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CHEBI:43755 - lisinopril

ChEBI IDCHEBI:43755
ChEBI Namelisinopril
Stars
Secondary ChEBI IDCHEBI:43750
Last Modified4 November 2021
DownloadsMolfile
FormulaC21H31N3O5
Net Charge0
Average Mass405.495
Monoisotopic Mass405.22637
SMILESNCCCC[C@H](N[C@@H](CCc1ccccc1)C(=O)O)C(=O)N1CCC[C@H]1C(=O)O
InChIInChI=1S/C21H31N3O5/c22-13-5-4-9-16(19(25)24-14-6-10-18(24)21(28)29)23-17(20(26)27)12-11-15-7-2-1-3-8-15/h1-3,7-8,16-18,23H,4-6,9-14,22H2,(H,26,27)(H,28,29)/t16-,17-,18-/m0/s1
InChIKeyRLAWWYSOJDYHDC-BZSNNMDCSA-N
Wikipedia
Roles Classification
Chemical Role:
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).
Application:
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)
lisinopril (CHEBI:43755) has part L-lysine residue (CHEBI:29967)
lisinopril (CHEBI:43755) has part L-prolino group (CHEBI:32866)
lisinopril (CHEBI:43755) has role EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
lisinopril (CHEBI:43755) is a dipeptide (CHEBI:46761)
Incoming Relation(s)
MK 351A (CHEBI:177385) has functional parent lisinopril (CHEBI:43755)
lisinopril dihydrate (CHEBI:6503) has part lisinopril (CHEBI:43755)
IUPAC Name 
N2-[(1S)-1-carboxy-3-phenylpropyl]-L-lysyl-L-proline
Synonyms  Source
[N2-[(S)-1-CARBOXY-3-PHENYLPROPYL]-L-LYSYL-L-PROLINEPDBeChem
lisinopril anhydrousChemIDplus
(S)-1-(N2-(1-carboxy-3-phenylpropyl)-L-lysyl)-L-prolineChemIDplus
Manual XrefsDatabases
LPRPDBeChem
LisinoprilWikipedia
DB00722DrugBank
LSM-5756LINCS
1587DrugCentral
Registry NumbersSources
Beilstein:4276619Beilstein
CAS:76547-98-3ChemIDplus