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Delapril Hydrochloride

Delapril Hydrochloride

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Also known as: Delapril hcl, 83435-67-0, Adecut, Rev 6000a, Cv 3317, Rev-6000a

Molecular Formula

C₂₆H₃₃ClN₂O₅

Molecular Weight

489.0 g/mol

InChI Key

FDJCVHVKXFIEPJ-JCNFZFLDSA-N

FDA UNII

2SMM3M5ZMH

Delapril Hydrochloride is the hydrochloride salt of delapril, a lipophilic, non-sulfhydryl angiotensin-converting enzyme (ACE) inhibitor with antihypertensive activity. As a prodrug, delapril is converted to two active metabolites, delapril diacid and 5-hydroxy delapril diacid, which competitively bind to and inhibit ACE, thereby blocking the conversion of angiotensin I to angiotensin II. This prevents the potent vasoconstrictive actions of angiotensin II and results in vasodilation. Delapril also decreases angiotensin II-induced aldosterone secretion by the adrenal cortex, which leads to an increase in sodium excretion and subsequently increases water outflow.

1 2D Structure

Delapril Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[2,3-dihydro-1H-inden-2-yl-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]amino]acetic acid;hydrochloride

2.1.2 InChI

InChI=1S/C26H32N2O5.ClH/c1-3-33-26(32)23(14-13-19-9-5-4-6-10-19)27-18(2)25(31)28(17-24(29)30)22-15-20-11-7-8-12-21(20)16-22;/h4-12,18,22-23,27H,3,13-17H2,1-2H3,(H,29,30);1H/t18-,23-;/m0./s1

2.1.3 InChI Key

FDJCVHVKXFIEPJ-JCNFZFLDSA-N

2.1.4 Canonical SMILES

CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N(CC(=O)O)C2CC3=CC=CC=C3C2.Cl

2.1.5 Isomeric SMILES

CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N(CC(=O)O)C2CC3=CC=CC=C3C2.Cl

2.2 Other Identifiers

2.2.1 UNII

2SMM3M5ZMH

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Cv 3317

2. Cv-3317

3. Delapril

4. Derapril

5. N-(2,3-dihydro-1h-inden-2-yl)-n-(n-(1-(ethoxycarbonyl)-3-phenylpropyl)alanyl)glycine

2.3.2 Depositor-Supplied Synonyms

1. Delapril Hcl

2. 83435-67-0

3. Adecut

4. Rev 6000a

5. Cv 3317

6. Rev-6000a

7. 2smm3m5zmh

8. Cv-3317

9. Ethyl (s)-2-(((s)-1-((carboxymethyl)-2-indanylcarbamoyl)ethyl)amino)-4-phenylbutyrate, Monohydrochloride

10. Delapril (hydrochloride)

11. 2-[2,3-dihydro-1h-inden-2-yl-[(2s)-2-[[(2s)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]amino]acetic Acid;hydrochloride

12. Glycine, N-(2,3-dihydro-1h-inden-2-yl)-n-(n-(1-(ethoxycarbonyl)-3-phenylpropyl)-l-alanyl)-, Monohydrochloride, (s)-

13. Indalapril

14. 2-((s)-n-(2,3-dihydro-1h-inden-2-yl)-2-(((s)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)amino)propanamido)acetic Acid Hydrochloride

15. 2-[(2s)-n-(2,3-dihydro-1h-inden-2-yl)-2-{[(2s)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanamido]acetic Acid Hydrochloride

16. Ccris 1925

17. Delapril Hydrochloride [usan:jan]

18. Ncgc00181755-01

19. Unii-2smm3m5zmh

20. Cupressin

21. Delaket

22. Adecut (tn)

23. Delapril?hydrochloride

24. Alindapril Hydrochloride

25. Dsstox_cid_28523

26. Dsstox_rid_82795

27. N-(n-((s)-1-ethoxycarbonyl-3-phenylpropyl)-l-alanyl)-n-(indan-2-yl)glycine Hydrochloride

28. Dsstox_gsid_48597

29. Glycine, N-((1s)-1-(ethoxycarbonyl)-3-phenylpropyl)-l-alanyl-n-(2,3-dihydro-1h-inden-2-yl)-, Monohydrochloride

30. Schembl120907

31. Chembl2106126

32. Dtxsid6048597

33. Chebi:31462

34. Delapril Hydrochloride [mi]

35. Delapril Hydrochloride (jan/usan)

36. Delapril Hydrochloride [jan]

37. Tox21_112927

38. Delapril Hydrochloride [usan]

39. Mfcd00884619

40. S5728

41. Akos015915580

42. Delapril Hydrochloride [mart.]

43. Ccg-269602

44. Delapril Hydrochloride [who-dd]

45. As-15996

46. Cas-83435-67-0

47. Hy-107337

48. Cs-0028174

49. D4082

50. D01667

51. Q27255552

52. N-[1-(s)-ethoxycarbonyl-3-phenylpropyl]-(s)-alanyl-n-(2-indanyl)glycine Hydrochloride

53. N-[1-(s)-ethoxycarbonyl-3-phenylpropyl]-l-alanyl-n-(indan-2-yl)glycine Hydrochloride

54. 2-((s)-n-(2,3-dihydro-1h-inden-2-yl)-2-((s)-1-ethoxy-1-oxo-4-phenylbutan-2-ylamino)propanamido)acetic Acid Hydrochloride

55. Glycine,n-[(1s)-1-(ethoxycarbonyl)-3-phenylpropyl]-l-alanyl-n-(2,3-dihydro-1h-inden-2-yl)-, Monohydrochloride

56. N-[(s)-1-ethoxycarbonyl-3-phenylpropyl]-l-alanyl-n-(2,3-dihydroinden-2-yl)glycine Hydrochloride

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₆H₃₃ClN₂O₅
Molecular Weight	489.0 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	12
Exact Mass	488.2077999 g/mol
Monoisotopic Mass	488.2077999 g/mol
Topological Polar Surface Area	95.9 Å²
Heavy Atom Count	34
Formal Charge	0
Complexity	649
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

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.)