CHEBI:43755 - lisinopril

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ChEBI Name lisinopril
ChEBI ID CHEBI:43755
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:43750
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Formula C21H31N3O5
Net Charge 0
Average Mass 405.48790
Monoisotopic Mass 405.22637
InChI InChI=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
InChIKey RLAWWYSOJDYHDC-BZSNNMDCSA-N
SMILES NCCCC[C@H](N[C@@H](CCc1ccccc1)C(O)=O)C(=O)N1CCC[C@H]1C(O)=O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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).
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ChEBI Ontology
Outgoing 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 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 Sources
(S)-1-(N2-(1-carboxy-3-phenylpropyl)-L-lysyl)-L-proline ChemIDplus
[N2-[(S)-1-CARBOXY-3-PHENYLPROPYL]-L-LYSYL-L-PROLINE PDBeChem
lisinopril anhydrous ChemIDplus
Manual Xrefs Databases
1587 DrugCentral
DB00722 DrugBank
Lisinopril Wikipedia
LPR PDBeChem
LSM-5756 LINCS
View more database links
Registry Numbers Types Sources
4276619 Beilstein Registry Number Beilstein
76547-98-3 CAS Registry Number ChemIDplus
Last Modified
04 November 2021