taranabant   Click here for help

GtoPdb Ligand ID: 9231

Synonyms: MK 0364 | MK-0364
PDB Ligand
Compound class: Synthetic organic
Comment: Taranabant is a cannabinoid CB1 receptor antagonist/inverse agonist [2-3], with anorectic action. It was investigated for its potential as a novel weight management therapeutic in obese and overweight patients.
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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 10
Topological polar surface area 75.01
Molecular weight 515.16
XLogP 6.56
No. Lipinski's rules broken 1
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Canonical SMILES N#Cc1cccc(c1)C(C(NC(=O)C(Oc1ccc(cn1)C(F)(F)F)(C)C)C)Cc1ccc(cc1)Cl
Isomeric SMILES N#Cc1cccc(c1)[C@@H]([C@@H](NC(=O)C(Oc1ccc(cn1)C(F)(F)F)(C)C)C)Cc1ccc(cc1)Cl
InChI InChI=1S/C27H25ClF3N3O2/c1-17(34-25(35)26(2,3)36-24-12-9-21(16-33-24)27(29,30)31)23(14-18-7-10-22(28)11-8-18)20-6-4-5-19(13-20)15-32/h4-13,16-17,23H,14H2,1-3H3,(H,34,35)/t17-,23+/m0/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8848 taranabant
Synonyms Click here for help
MK 0364 | MK-0364
Database Links Click here for help
Specialist databases
GPCRdb Ligand taranabant
Other databases
BindingDB Ligand 50200841
CAS Registry No. 701977-09-5 (source: WHO INN record)
ChEMBL Ligand CHEMBL220360
GtoPdb PubChem SID 315661306
PubChem CID 11226090
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UniChem Compound Search for chemical match using the InChIKey QLYKJCMUNUWAGO-GAJHUEQPSA-N
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