CHEBI:8024 - perindopril

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ChEBI Name perindopril
ChEBI ID CHEBI:8024
Definition An α-amino acid ester that is the ethyl ester of N-{(2S)-1-[(2S,3aS,7aS)-2-carboxyoctahydro-1H-indol-1-yl]-1-oxopropan-2-yl}-L-norvaline
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C19H32N2O5
Net Charge 0
Average Mass 368.46786
Monoisotopic Mass 368.231
InChI 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
InChIKey IPVQLZZIHOAWMC-QXKUPLGCSA-N
SMILES [H][C@@]12CCCC[C@]1([H])N([C@@H](C2)C(O)=O)C(=O)[C@H](C)N[C@@H](CCC)C(=O)OCC
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor
An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1).
Application(s): EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor
An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1).
antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
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ChEBI Ontology
Outgoing perindopril (CHEBI:8024) has role antihypertensive agent (CHEBI:35674)
perindopril (CHEBI:8024) has role EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
perindopril (CHEBI:8024) is a α-amino acid ester (CHEBI:46874)
perindopril (CHEBI:8024) is a dicarboxylic acid monoester (CHEBI:36244)
perindopril (CHEBI:8024) is a ethyl ester (CHEBI:23990)
perindopril (CHEBI:8024) is a organic heterobicyclic compound (CHEBI:27171)
perindopril (CHEBI:8024) is conjugate acid of perindopril(1−) (CHEBI:78000)
Incoming perindopril(1−) (CHEBI:78000) is conjugate base of perindopril (CHEBI:8024)
IUPAC Name
ethyl N-{(2S)-1-[(2S,3aS,7aS)-2-carboxyoctahydro-1H-indol-1-yl]-1-oxopropan-2-yl}-L-norvalinate
INNs Sources
perindopril ChemIDplus
perindoprilum ChemIDplus
Synonym Source
(2S,3aS,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxopentan-2-yl]amino}propanoyl]octahydro-1H-indole-2-carboxylic acid IUPAC
Manual Xrefs Databases
2108 DrugCentral
C07706 KEGG COMPOUND
D03753 KEGG DRUG
DB00790 DrugBank
HMDB0014928 HMDB
LSM-4080 LINCS
Perindopril Wikipedia
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Registry Numbers Types Sources
4300272 Reaxys Registry Number Reaxys
82834-16-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
24291100 PubMed citation Europe PMC
24324048 PubMed citation Europe PMC
24357222 PubMed citation Europe PMC
24511479 PubMed citation Europe PMC
24515310 PubMed citation Europe PMC
24554346 PubMed citation Europe PMC
24590580 PubMed citation Europe PMC
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24664905 PubMed citation Europe PMC
Last Modified
22 February 2017