fosinoprilat   Click here for help

GtoPdb Ligand ID: 6457

Synonyms: SQ-27519
Approved drug PDB Ligand
fosinoprilat is an approved drug (FDA (1991))
Compound class: Synthetic organic
Comment: Fosinoprilat is the active drug produced by metabolism of the prodrug fosinopril.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 104.72
Molecular weight 435.22
XLogP 4.25
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C(N1CC(CC1C(=O)O)C1CCCCC1)CP(=O)(CCCCc1ccccc1)O
Isomeric SMILES O=C(N1C[C@@H](C[C@H]1C(=O)O)C1CCCCC1)CP(=O)(CCCCc1ccccc1)O
InChI InChI=1S/C23H34NO5P/c25-22(17-30(28,29)14-8-7-11-18-9-3-1-4-10-18)24-16-20(15-21(24)23(26)27)19-12-5-2-6-13-19/h1,3-4,9-10,19-21H,2,5-8,11-17H2,(H,26,27)(H,28,29)/t20-,21+/m1/s1
InChI Key WOIWWYDXDVSWAZ-RTWAWAEBSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1991))
Prodrug fosinopril
IUPAC Name Click here for help
(2S,4S)-4-cyclohexyl-1-[2-(hydroxy-(4-phenylbutyl)phosphoryl)acetyl]pyrrolidine-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
6555 fosinoprilat
Synonyms Click here for help
SQ-27519
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9619011, R-ALL-9614921
Reactome Reaction Reactome logo R-HSA-9614933, R-HSA-9619034
Other databases
CAS Registry No. 95399-71-6 (source: PubChem)
ChEBI CHEBI:116962
ChEMBL Ligand CHEMBL581
GtoPdb PubChem SID 178103072
PubChem CID 62956
RCSB PDB Ligand KS8
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