fosinopril

Ligand id: 6456

Name: fosinopril

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 1
Rotatable bonds 16
Topological polar surface area 120.02
Molecular weight 563.3
XLogP 8.34
No. Lipinski's rules broken 2

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1991))
Is prodrug? Yes
Active form fosinoprilat
IUPAC Name
(2S,4S)-4-cyclohexyl-1-[2-[[(1S)-2-methyl-1-propanoyloxypropoxy]-(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylic acid
International Nonproprietary Names
INN number INN
5833 fosinopril
Synonyms
Monopril® | SQ-28555
Database Links
CAS Registry No. 98048-97-6 (source: PubChem)
ChEBI CHEBI:5163
ChEMBL Ligand CHEMBL3039598
DrugBank Ligand DB00492
PubChem CID 9601226
Search Google for chemical match using the InChIKey BIDNLKIUORFRQP-XYGFDPSESA-N
Search Google for chemicals with the same backbone BIDNLKIUORFRQP
Search PubMed clinical trials fosinopril
Search PubMed titles fosinopril
Search PubMed titles/abstracts fosinopril
Search UniChem for chemical match using the InChIKey BIDNLKIUORFRQP-XYGFDPSESA-N
Search UniChem for chemicals with the same backbone BIDNLKIUORFRQP
Wikipedia Fosinopril
Comments
Fosinopril is a prodrug which is metabolised to the active drug fosinoprilat. Fosinopril belongs to the angiotensin-converting enzyme (ACE) inhibitor drug family. There is some ambiguity in the literature and on other resources as to the exact stereochemistry of fosinopril. The structure shown here matches that specified by the INN document.