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2D Structure
Also known as: 905854-02-6, Arq-197, Arq 197, (3r,4r)-3-(5,6-dihydro-4h-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(1h-indol-3-yl)pyrrolidine-2,5-dione, Arq197, Pj4h73il17
Molecular Formula
C23H19N3O2
Molecular Weight
369.4  g/mol
InChI Key
UCEQXRCJXIVODC-PMACEKPBSA-N
FDA UNII
PJ4H73IL17

an oral small-molecule inhibitor of c-Met for the treatment of solid tumors
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(3R,4R)-3-(1-azatricyclo[6.3.1.04,12]dodeca-2,4,6,8(12)-tetraen-3-yl)-4-(1H-indol-3-yl)pyrrolidine-2,5-dione
2.1.2 InChI
InChI=1S/C23H19N3O2/c27-22-19(16-11-24-18-9-2-1-7-14(16)18)20(23(28)25-22)17-12-26-10-4-6-13-5-3-8-15(17)21(13)26/h1-3,5,7-9,11-12,19-20,24H,4,6,10H2,(H,25,27,28)/t19-,20-/m0/s1
2.1.3 InChI Key
UCEQXRCJXIVODC-PMACEKPBSA-N
2.2 Other Identifiers
2.2.1 UNII
PJ4H73IL17
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Arq 197

2. Arq-197

3. Arq197

2.3.2 Depositor-Supplied Synonyms

1. 905854-02-6

2. Arq-197

3. Arq 197

4. (3r,4r)-3-(5,6-dihydro-4h-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(1h-indol-3-yl)pyrrolidine-2,5-dione

5. Arq197

6. Pj4h73il17

7. Dtxsid60920316

8. (3r,4r)-3-(5,6-dihydro-4h-pyrrolo(3,2,1-ij)quinolin-1-yl)-4-(1h-indol-3-yl)pyrrolidine-2,5-dione

9. Tivantinibum

10. Refchem:898517

11. C-met Inhibitor Arq 197

12. Dtxcid301349230

13. (3r,4r)-3-(1-azatricyclo(6.3.1.0^(4,12))dodeca-2,4,6,8(12)-tetraen-3-yl)-4-(1h-indol-3-yl)pyrrolidine-2,5-dione

14. Tivantinib (arq 197)

15. 905853-99-8

16. Mfcd11977597

17. (rel)-tivantinib

18. Rel-(3r,4r)-3-(5,6-dihydro-4h-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(1h-indol-3-yl)-2,5-pyrrolidinedione

19. 1000873-98-2

20. (3r,4r)-3-(1-azatricyclo[6.3.1.04,12]dodeca-2,4,6,8(12)-tetraen-3-yl)-4-(1h-indol-3-yl)pyrrolidine-2,5-dione

21. Tivantinib [inn]

22. Tivantinib [usan:inn]

23. Unii-pj4h73il17

24. Tivantinib; Arq197

25. Tivantinib [mi]

26. Tivantinib [jan]

27. Tivantinib [usan]

28. Arq 197 (tivantinib)

29. Tivantinib [who-dd]

30. Schembl44944

31. Orb322231

32. Tivantinib (jan/usan/inn)

33. Gtpl7948

34. Orb1301058

35. Orb1941247

36. Chembl2103882

37. Schembl29355700

38. Chebi:91398

39. Uceqxrcjxivodc-pmacekpbsa-n

40. Arq-197,tivantinib, Arq197

41. Arq197; Arq-197;tivantinib

42. Cs-m1640

43. Ex-a2169

44. Cas:905854-02-6;tivantinib

45. Bdbm50146168

46. Nsc758242

47. Nsc800951

48. S2753

49. Akos022182739

50. Ccg-268285

51. Db12200

52. Ebc-218037

53. Ft44530

54. Nsc-758242

55. Nsc-800951

56. Sdccgsbi-0654487.p001

57. (-)-trans-3-(5,6-dihydro-4h-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(1h-indol-3-yl)pyrrolidine-2,5-dione

58. Ac-25009

59. Ac-35963

60. As-16991

61. Da-67145

62. Da-68209

63. Hy-50686

64. Hy-77493

65. Db-362059

66. Ns00073191

67. C77073

68. D10173

69. E82820

70. Brd-k33379087-001-01-8

71. Brd-k33379087-001-07-5

72. Q17123902

73. Z2242166213

74. (+/-)-trans-3-(5,6-dihydro-4h-pyrrolo[3,2,1-ij]quinolin-1-yl)-4(1h-indol-3-yl)pyrrolidine-2,5-dione

75. (+/-)-trans-3-(5,6-dihydro-4h-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(1h-indol-3-yl) Pyrrolidine-2,5-dione

76. (+/-)-trans-3-(5,6-dihydro-4h-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(1h-indol-3-yl)pyrrolidine-2,5-dione

77. (_)-trans-3-(5,6-dihydro-4h-pyrrolo[3,2,1-ij]quinolin-1-yl)-4(1h-indol-3-yl)pyrrolidine-2,5-dione

78. (3r,4r)-3-(2,3-dihydro-1h-pyrrolo[3,2,1-ij]quinolin-6-yl)-4-(1h-indol-3-yl)pyrrolidine-2,5-dione

79. (3r,4r)-3-(5,6-dihydro-4h-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(1h-indol-3-yl)-pyrrolidine-2,5-dione

80. (3r,4r)-3-(5,6-dihydro-4h-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(1h-indol-3-yl)pyrrolidine-2,5-dione; Arq 197;

81. 2,5-pyrrolidinedione, 3-(5,6-dihydro-4h-pyrrolo(3,2,1-ij)quinolin-1-yl)-4-(1h-indol-3-yl)-, (3r,4r)-

82. Tiv

83. Trans 3-(5,6-dihydro-4h-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(1h-indol-3-yl)-pyrrolidine-2,5-dione

2.4 Create Date
2006-10-26
3 Chemical and Physical Properties
Molecular Weight 369.4 g/mol
Molecular Formula C23H19N3O2
XLogP32.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass Da
Monoisotopic Mass Da
Topological Polar Surface Area66.9
Heavy Atom Count28
Formal Charge0
Complexity666
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Treatment of hepatoblastoma



5 Pharmacology and Biochemistry
5.1 Mechanism of Action

Tivantinib mediates its effects by inhibiting the activity of c-Met, a receptor tyrosine kinase that plays multiple key roles in human cancer, including cancer cell growth, survival, angiogenesis, invasion and metastasis. C-Met is abnormally activated in most cancers and is believed to control multiple signal transduction pathways involved in tumor growth and metastasis.