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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 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 Formula	C₂₂H₁₈FN₇
Molecular Weight	399.4 g/mol
XLogP3	3.2
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	5
Exact Mass	399.16077177 g/mol
Monoisotopic Mass	399.16077177 g/mol
Topological Polar Surface Area	83.8 Å²
Heavy Atom Count	30
Formal Charge	0
Complexity	566
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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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Finished Dosage Form (FDF) import of Vactosertib obtained from Indian Custom Trade Statistics

Vactosertib

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