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
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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
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Summary of Clinical Use Click here for help
ACE inhibitor used for the treatment of hypertension and congestive heart failure
Mechanism Of Action and Pharmacodynamic Effects Click here for help
The active form, cilazaprilat, competes with angiotensisn I for binding to ACE thereby inhibiting its enzymatic conversion to angiotensin II. Reduced levels of angiotensin II leads to reduced blood pressure.