TARANABANT

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Synonyms
Status
Molecule Category Free-form
UNII X9U622S114
EPA CompTox DTXSID60220464

Structure

InChI Key QLYKJCMUNUWAGO-GAJHUEQPSA-N
Smiles C[C@H](NC(=O)C(C)(C)Oc1ccc(C(F)(F)F)cn1)[C@@H](Cc1ccc(Cl)cc1)c1cccc(C#N)c1
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C27H25ClF3N3O2
Molecular Weight 515.96
AlogP 6.31
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 8.0
Polar Surface Area 75.01
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 36.0

Pharmacology

Mechanism of Action Action Reference
Cannabinoid CB1 receptor inverse agonist INVERSE AGONIST PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- 0.93 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 0.59 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Cannabinoid receptor
2.4-2.4 0.094-290 - 0.3-290 -
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Homo sapiens
2.4-2.4 0.094-290 - 0.3-290 -
Rattus norvegicus
- 0.3-0.86 - - -

Target Conservation

Protein: Cannabinoid CB1 receptor
Description: Cannabinoid receptor 1
Organism : Homo sapiens
P21554 ENSG00000118432

Cross References

Resources Reference
ChEMBL CHEMBL220360
DrugBank DB06624
FDA SRS X9U622S114
Guide to Pharmacology 9231
PDB 7DY
PubChem 11226090
SureChEMBL SCHEMBL304925
ZINC ZINC000028701758
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