imidaprilat   Click here for help

GtoPdb Ligand ID: 6378

Approved drug
imidaprilat is an approved drug (FDA)
Compound class: Synthetic organic
Comment: This drug is produced as the active metabolite of the prodrug imidapril
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 127.25
Molecular weight 377.16
XLogP 0.3
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(C(=O)N1C(=O)N(CC1C(=O)O)C)NC(C(=O)O)CCc1ccccc1
Isomeric SMILES C[C@@H](C(=O)N1C(=O)N(C[C@H]1C(=O)O)C)N[C@H](C(=O)O)CCc1ccccc1
InChI InChI=1S/C18H23N3O6/c1-11(15(22)21-14(17(25)26)10-20(2)18(21)27)19-13(16(23)24)9-8-12-6-4-3-5-7-12/h3-7,11,13-14,19H,8-10H2,1-2H3,(H,23,24)(H,25,26)/t11-,13-,14-/m0/s1
InChI Key VFAVNRVDTAPBNR-UBHSHLNASA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA)
Prodrug imidapril
IUPAC Name Click here for help
(4S)-3-[(2S)-2-[[(2S)-1-hydroxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-1-methyl-2-oxoimidazolidine-4-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
7209 imidaprilat
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9619026, R-ALL-9614914
Reactome Reaction Reactome logo R-HSA-9614933, R-HSA-9619034
Other databases
CAS Registry No. 89371-44-8 (source: PubChem)
ChEMBL Ligand CHEMBL99701
GtoPdb PubChem SID 178102996
PubChem CID 5464344
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