A-769662

Ligand id: 10069

Name: A-769662

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 125.35
Molecular weight 360.06
XLogP 4.39
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
4-hydroxy-3-[4-(2-hydroxyphenyl)phenyl]-6-oxo-7H-thieno[2,3-b]pyridine-5-carbonitrile
Synonyms
A769662
Comments
A-769662 is a small molecule activator of AMP-activated protein kinase (AMPK). Its chemical structure was originally disclosed by Cool et al. (2006) [1], in which it was used to demonstrate that AMPK activation is a feasible approach for the treatment of the metabolic syndrome and type 2 diabetes. A-769662 activates AMPK both allosterically (as evidenced by its ability to activate a mutant AMPK γ subunit that is resistant to endogenous AMP-induced activation) and by inhibiting dephosphorylation of AMPK on Thr172 [3]. A-769662 is suitable as as experimental tool to understand the physiological roles of AMPK in vitro and in vivo. Use of A-769662 has also confirmed AMPK's role as an autophagy target, whose activation is able to ameliorate neurodegeneration in animal models [4]. AMPK activation induces autophagy in an mTOR-independent manner, so limits the risk of the potentially detrimental effects that mTOR inhibition may have on important cellular pathways in addition to autophagy.
Database Links
BindingDB Ligand 50242401
CAS Registry No. 844499-71-4 (source: PubChem)
ChEMBL Ligand CHEMBL512504
GtoPdb PubChem SID 375973256
PubChem CID 54708532
RCSB PDB Ligand C1V
Search Google for chemical match using the InChIKey CTESJDQKVOEUOY-UHFFFAOYSA-N
Search Google for chemicals with the same backbone CTESJDQKVOEUOY
Search UniChem for chemical match using the InChIKey CTESJDQKVOEUOY-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone CTESJDQKVOEUOY

Product suppliers

View disclaimer

Tocris
A 769662
Cat. No. 3336