CHEBI:4784 - enalapril

ChEBI IDCHEBI:4784
ChEBI Nameenalapril
Stars
DefinitionA dicarboxylic acid monoester that is ethyl 4-phenylbutanoate in which a hydrogen α to the carboxy group is substituted by the amino group of L-alanyl-L-proline (S-configuration).
Secondary ChEBI IDCHEBI:116847
Last Modified5 October 2021
DownloadsMolfile
FormulaC20H28N2O5
Net Charge0
Average Mass376.453
Monoisotopic Mass376.19982
SMILESCCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)O
InChIInChI=1S/C20H28N2O5/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)21-14(2)18(23)22-13-7-10-17(22)19(24)25/h4-6,8-9,14,16-17,21H,3,7,10-13H2,1-2H3,(H,24,25)/t14-,16-,17-/m0/s1
InChIKeyGBXSMTUPTTWBMN-XIRDDKMYSA-N
Wikipedia
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 Role:
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:
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
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)
enalapril (CHEBI:4784) has functional parent enalaprilat (anhydrous) (CHEBI:4786)
enalapril (CHEBI:4784) has role antihypertensive agent (CHEBI:35674)
enalapril (CHEBI:4784) has role EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
enalapril (CHEBI:4784) has role geroprotector (CHEBI:176497)
enalapril (CHEBI:4784) has role prodrug (CHEBI:50266)
enalapril (CHEBI:4784) is a dicarboxylic acid monoester (CHEBI:36244)
enalapril (CHEBI:4784) is a dipeptide (CHEBI:46761)
Incoming Relation(s)
enalapril maleate (CHEBI:4785) has part enalapril (CHEBI:4784)
IUPAC Name 
N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl-L-proline
INNs  Source
ánalaprilWHO MedNet
enalaprilChemIDplus
enalaprilaChemIDplus
enalaprilumChemIDplus
Synonyms  Source
1-(N-((S)-1-carboxy-3-phenylpropyl)-L-alanyl)-L-proline 1'-ethyl esterChemIDplus
EnalaprilKEGG COMPOUND
ENALAPRILChEMBL
(S)-1-(N-(1-(ethoxycarbonyl)-3-phenylpropyl)-L-alanyl)-L-prolineChemIDplus
(S)-1-{(S)-2-[1-((S)-Ethoxycarbonyl)-3-phenyl-propylamino]-propionyl}-pyrrolidine-2-carboxylic acidChEMBL
Manual XrefsDatabases
1005DrugCentral
4534998ChemSpider
C06977KEGG COMPOUND
CPD0-2065MetaCyc
D07892KEGG DRUG
DB00584DrugBank
EnalaprilWikipedia
EP12401Patent
HMDB0014722HMDB
LSM-3282LINCS
US4374829Patent
Registry NumbersSources
Beilstein:3657467Beilstein
CAS:75847-73-3KEGG COMPOUND
CAS:75847-73-3ChemIDplus
Citations