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Chemistry

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Also known as: 103420-77-5, Mk-329, Devazepidum, Mk 329, Devazepida, L-364,718

Molecular Formula

C₂₅H₂₀N₄O₂

Molecular Weight

408.5 g/mol

InChI Key

NFHRQQKPEBFUJK-HSZRJFAPSA-N

FDA UNII

JE6P7QY7NH

A derivative of benzodiazepine that acts on the cholecystokinin A (CCKA) receptor to antagonize CCK-8's (SINCALIDE) physiological and behavioral effects, such as pancreatic stimulation and inhibition of feeding.

1 2D Structure

Devazepide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-[(3S)-1-methyl-2-oxo-5-phenyl-3H-1,4-benzodiazepin-3-yl]-1H-indole-2-carboxamide

2.1.2 InChI

InChI=1S/C25H20N4O2/c1-29-21-14-8-6-12-18(21)22(16-9-3-2-4-10-16)27-23(25(29)31)28-24(30)20-15-17-11-5-7-13-19(17)26-20/h2-15,23,26H,1H3,(H,28,30)/t23-/m1/s1

2.1.3 InChI Key

NFHRQQKPEBFUJK-HSZRJFAPSA-N

2.1.4 Canonical SMILES

CN1C2=CC=CC=C2C(=NC(C1=O)NC(=O)C3=CC4=CC=CC=C4N3)C5=CC=CC=C5

2.1.5 Isomeric SMILES

CN1C2=CC=CC=C2C(=N[C@@H](C1=O)NC(=O)C3=CC4=CC=CC=C4N3)C5=CC=CC=C5

2.2 Other Identifiers

2.2.1 UNII

JE6P7QY7NH

2.3 Synonyms

2.3.1 MeSH Synonyms

1. L 364,718

2. L-364,718

3. L364,718

4. Mk 329

5. Mk-329

6. Mk329

2.3.2 Depositor-Supplied Synonyms

1. 103420-77-5

2. Mk-329

3. Devazepidum

4. Mk 329

5. Devazepida

6. L-364,718

7. (s)-n-(2,3-dihydro-1-methyl-2-oxo-5-phenyl-1h-1,4-benzodiazepin-3-yl)indole-2-carboxamide

8. L 364718

9. Je6p7qy7nh

10. L-364718

11. Chembl9506

12. Chebi:4460

13. 3(s)-(-)-1,3-dihydro-3-(2-indolecarbonylamino)-1-methyl-5-phenyl-2h-(1,4)benzodiazepin-2-one

14. Ncgc00159551-01

15. Dsstox_cid_26092

16. Dsstox_rid_81331

17. Dsstox_gsid_46092

18. 1h-indole-2-carboxamide, N-(2,3-dihydro-1-methyl-2-oxo-5-phenyl-1h-1,4-benzodiazepin-3-yl)-, (s)-

19. Brn 5156082

20. (s)-n-(1-methyl-2-oxo-5-phenyl-2,3-dihydro-1h-benzo[e][1,4]diazepin-3-yl)-1h-indole-2-carboxamide

21. N-[(3s)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1h-1,4-benzodiazepin-3-yl]-1h-indole-2-carboxamide

22. Cas-103420-77-5

23. Devazepide [usan:inn]

24. Devazepidum [inn-latin]

25. Unii-je6p7qy7nh

26. Devazepida [inn-spanish]

27. Devacade

28. L 364,718

29. Devazepide [inn]

30. Devazepide (usan/inn)

31. Devazepide [usan]

32. Cck Antagonist Synthetic 17

33. Cck Antagonist Synthetic 18

34. Schembl148766

35. Dtxsid2046092

36. Hms3268j20

37. 1h-indole-2-carboxylic Acid (1-methyl-2-oxo-5-phenyl-2,3-dihydro-1h-benzo[e][1,4]diazepin-3-yl)-amide

38. Zinc1847292

39. Tox21_111744

40. Bdbm50005463

41. Nsc778303

42. Pdsp1_000936

43. Pdsp2_000922

44. Akos024457038

45. Devazepide, >=98% (hplc), Powder

46. Tox21_111744_1

47. Nsc-778303

48. N-[(3s)-1-methyl-2-oxo-5-phenyl-3h-1,4-benzodiazepin-3-yl]-1h-indole-2-carboxamide

49. Ncgc00159551-02

50. Hy-106301

51. B7008

52. Cs-0025544

53. D02693

54. J-000963

55. Q5266620

56. Brd-k31238592-001-01-6

57. (r)-1h-indole-2-carboxylic Acid (1-methyl-2-oxo-5-phenyl-2,3-dihydro-1h-benzo[e][1,4]diazepin-3-yl)-amide: 0.1c4h10o

58. (s)-1h-indole-2-carboxylic Acid (1-methyl-2-oxo-5-phenyl-2,3-dihydro-1h-benzo[e][1,4]diazepin-3-yl)-amide

59. (s,z)-n-(1-methyl-2-oxo-5-phenyl-2,3-dihydro-1h-benzo[e][1,4]diazepin-3-yl)-1h-indole-2-carboxamide

60. (z)-n-(1-methyl-2-oxo-5-phenyl-2,3-dihydro-1h-benzo[e][1,4]diazepin-3-yl)-1h-indole-2-carboxamide

61. 1h-indole-2-carboxylic Acid ((s)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1h-benzo[e][1,4]diazepin-3-yl)-amide

62. 1h-indole-2-carboxylic Acid (1-methyl-2-oxo-5-phenyl-2,3-dihydro-1h-benzo[e][1,4]diazepin-3-yl)-amide (l-364,718 ((s)-devazepide)

63. 1h-indole-2-carboxylic Acid (1-methyl-2-oxo-5-phenyl-2,3-dihydro-1h-benzo[e][1,4]diazepin-3-yl)-amide (mk-329, L-364,718)

64. 1h-indole-2-carboxylic Acid (1-methyl-2-oxo-5-phenyl-2,3-dihydro-1h-benzo[e][1,4]diazepin-3-yl)-amide(devazepide Or (r) L364718)

65. 1h-indole-2-carboxylic Acid (1-methyl-2-oxo-5-phenyl-2,3-dihydro-1h-benzo[e][1,4]diazepin-3-yl)-amide(devazepide)

66. 1h-indole-2-carboxylic Acid (1-methyl-2-oxo-5-phenyl-2,3-dihydro-1h-benzo[e][1,4]diazepin-3-yl)-amide(l-364718)

67. 1h-indole-2-carboxylic Acid (1-methyl-2-oxo-5-phenyl-2,3-dihydro-1h-benzo[e][1,4]diazepin-3-yl)-amide: 0.1c4h10o. 0.15ch2cl2

68. N-[(3s)-2,3-dihydro-1-methyl-2-oxo-5-phenyl-1h-1,4-benzodiazepin-3-yl]-1h-indole-2-carboxamide

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₅H₂₀N₄O₂
Molecular Weight	408.5 g/mol
XLogP3	4.2
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	3
Exact Mass	408.15862589 g/mol
Monoisotopic Mass	408.15862589 g/mol
Topological Polar Surface Area	77.6 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	716
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
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

Hormone Antagonists

Chemical substances which inhibit the function of the endocrine glands, the biosynthesis of their secreted hormones, or the action of hormones upon their specific sites. (See all compounds classified as Hormone Antagonists.)

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