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CHEBI:132041 - perindoprilat

ChEBI IDCHEBI:132041
ChEBI Nameperindoprilat
Stars
DefinitionA dipeptide obtained by formal condensation of one of the carboxy groups of N-[(1S)-1-carboxyethyl]-L-norvaline with the amino group of (2S,3aS,7aS)-octahydroindole-2-carboxylic acid. The major active metabolite of perindopril.
Last Modified7 December 2016
SubmitterKeeva
DownloadsMolfile
FormulaC17H28N2O5
Net Charge0
Average Mass340.420
Monoisotopic Mass340.19982
SMILES[H][C@@]12CCCC[C@]1([H])N(C(=O)[C@H](C)N[C@@H](CCC)C(=O)O)[C@H](C(=O)O)C2
InChIInChI=1S/C17H28N2O5/c1-3-6-12(16(21)22)18-10(2)15(20)19-13-8-5-4-7-11(13)9-14(19)17(23)24/h10-14,18H,3-9H2,1-2H3,(H,21,22)(H,23,24)/t10-,11-,12-,13-,14-/m0/s1
InChIKeyODAIHABQVKJNIY-PEDHHIEDSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - MetaboLights (MTBLS307)
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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).
Applications:
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
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).
ChEBI Ontology
Outgoing Relation(s)
perindoprilat (CHEBI:132041) has role antihypertensive agent (CHEBI:35674)
perindoprilat (CHEBI:132041) has role drug metabolite (CHEBI:49103)
perindoprilat (CHEBI:132041) has role EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
perindoprilat (CHEBI:132041) is a L-alanine derivative (CHEBI:83943)
perindoprilat (CHEBI:132041) is a dicarboxylic acid (CHEBI:35692)
perindoprilat (CHEBI:132041) is a dipeptide (CHEBI:46761)
perindoprilat (CHEBI:132041) is a organic heterobicyclic compound (CHEBI:27171)
IUPAC Name 
N-{(2S)-1-[(2S,3aS,7aS)-2-carboxyoctahydro-1H-indol-1-yl]-1-oxopropan-2-yl}-L-norvaline
INNs  Source
perondropilatChemIDplus
perindoprilatoChemIDplus
perindoprilateChemIDplus
perindoprilatumChemIDplus
Synonyms  Source
S 9780ChemIDplus
S-9780ChemIDplus
(2S,3aS,7aS)-1-[(2S)-2-{[(1S)-1-carboxybutyl]amino}propanoyl]octahydro-1H-indole-2-carboxylic acidIUPAC
Manual XrefsDatabases
X94PDBeChem
HMDB0060574HMDB
Registry NumbersSources
Reaxys:4207072Reaxys
CAS:95153-31-4ChemIDplus
Citations