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Technical details about Devazepide, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
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

2D Structure

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 Weight 408.5 g/mol
Molecular Formula C25H20N4O2
XLogP34.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass408.15862589 g/mol
Monoisotopic Mass408.15862589 g/mol
Topological Polar Surface Area77.6 Ų
Heavy Atom Count31
Formal Charge0
Complexity716
Isotope Atom Count0
Defined Atom Stereocenter Count1
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

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.)