SB269652

Ligand id: 7694

Name: SB269652

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 71.92
Molecular weight 426.24
XLogP 5.24
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
N-[(1r,4r)-4-[2-(7-cyano-1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl]cyclohexyl]-1H-indole-2-carboxamide
Synonyms
SB-269,652 | SB-269652
Comments
SB269652 was originally described as an allosteric antagonist at dopamine D3 and D2 receptors [4]. Further analysis has revealed a novel mechanism of allostery, which relies on the presence of receptor dimers [2]. SB269652 acts as a bitopic ligand [3], with one pharmacophore binding to one receptor protomer and the other pharmacophore allosterically modulating the binding of a ligand on the second partner in the dimer, in this instance rendering the compound a negative allosteric regulator of dopamine binding to the D2 receptor [2].
PubChem CID 9910352 represents the compound structure without specified stereochemistry.
Database Links
ChEMBL Ligand CHEMBL2219578
GtoPdb PubChem SID 223366027
PubChem CID 9910352
PubChem SID 184696710
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