mibefradil   Click here for help

GtoPdb Ligand ID: 2522

Synonyms: Posicor® | Ro-405967-001
Approved drug PDB Ligand
mibefradil is an approved drug (FDA (1997))
Compound class: Synthetic organic
Comment: Marketed formulations contained mibefradil dihydrochloride (PubChem CID 60662).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 12
Topological polar surface area 67.45
Molecular weight 495.29
XLogP 5.1
No. Lipinski's rules broken 2
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Canonical SMILES COCC(=O)OC1(CCN(CCCc2nc3c([nH]2)cccc3)C)CCc2c(C1C(C)C)ccc(c2)F
Isomeric SMILES COCC(=O)O[C@]1(CCN(CCCc2nc3c([nH]2)cccc3)C)CCc2c([C@@H]1C(C)C)ccc(c2)F
InChI InChI=1S/C29H38FN3O3/c1-20(2)28-23-12-11-22(30)18-21(23)13-14-29(28,36-27(34)19-35-4)15-17-33(3)16-7-10-26-31-24-8-5-6-9-25(24)32-26/h5-6,8-9,11-12,18,20,28H,7,10,13-17,19H2,1-4H3,(H,31,32)/t28-,29-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1997))
Withdrawn drug? Yes
IUPAC Name Click here for help
[(1S,2S)-2-[2-[3-(1H-benzimidazol-2-yl)propyl-methylamino]ethyl]-6-fluoro-1-propan-2-yl-3,4-dihydro-1H-naphthalen-2-yl] 2-methoxyacetate
International Nonproprietary Names Click here for help
INN number INN
7134 mibefradil
Synonyms Click here for help
Posicor® | Ro-405967-001
Database Links Click here for help
BindingDB Ligand 50117922
CAS Registry No. 116644-53-2 (source: Scifinder)
ChEMBL Ligand CHEMBL45816
DrugBank Ligand DB01388
DrugCentral Ligand 1797
GtoPdb PubChem SID 53801058
PubChem CID 60663
Search Google for chemical match using the InChIKey HBNPJJILLOYFJU-VMPREFPWSA-N
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UniChem Compound Search for chemical match using the InChIKey HBNPJJILLOYFJU-VMPREFPWSA-N
UniChem Connectivity Search for chemical match using the InChIKey HBNPJJILLOYFJU-VMPREFPWSA-N
Wikipedia Mibefradil