benidipine   Click here for help

GtoPdb Ligand ID: 10159

Synonyms: Coniel®
Approved drug
benidipine is an approved drug
Compound class: Synthetic organic
Comment: Benidipine is a dihydropyridine class, triple L-, T-, and N-type calcium channel blocker. The approved drug is a mixture of enantiomers and is administered as the hydrochloride salt. We show the chemical structure without specified stereochemistry to represent the mixture. The consensus PubChem compound for benidipine is CID 656668.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 9
Topological polar surface area 111.01
Molecular weight 505.22
XLogP 5.41
No. Lipinski's rules broken 1
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Canonical SMILES COC(=O)C1=C(C)NC(=C(C1c1cccc(c1)[N+](=O)[O-])C(=O)OC1CCCN(C1)Cc1ccccc1)C
Isomeric SMILES COC(=O)C1=C(C)NC(=C(C1c1cccc(c1)[N+](=O)[O-])C(=O)OC1CCCN(C1)Cc1ccccc1)C
InChI InChI=1S/C28H31N3O6/c1-18-24(27(32)36-3)26(21-11-7-12-22(15-21)31(34)35)25(19(2)29-18)28(33)37-23-13-8-14-30(17-23)16-20-9-5-4-6-10-20/h4-7,9-12,15,23,26,29H,8,13-14,16-17H2,1-3H3
1. Wiśniowska B, Mendyk A, Fijorek K, Glinka A, Polak S. (2012)
Predictive model for L-type channel inhibition: multichannel block in QT prolongation risk assessment.
J Appl Toxicol, 32 (10): 858-66. [PMID:22761000]