cilazapril   Click here for help

GtoPdb Ligand ID: 6459

Synonyms: Inhibace® | Ro 31-2848006 | Vascace®
Approved drug
cilazapril is an approved drug
Compound class: Synthetic organic
Comment: Cilazapril is a prodrug. It is metabolically converted to the drug cilazaprilat. Cilazapril does not appear to have marketing approval for human use in the US or EU, although national approval agencies may have granted marketing authorisation.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 99.18
Molecular weight 417.23
XLogP 2.15
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCOC(=O)C(NC1CCCN2N(C1=O)C(CCC2)C(=O)O)CCc1ccccc1
Isomeric SMILES CCOC(=O)[C@@H](N[C@H]1CCCN2N(C1=O)[C@@H](CCC2)C(=O)O)CCc1ccccc1
InChI InChI=1S/C22H31N3O5/c1-2-30-22(29)18(13-12-16-8-4-3-5-9-16)23-17-10-6-14-24-15-7-11-19(21(27)28)25(24)20(17)26/h3-5,8-9,17-19,23H,2,6-7,10-15H2,1H3,(H,27,28)/t17-,18-,19-/m0/s1
InChI Key HHHKFGXWKKUNCY-FHWLQOOXSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
Withdrawn drug? Yes
Is prodrug? Yes
Active form cilazaprilat
IUPAC Name Click here for help
(1S,9S)-9-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-10-oxo-1,2,3,4,6,7,8,9-octahydropyridazino[1,2-a]diazepine-1-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
5675 cilazapril
Synonyms Click here for help
Inhibace® | Ro 31-2848006 | Vascace®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9619030
Reactome Reaction Reactome logo R-HSA-9619024
Other databases
CAS Registry No. 88768-40-5
ChEMBL Ligand CHEMBL515606
DrugBank Ligand DB01340
DrugCentral Ligand 641
GtoPdb PubChem SID 178103074
PubChem CID 56330
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Wikipedia Cilazapril