Rivoceranib

Synopsis, Chemistry

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Also known as: 811803-05-1, Rivoceranib, Apatinib free base, Yn968d1, N-(4-(1-cyanocyclopentyl)phenyl)-2-((pyridin-4-ylmethyl)amino)nicotinamide, N-[4-(1-cyanocyclopentyl)phenyl]-2-(pyridin-4-ylmethylamino)pyridine-3-carboxamide

Molecular Formula

C₂₄H₂₃N₅O

Molecular Weight

397.5 g/mol

InChI Key

WPEWQEMJFLWMLV-UHFFFAOYSA-N

FDA UNII

5S371K6132

Rivoceranib is an orally bioavailable, small-molecule receptor tyrosine kinase inhibitor with potential antiangiogenic and antineoplastic activities. Upon administration, rivoceranib selectively binds to and inhibits vascular endothelial growth factor receptor 2, which may inhibit VEGF-stimulated endothelial cell migration and proliferation and decrease tumor microvessel density. In addition, this agent mildly inhibits c-Kit and c-SRC tyrosine kinases.

1 2D Structure

Rivoceranib

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-[4-(1-cyanocyclopentyl)phenyl]-2-(pyridin-4-ylmethylamino)pyridine-3-carboxamide

2.1.2 InChI

InChI=1S/C24H23N5O/c25-17-24(11-1-2-12-24)19-5-7-20(8-6-19)29-23(30)21-4-3-13-27-22(21)28-16-18-9-14-26-15-10-18/h3-10,13-15H,1-2,11-12,16H2,(H,27,28)(H,29,30)

2.1.3 InChI Key

WPEWQEMJFLWMLV-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CCC(C1)(C#N)C2=CC=C(C=C2)NC(=O)C3=C(N=CC=C3)NCC4=CC=NC=C4

2.2 Other Identifiers

2.2.1 UNII

5S371K6132

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Apatinib Mesylate

2. Rivoceranib

3. Rivoceranib Mesylate

4. Yn-968d1

5. Yn968d1

2.3.2 Depositor-Supplied Synonyms

1. 811803-05-1

2. Rivoceranib

3. Apatinib Free Base

4. Yn968d1

5. N-(4-(1-cyanocyclopentyl)phenyl)-2-((pyridin-4-ylmethyl)amino)nicotinamide

6. N-[4-(1-cyanocyclopentyl)phenyl]-2-(pyridin-4-ylmethylamino)pyridine-3-carboxamide

7. 5s371k6132

8. N-(4-(1-cyanocyclopentyl)phenyl)-2-(pyridin-4-ylmethylamino)nicotinamide

9. 3-pyridinecarboxamide, N-(4-(1-cyanocyclopentyl)phenyl)-2-((4-pyridinylmethyl)amino)-

10. Unii-5s371k6132

11. Apatinib (in China)

12. Rivoceranib [inn]

13. Rivoceranib (usan/inn)

14. Rivoceranib [usan]

15. Rivoceranib [who-dd]

16. Gtpl7648

17. Schembl1814966

18. Chembl3186534

19. Apatinib Free Base; Yn-968d1

20. Dtxsid601024366

21. Amy21302

22. Bcp02840

23. Ex-a1794

24. Hy-13342a

25. Mfcd21648511

26. Nsc772886

27. Nsc799333

28. S5248

29. Zinc70466461

30. Akos024464453

31. Ccg-268625

32. Db14765

33. Ds-7455

34. Nsc-772886

35. Nsc-799333

36. Sb16590

37. N-[4-(1-cyanocyclopentyl)phenyl]-2-[(4-pyridinylmethyl)amino]-3-pyridinecarboxamide

38. Ncgc00249393-01

39. Ncgc00249393-08

40. Ac-27461

41. Ba175030

42. Da-35324

43. Cs-0003200

44. C76598

45. D11288

46. Ab01274807-01

47. Ab01274807_02

48. Q27262801

49. N-[4-(1-cyanocyclopentyl)phenyl]-2-[(4-pyridinylmethyl)amino]nicotinamide

50. N-(4-(1-cyanocyclopentyl)phenyl)-2-((pyridin-4-ylmethyl)amino)pyridine-3-carboxamide

2.4 Create Date

2006-10-26

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₂₃N₅O
Molecular Weight	397.5 g/mol
XLogP3	4.1
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	6
Exact Mass	397.19026037 g/mol
Monoisotopic Mass	397.19026037 g/mol
Topological Polar Surface Area	90.7 Å²
Heavy Atom Count	30
Formal Charge	0
Complexity	608
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