rimonabant   Click here for help

GtoPdb Ligand ID: 743

Synonyms: A 281 | Acomplia® | SR 141716
Approved drug PDB Ligand
rimonabant is an approved drug (EMA (2007))
Compound class: Synthetic organic
Comment: EMA-only approval in 2007 withdrawn on 16 January 2009
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 49.64
Molecular weight 462.08
XLogP 6.13
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES Clc1ccc(cc1)c1c(C)c(nn1c1ccc(cc1Cl)Cl)C(=O)NN1CCCCC1
Isomeric SMILES Clc1ccc(cc1)c1c(C)c(nn1c1ccc(cc1Cl)Cl)C(=O)NN1CCCCC1
InChI InChI=1S/C22H21Cl3N4O/c1-14-20(22(30)27-28-11-3-2-4-12-28)26-29(19-10-9-17(24)13-18(19)25)21(14)15-5-7-16(23)8-6-15/h5-10,13H,2-4,11-12H2,1H3,(H,27,30)
InChI Key JZCPYUJPEARBJL-UHFFFAOYSA-N
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Molecular structure representations generated using Open Babel