Altiratinib (USAN)

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Also known as: 1345847-93-9, Dcc-2701, Dp-5164, Altiratinib [usan], Altiratinib (usan), 1,1-cyclopropanedicarboxamide, n-[4-[[2-[(cyclopropylcarbonyl)amino]-4-pyridinyl]oxy]-2,5-difluorophenyl]-n'-(4-fluorophenyl)-

Molecular Formula

C₂₆H₂₁F₃N₄O₄

Molecular Weight

510.5 g/mol

InChI Key

GNNDEPIMDAZHRQ-UHFFFAOYSA-N

FDA UNII

T678746713

Altiratinib is an orally bioavailable inhibitor of c-Met/hepatocyte growth factor receptor (HGFR), vascular endothelial growth factor receptor type 2 (VEGFR2), Tie2 receptor tyrosine kinase (TIE2), and tropomyosin receptor kinase (Trk), with potential antiangiogenic and antineoplastic activities. Upon administration, altiratinib selectively binds to c-Met, VEGFR2, Tie2 and Trk tyrosine kinases, which may lead to the inhibition of endothelial cell migration, proliferation and survival. This also results in both an inhibition of tumor cell proliferation and increased tumor cell death in c-Met/VEGFR2/Tie2/Trk-expressing cells. These receptor tyrosine kinases (RTKs), frequently overexpressed or mutated by a variety of tumor cell types, play crucial roles in the regulation of angiogenesis, tumor cell growth and survival.

1 2D Structure

Altiratinib [USAN]

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-N'-[4-[2-(cyclopropanecarbonylamino)pyridin-4-yl]oxy-2,5-difluorophenyl]-1-N-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

2.1.2 InChI

InChI=1S/C26H21F3N4O4/c27-15-3-5-16(6-4-15)31-24(35)26(8-9-26)25(36)32-20-12-19(29)21(13-18(20)28)37-17-7-10-30-22(11-17)33-23(34)14-1-2-14/h3-7,10-14H,1-2,8-9H2,(H,31,35)(H,32,36)(H,30,33,34)

2.1.3 InChI Key

GNNDEPIMDAZHRQ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CC1C(=O)NC2=NC=CC(=C2)OC3=C(C=C(C(=C3)F)NC(=O)C4(CC4)C(=O)NC5=CC=C(C=C5)F)F

2.2 Other Identifiers

2.2.1 UNII

T678746713

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Dcc-2701

2.3.2 Depositor-Supplied Synonyms

1. 1345847-93-9

2. Dcc-2701

3. Dp-5164

4. Altiratinib [usan]

5. Altiratinib (usan)

6. 1,1-cyclopropanedicarboxamide, N-[4-[[2-[(cyclopropylcarbonyl)amino]-4-pyridinyl]oxy]-2,5-difluorophenyl]-n'-(4-fluorophenyl)-

7. 1,1-cyclopropanedicarboxamide, N-(4-((2-((cyclopropylcarbonyl)amino)-4-pyridinyl)oxy)-2,5-difluorophenyl)-n'-(4-fluorophenyl)-

8. N-(4-((2-((cyclopropylcarbonyl)amino)pyridin-4-yl)oxy)-2,5-difluorophenyi)-n-(4- Fluorophenyl)cyclopropane-1,1-dicarboxamide

9. T678746713

10. 1-n'-[4-[2-(cyclopropanecarbonylamino)pyridin-4-yl]oxy-2,5-difluorophenyl]-1-n-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

11. N-(4-((2-(cyclopropanecarboxamido)pyridin-4-yl)oxy)-2,5-difluorophenyl)-n-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide.

12. N-[4-[[2-[(cyclopropylcarbonyl)amino]-4-pyridinyl]oxy]-2,5-difluorophenyl]-n'-(4-fluorophenyl)-1,1-cyclopropanedicarboxamide

13. Unii-t678746713

14. Altiratinib;dcc2701

15. Altiratinib [inn]

16. Altiratinib(dcc-2701)

17. Altiratinib [who-dd]

18. Schembl139906

19. Gtpl9174

20. Chembl3545365

21. Dcc-270

22. Dcc2701

23. Ex-a902

24. Bcp15682

25. Hy-b0791

26. Bdbm50193395

27. Mfcd28900672

28. Nsc784590

29. S6412

30. Akos026750329

31. Zinc113198271

32. Cs-3944

33. Nsc-784590

34. Sb18876

35. Ncgc00480913-04

36. Ac-35383

37. N-(4-(2-(cyclopropanecarboxamido)pyridin-4-yloxy)-2,5-difluorophenyl)-n'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

38. Ft-0700171

39. A14387

40. D10862

41. F11464

42. A887875

43. J-690136

44. Q27074416

45. 1,1-cyclopropanedicarboxamide, N-[4-[[2-[(cyclopropylcarbonyl)amino]-4-pyridinyl]oxy]-2,5-difluorophenyl]-n-(4-fluorophenyl)-

46. 4-{5-[(e)-2-{4-(2-chlorophenyl)-5-[5-(methylsulfonyl)-2-pyridinyl]-4h-1,2,4-triazol-3-yl}vinyl]-1,3,4-oxadiazol-2-yl}benzonitrile

47. A9i

48. N-1'-[4-[2-(cyclopropylcarbonylamino)pyridin-4-yl]oxy-2,5-bis(fluoranyl)phenyl]-n-1-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide; 1-n'-[4-[2-(cyclopropanecarbonylamino)pyridin-4-yl]oxy-2,5-difluorophenyl]-1-n-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide; N-[4-[[2-[(cyclopropylcarbonyl)amino]-4-pyridinyl]oxy]-2,5-difluorophenyl]-n'-(4-fluorophenyl)-1,1-cyclopropanedicarboxamide

2.4 Create Date

2011-12-05

3 Chemical and Physical Properties

Molecular Formula	C₂₆H₂₁F₃N₄O₄
Molecular Weight	510.5 g/mol
XLogP3	4.3
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	8
Exact Mass	510.15148965 g/mol
Monoisotopic Mass	510.15148965 g/mol
Topological Polar Surface Area	109 Å²
Heavy Atom Count	37
Formal Charge	0
Complexity	863
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