ILEPATRIL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C22H28N2O5S
Molecular Weight	432.533
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12CCC[C@H](N1C(=O)[C@H](CC3=CC=CC=C23)NC(=O)[C@@H](SC(C)=O)C(C)C)C(O)=O

InChI

InChIKey=FXKFFTMLFPWYFH-RDGPPVDQSA-N

InChI=1S/C22H28N2O5S/c1-12(2)19(30-13(3)25)20(26)23-16-11-14-7-4-5-8-15(14)17-9-6-10-18(22(28)29)24(17)21(16)27/h4-5,7-8,12,16-19H,6,9-11H2,1-3H3,(H,23,26)(H,28,29)/t16-,17+,18-,19-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C22H28N2O5S
Molecular Weight	432.533
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18311667 | https://clinicaltrials.gov/ct2/show/NCT00284128 | https://adisinsight.springer.com/drugs/800017482

Ilepatril, previously known as AVE7688, an inhibitor of neutral endopeptidase and angiotensin-converting enzyme (ACE), was initially being developed for cardiac failure. Ilepatril was in phase IIb/III clinical trials for hypertension and in phase II trials for diabetic nephropathy, however, studies were discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Vasopeptidase inhibition normalizes blood pressure and restores endothelial function in renovascular hypertension.	2006	17139187
Role of the effect of inhibition of neutral endopeptidase on vascular and neural complications in streptozotocin-induced diabetic rats.	2011 Jan 15	21040718
Effect of inhibition of angiotensin converting enzyme and/or neutral endopeptidase on vascular and neural complications in high fat fed/low dose streptozotocin-diabetic rats.	2012 Feb 29	22198047

Sample Use Guides

In Vivo Use Guide

oral administration (capsules)(2.5 or 10 or 35 or 50 mg ) once daily

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:13:20 GMT 2023` Edited by `admin` on `Fri Dec 15 17:13:20 GMT 2023`
Record UNII	5N1YAP5FCM
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ILEPATRIL

Official Name

English

AVE7688

Code

English

ilepatril [INN]

Common Name

English

AVE-7688

Code

English

(4S,7S,12BR)-7-((2S)-2-(ACETYLSULFANYL)-3-METHYLBUTANAMIDO)-6-OXO-1,2,3,4,6,7,8,12B-OCTAHYDROPYRIDO(2,1-A)(2)BENZAZEPINE-4-CARBOXYLIC ACID

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C270