compound 66 [PMID: 19788238]

Ligand id: 8141

Name: compound 66 [PMID: 19788238]

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 99.93
Molecular weight 417.14
XLogP 2.99
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
7-(5-hydroxy-2-methylphenyl)-6-(2-methoxyphenyl)-4-methylpurino[7,8-a]imidazole-1,3-dione
Database Links
ChEMBL Ligand CHEMBL566515
PubChem CID 44478401
RCSB PDB Ligand L66
Search Google for chemical match using the InChIKey JTWMOWRMSZZHDR-UHFFFAOYSA-N
Search Google for chemicals with the same backbone JTWMOWRMSZZHDR
Search UniChem for chemical match using the InChIKey JTWMOWRMSZZHDR-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone JTWMOWRMSZZHDR
SynPHARM 81491 (in complex with EPH receptor A3)
Comments
Compound 66 is reported as a potent ephrin receptor inhibitor designed as part of a structure-based optimisation study [1]. Compound 66 inhibits all ephrin receptors except EphA7 (1118nM) with low nanomolar IC50s (1-40nM) [1]. Modelling suggests that EphA7 is an outlier as it has a bulky isoleucine residue at its gatekeeper position, compared to a smaller threonine in this position in all of the other ephrin receptors[1].