zofenoprilat   Click here for help

GtoPdb Ligand ID: 6463

Approved drug PDB Ligand
zofenoprilat is an approved drug (FDA)
Compound class: Synthetic organic
Comment: Drug from metabolism of zofenopril prodrug. Note the PDB ligand structure is for a different target, not ACE
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 121.71
Molecular weight 325.08
XLogP 2.64
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES SCC(C(=O)N1CC(CC1C(=O)O)Sc1ccccc1)C
Isomeric SMILES SC[C@H](C(=O)N1C[C@H](C[C@H]1C(=O)O)Sc1ccccc1)C
InChI InChI=1S/C15H19NO3S2/c1-10(9-20)14(17)16-8-12(7-13(16)15(18)19)21-11-5-3-2-4-6-11/h2-6,10,12-13,20H,7-9H2,1H3,(H,18,19)/t10-,12+,13+/m1/s1
InChI Key UQWLOWFDKAFKAP-WXHSDQCUSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA)
Prodrug zofenopril
IUPAC Name Click here for help
(2S,4S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]-4-phenylsulfanylpyrrolidine-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
6599 zofenoprilat
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9619042, R-ALL-9614922
Reactome Reaction Reactome logo R-HSA-9614933, R-HSA-9619034
Other databases
CAS Registry No. 75176-37-3
ChEMBL Ligand CHEMBL16332
DrugBank Ligand DB08766
GtoPdb PubChem SID 178103077
PubChem CID 3034048
RCSB PDB Ligand ZED
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Wikipedia Zofenoprilat