U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C19H32N2O5
Molecular Weight 368.4678
Optical Activity ( + / - )
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2,3A-DI-EPI-PERINDOPRIL, (±)-

SMILES

CCC[C@H](N[C@@H](C)C(=O)N1[C@H]2CCCC[C@@H]2C[C@@H]1C(O)=O)C(=O)OCC

InChI

InChIKey=IPVQLZZIHOAWMC-XFIYOXNOSA-N
InChI=1S/C19H32N2O5/c1-4-8-14(19(25)26-5-2)20-12(3)17(22)21-15-10-7-6-9-13(15)11-16(21)18(23)24/h12-16,20H,4-11H2,1-3H3,(H,23,24)/t12-,13+,14-,15-,16+/m0/s1

HIDE SMILES / InChI

Molecular Formula C19H32N2O5
Molecular Weight 368.4678
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

(±)-2,3A-di-epi-Perindopril is a mixture of two isomers (S, SR, RR) and (R, RS, SS) which are both inactive epimers of the antihypertensive drug perindopril, although the (R, RS, SS) isomer possesses better activity.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 23:24:00 GMT 2025
Edited
by admin
on Mon Mar 31 23:24:00 GMT 2025
Record UNII
GR5K6963H1
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
(2SR,3ASR,7ARS)-1-((2RS)-2-(((1RS)-1-(ETHOXYCARBONYL)BUTYL)AMINO)PROPANOYL)OCTAHYDRO-1H-INDOLE-2-CARBOXYLIC ACID
Preferred Name English
2,3A-DI-EPI-PERINDOPRIL, (±)-
Common Name English
PERINDOPRIL TERT-BUTYLAMINE IMPURITY V [EP IMPURITY]
Common Name English
(±)-2,3A-DI-EPI-PERINDOPRIL
Common Name English
Code System Code Type Description
FDA UNII
GR5K6963H1
Created by admin on Mon Mar 31 23:24:00 GMT 2025 , Edited by admin on Mon Mar 31 23:24:00 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> IMPURITY