl)-4-([1,2,4]triazolo[1,5-a]pyridine-6-yl)-5-(6-methyl-2-pyridyl)-1h-imidazole-2-methaneamine

    2.4 Create Date
    2012-01-23
    3 Chemical and Physical Properties
    Molecular Weight 399.4 g/mol
    Molecular Formula C22H18FN7
    XLogP33.2
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count5
    Exact Mass399.16077177 g/mol
    Monoisotopic Mass399.16077177 g/mol
    Topological Polar Surface Area83.8 Ų
    Heavy Atom Count30
    Formal Charge0
    Complexity566
    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 MeSH Pharmacological Classification

    Protein Kinase Inhibitors

    Agents that inhibit PROTEIN KINASES. (See all compounds classified as Protein Kinase Inhibitors.)

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