TARANABANT

Search structure
Synonyms:
Status: Phase 3
Entry Type: Small molecule
Molecule Category: UNKNOWN
UNII: X9U622S114

Structure
InChI Key QLYKJCMUNUWAGO-GAJHUEQPSA-N
Smile 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

Action Mechanism of Action Reference
INVERSE AGONIST Cannabinoid CB1 receptor inverse agonist PubMed
Primary Target
CB1 receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- 1 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 1 - - -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 14200 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Cannabinoid receptor
2-2 0-22 - 0 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Obesity 3 D009765 ClinicalTrials
Diabetes Mellitus, Type 2 3 D003924 ClinicalTrials
Tobacco Use Disorder 2 D014029 ClinicalTrials
Urinary Incontinence 2 D014549 ClinicalTrials

Related Entries

Scaffolds

Cross References

Resources Reference
CAS NUMBER 701977-09-5
ChEMBL CHEMBL220360
DrugBank DB06624
EPA CompTox DTXSID60220464
FDA SRS X9U622S114
Guide to Pharmacology 9231
PDB 7DY
PubChem 11226090
SureChEMBL SCHEMBL304925
ZINC ZINC000028701758
CONTENTS