cilazaprilat   Click here for help

GtoPdb Ligand ID: 6461

Synonyms: Ro 31-3113
Approved drug
cilazaprilat is an approved drug
Compound class: Synthetic organic
Comment: Active compound derived by metabolism of prodrug cilazapril. Technically this compound is not an approved drug, as the approved drug is administered as a prodrug which is then metabolised to this active form. We mark both the prodrug and active form as 'approved' for clarity. Note that the prodrug, cilazapril, does not appear to have marketing approval for human use in the US or EU, although individual countries may have approved use of this drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 110.18
Molecular weight 389.2
XLogP 1.41
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)C(NC1CCCN2N(C1=O)C(CCC2)C(=O)O)CCc1ccccc1
Isomeric SMILES OC(=O)[C@@H](N[C@H]1CCCN2N(C1=O)[C@@H](CCC2)C(=O)O)CCc1ccccc1
InChI InChI=1S/C20H27N3O5/c24-18-15(8-4-12-22-13-5-9-17(20(27)28)23(18)22)21-16(19(25)26)11-10-14-6-2-1-3-7-14/h1-3,6-7,15-17,21H,4-5,8-13H2,(H,25,26)(H,27,28)/t15-,16-,17-/m0/s1
InChI Key UVAUYSRYXACKSC-ULQDDVLXSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
Prodrug cilazapril
IUPAC Name Click here for help
(1S,9S)-9-[[(2S)-1-hydroxy-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
5811 cilazaprilat
Synonyms Click here for help
Ro 31-3113
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9619051, R-ALL-9614916
Reactome Reaction Reactome logo R-HSA-9614933, R-HSA-9619034
Other databases
CAS Registry No. 90139-06-3
ChEMBL Ligand CHEMBL2104578
GtoPdb PubChem SID 178103075
PubChem CID 64766
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