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Perindoprilate

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1 BioAnalytical Methods

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1 BioAnalytical Methods

Synopsis

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Chemistry

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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 Formula	C₁₇H₂₈N₂O₅
Molecular Weight	340.4 g/mol
XLogP3	0.2
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	7
Exact Mass	340.19982200 g/mol
Monoisotopic Mass	340.19982200 g/mol
Topological Polar Surface Area	107 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	495
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
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

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

ANALYTICAL

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