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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
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 Weight 397.5 g/mol
Molecular Formula C24H23N5O
XLogP34.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Exact Mass397.19026037 g/mol
Monoisotopic Mass397.19026037 g/mol
Topological Polar Surface Area90.7 Ų
Heavy Atom Count30
Formal Charge0
Complexity608
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

Antineoplastic Agents

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)


Protein Kinase Inhibitors

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


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Jiangsu Hengrui Medicine

China

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

Medlab Asia & Asia Health
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Jiangsu Hengrui Medicine

China

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

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Medlab Asia & Asia Health
Not Confirmed
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