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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 of ILEPATRIL

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

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.

Approval Year

PubMed

PubMed

TitleDatePubMed
Vasopeptidase inhibition normalizes blood pressure and restores endothelial function in renovascular hypertension.
2006
Effect of Treatment of Sprague Dawley Rats with AVE7688, Enalapril, or Candoxatril on Diet-Induced Obesity.
2011
Role of the effect of inhibition of neutral endopeptidase on vascular and neural complications in streptozotocin-induced diabetic rats.
2011 Jan 15
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

Sample Use Guides

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 Thu Jul 06 00:35:09 UTC 2023
Edited
by admin
on Thu Jul 06 00:35:09 UTC 2023
Record UNII
5N1YAP5FCM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ILEPATRIL
INN  
INN  
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
Created by admin on Thu Jul 06 00:35:10 UTC 2023 , Edited by admin on Thu Jul 06 00:35:10 UTC 2023
Code System Code Type Description
DRUG BANK
DB06604
Created by admin on Thu Jul 06 00:35:09 UTC 2023 , Edited by admin on Thu Jul 06 00:35:09 UTC 2023
PRIMARY
FDA UNII
5N1YAP5FCM
Created by admin on Thu Jul 06 00:35:09 UTC 2023 , Edited by admin on Thu Jul 06 00:35:09 UTC 2023
PRIMARY
EPA CompTox
DTXSID7047356
Created by admin on Thu Jul 06 00:35:09 UTC 2023 , Edited by admin on Thu Jul 06 00:35:09 UTC 2023
PRIMARY
PUBCHEM
9824131
Created by admin on Thu Jul 06 00:35:10 UTC 2023 , Edited by admin on Thu Jul 06 00:35:10 UTC 2023
PRIMARY
SMS_ID
300000034188
Created by admin on Thu Jul 06 00:35:10 UTC 2023 , Edited by admin on Thu Jul 06 00:35:10 UTC 2023
PRIMARY
CAS
473289-62-2
Created by admin on Thu Jul 06 00:35:09 UTC 2023 , Edited by admin on Thu Jul 06 00:35:09 UTC 2023
PRIMARY
NCI_THESAURUS
C87731
Created by admin on Thu Jul 06 00:35:10 UTC 2023 , Edited by admin on Thu Jul 06 00:35:10 UTC 2023
PRIMARY
INN
8766
Created by admin on Thu Jul 06 00:35:10 UTC 2023 , Edited by admin on Thu Jul 06 00:35:10 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY