imidapril   Click here for help

GtoPdb Ligand ID: 6377

Synonyms: imidapril hydrochloride
Approved drug
imidapril is an approved drug
Compound class: Synthetic organic
Comment: Imidapril is an ACE inhibitor, administered as a prodrug which is then metabolised to the active form, imidaprilat.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 116.25
Molecular weight 405.19
XLogP 1.05
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCOC(=O)C(NC(C(=O)N1C(=O)N(CC1C(=O)O)C)C)CCc1ccccc1
Isomeric SMILES CCOC(=O)[C@@H](N[C@H](C(=O)N1C(=O)N(C[C@H]1C(=O)O)C)C)CCc1ccccc1
InChI InChI=1S/C20H27N3O6/c1-4-29-19(27)15(11-10-14-8-6-5-7-9-14)21-13(2)17(24)23-16(18(25)26)12-22(3)20(23)28/h5-9,13,15-16,21H,4,10-12H2,1-3H3,(H,25,26)/t13-,15-,16-/m0/s1
InChI Key KLZWOWYOHUKJIG-BPUTZDHNSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
Is prodrug? Yes
Active form imidaprilat
IUPAC Name Click here for help
(4S)-3-[(2S)-2-[[(2S)-1-ethoxy-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
6394 imidapril
Synonyms Click here for help
imidapril hydrochloride
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9619019
Reactome Reaction Reactome logo R-HSA-9619024
Other databases
CAS Registry No. 89371-37-9 (source: PubChem)
ChEMBL Ligand CHEMBL317094
DrugCentral Ligand 1424
GtoPdb PubChem SID 178102995
PubChem CID 5464343
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Wikipedia Imidapril