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Perindoprilate
Also known as: 95153-31-4, Perindoprilate, Perindoprilato, Perindoprilatum, S-9780, Perindopril related compound b
Molecular Formula
C17H28N2O5
Molecular Weight
340.4  g/mol
InChI Key
ODAIHABQVKJNIY-PEDHHIEDSA-N
FDA UNII
2UV6ZNQ92K

Perindoprilat is a non-sulfhydryl angiotensin-converting enzyme (ACE) inhibitor with antihypertensive activity. Perindoprilat inhibits ACE and, thus, the conversion of angiotensin I to angiotensin II; consequently, angiotensin II-mediated vasoconstriction and angiotensin II-stimulated aldosterone secretion from the adrenal cortex are inhibited and diuresis and natriuresis ensue.
Perindoprilat is an Angiotensin Converting Enzyme Inhibitor. The mechanism of action of perindoprilat is as an Angiotensin-converting Enzyme Inhibitor.
1 2D Structure

Perindoprilate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-carboxybutyl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid
2.1.2 InChI
InChI=1S/C17H28N2O5/c1-3-6-12(16(21)22)18-10(2)15(20)19-13-8-5-4-7-11(13)9-14(19)17(23)24/h10-14,18H,3-9H2,1-2H3,(H,21,22)(H,23,24)/t10-,11-,12-,13-,14-/m0/s1
2.1.3 InChI Key
ODAIHABQVKJNIY-PEDHHIEDSA-N
2.1.4 Canonical SMILES
CCCC(C(=O)O)NC(C)C(=O)N1C2CCCCC2CC1C(=O)O
2.1.5 Isomeric SMILES
CCC[C@@H](C(=O)O)N[C@@H](C)C(=O)N1[C@H]2CCCC[C@H]2C[C@H]1C(=O)O
2.2 Other Identifiers
2.2.1 UNII
2UV6ZNQ92K
2.3 Synonyms
2.3.1 MeSH Synonyms

1. S-9780

2.3.2 Depositor-Supplied Synonyms

1. 95153-31-4

2. Perindoprilate

3. Perindoprilato

4. Perindoprilatum

5. S-9780

6. Perindopril Related Compound B

7. Perindopril Diacid Form

8. 2uv6znq92k

9. (2s,3as,7as)-1-((s)-2-(((s)-1-carboxybutyl)amino)propanoyl)octahydro-1h-indole-2-carboxylic Acid

10. (2s,3as,7as)-1-((s)-n-((s)-1-carboxybutyl)alanyl)hexahydro-2-indolinecarboxylic Acid

11. S 9780

12. Perindoprilate [french]

13. Perindoprilatum [latin]

14. Perindoprilato [spanish]

15. (2s,3as,7as)-1-(((s)-1-carboxybutyl)-l-alanyl)octahydro-1h-indole-2-carboxylic Acid

16. Perindoprilat [inn:ban]

17. Unii-2uv6znq92k

18. Brn 4207072

19. Perondropilat

20. Perondroprilat

21. Perindoprilat [inn]

22. Schembl564053

23. Gtpl6373

24. Chembl1201368

25. Dtxsid90869249

26. Chebi:132041

27. Hy-b1433

28. Zinc4217270

29. Perindopril Diacid Form [mi]

30. Akos026750118

31. Ccg-213925

32. Db14213

33. Ncgc00389603-01

34. (2s,3as,7as)-1-[(2s)-2-[[(1s)-1-carboxybutyl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic Acid

35. (2s,3as,7as)-1-[(2s)-2-[[(2s)-1-hydroxy-1-oxopentan-2-yl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic Acid

36. 1h-indole-2-carboxylic Acid, Octahydro-1-(2-((1-carboxybutyl)amino)-1-oxopropyl)-, (2s-(1(r*(r*)),2-alpha,3a-beta,7a-beta))-

37. Cs-0013140

38. C21517

39. Perindopril Related Compound B [usp-rs]

40. Ab01563365_01

41. 153p314

42. A1-06488

43. Q27088302

44. Perindopril Tert-butylamine Impurity B [ep Impurity]

45. Discontinued. Please See P287531 Or P287535 Or P287585.

46. N-{(2s)-1-[(2s,3as,7as)-2-carboxyoctahydro-1h-indol-1-yl]-1-oxopropan-2-yl}-l-norvaline

47. (2s,3as,7as)-1-((s)-2-(((s)-1-carboxybutyl)amino)propanoyl)octahydro-1h-indole-2-carboxylicacid

48. (2s,3as,7as)-1-[(2s)-2-[[(1s)-1-carboxybutyl]amino]-1-oxopropyl]octahydro-1h-indole-2-carboxylic Acid

49. (2s,3as,7as)-1-[(2s)-2-[[(2s)-1-hydroxy-1-oxopentan-2-yl]amino] Propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic Acid

50. (2s,3as,7as)-1-[(2s)-2-{[(1s)-1-carboxybutyl]amino}propanoyl]octahydro-1h-indole-2-carboxylic Acid

51. (2s,3as,7as)-1-[(2s)-2-{[(1s)-1-carboxybutyl]amino}propanoyl]octahydro-1h-indole-2-carboxylic Acid (non-preferred Name)

52. [2s-[1[r*(r*)],2alpha,3abeta,7abeta]]-1-[2-[(1-carboxybutyl)amino]-1-oxopropyl]octahydro-1h-indole-2-carboxylic Acid

53. X94

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 340.4 g/mol
Molecular Formula C17H28N2O5
XLogP30.2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count7
Exact Mass340.19982200 g/mol
Monoisotopic Mass340.19982200 g/mol
Topological Polar Surface Area107 Ų
Heavy Atom Count24
Formal Charge0
Complexity495
Isotope Atom Count0
Defined Atom Stereocenter Count5
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

Angiotensin-Converting Enzyme Inhibitors

A class of drugs whose main indications are the treatment of hypertension and heart failure. They exert their hemodynamic effect mainly by inhibiting the renin-angiotensin system. They also modulate sympathetic nervous system activity and increase prostaglandin synthesis. They cause mainly vasodilation and mild natriuresis without affecting heart rate and contractility. (See all compounds classified as Angiotensin-Converting Enzyme Inhibitors.)


Antihypertensive Agents

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)


4.2 FDA Pharmacological Classification
4.2.1 Active Moiety
PERINDOPRILAT
4.2.2 FDA UNII
2UV6ZNQ92K
4.2.3 Pharmacological Classes
Mechanisms of Action [MoA] - Angiotensin-converting Enzyme Inhibitors
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