DELAPRIL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C26H32N2O5
Molecular Weight	452.5427
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N(CC(O)=O)C2CC3=C(C2)C=CC=C3

InChI

InChIKey=WOUOLAUOZXOLJQ-MBSDFSHPSA-N

InChI=1S/C26H32N2O5/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)/t18-,23-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C26H32N2O5
Molecular Weight	452.5427
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: http://www.medjchem.com/images/stories/V3N4/mjcbenamar2.pdf

Delapril is a lipophilic nonsulfhydryl angiotensin-converting enzyme (ACE) inhibitor, which has been shown to exert potent ACE inhibitory activity and is marketed as an antihypertensive drug. Delapril has been shown to exist in solution as a mixture of s-cis and s-trans conformational isomers, as a result of restricted rotation about the amide bond.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Angiotensin-converting enzyme 97 Target ID: P12821 Gene ID: 1636.0 Gene Symbol: ACE Target Organism: Homo sapiens (Human) Sources: https://www.jstage.jst.go.jp/article/cpb1958/34/7/34_7_2852/_pdf	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Arterial hypertension 5 Sources: http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4053015/pdf/main.pdf	Primary		Approved 8429	VIVACE Approved Use To treat the arterial hypertension.

PubMed

Title	Date	PubMed
Inhibition of angiotensin converting enzyme by CV-3317, a non-sulfhydryl compound.	1986 Sep	3025487
Long-term effects of delapril on renal function and urinary excretion of kallikrein, prostaglandin E2, and thromboxane B2 in hypertensive patients.	1991 Jan	2009149

Patents

Sample Use Guides

In Vivo Use Guide

30 mg per day

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:17:26 GMT 2023` Edited by `admin` on `Fri Dec 15 16:17:26 GMT 2023`
Record UNII	W77UAL9THI
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DELAPRIL

Official Name

English

ETHYL (S)-2-(((S)-1-((CARBOXYMETHYL)-2-INDANYLCARBAMOYL)ETHYL)AMINO)-4-PHENYLBUTYRATE

Systematic Name

English

delapril [INN]

Common Name

English

DELAPRIL [MI]

Common Name

English

Delapril [WHO-DD]

Common Name

English

GLYCINE, N-(2,3-DIHYDRO-1H-INDEN-2-YL)-N-(N-(1-(ETHOXYCARBONYL)-3-PHENYLPROPYL)-L-ALANYL)-, (S)-

Common Name

English

Classification Tree Code System Code

WHO-ATC

C09BB12