lisinopril

Ligand id: 6360

Name: lisinopril

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 4
Rotatable bonds 13
Topological polar surface area 132.96
Molecular weight 405.23
XLogP 1.11
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1987))
IUPAC Name
(2S)-1-[(2S)-6-amino-2-[[(2S)-1-hydroxy-1-oxo-4-phenylbutan-2-yl]amino]hexanoyl]pyrrolidine-2-carboxylic acid
International Nonproprietary Names
INN number INN
5425 lisinopril
Synonyms
Prinivil® | Zestril®
Database Links
CAS Registry No. 76547-98-3 (source: PubChem)
ChEBI CHEBI:43755
ChEMBL Ligand CHEMBL1237
DrugBank Ligand DB00722
GtoPdb PubChem SID 178102978
PubChem CID 5362119
RCSB PDB Ligand LPR
Search Google for chemical match using the InChIKey RLAWWYSOJDYHDC-BZSNNMDCSA-N
Search Google for chemicals with the same backbone RLAWWYSOJDYHDC
Search PubMed clinical trials lisinopril
Search PubMed titles lisinopril
Search PubMed titles/abstracts lisinopril
Search UniChem for chemical match using the InChIKey RLAWWYSOJDYHDC-BZSNNMDCSA-N
Search UniChem for chemicals with the same backbone RLAWWYSOJDYHDC
SynPHARM 78461 (in complex with Angiotensin-converting enzyme)
Wikipedia Lisinopril
Comments
Lisinopril was the third ACE inhibitor (after captopril and enalapril) to be approved for clinical use. Chemically it is the lysine analogue of enalapril. Unlike other ACE inhibitors, it is not a prodrug and is excreted unchanged in the urine.