compound 66 [PMID: 19788238]   Click here for help

GtoPdb Ligand ID: 8141

PDB Ligand
Compound class: Synthetic organic
Comment: 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].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 106.03
Molecular weight 417.14
XLogP 5.2
No. Lipinski's rules broken 1
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Canonical SMILES COc1ccccc1n1c(cn2c1nc1c2c(=O)[nH]c(=O)n1C)c1cc(O)ccc1C
Isomeric SMILES COc1ccccc1n1c(cn2c1nc1c2c(=O)[nH]c(=O)n1C)c1cc(O)ccc1C
InChI InChI=1S/C22H19N5O4/c1-12-8-9-13(28)10-14(12)16-11-26-18-19(25(2)22(30)24-20(18)29)23-21(26)27(16)15-6-4-5-7-17(15)31-3/h4-11,28H,1-3H3,(H,24,29,30)
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Compound class Synthetic organic
IUPAC Name Click here for help
Database Links Click here for help
ChEMBL Ligand CHEMBL566515
GtoPdb PubChem SID 249565821
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
SynPHARM 81491 (in complex with EPH receptor A3)
UniChem Compound Search for chemical match using the InChIKey JTWMOWRMSZZHDR-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey JTWMOWRMSZZHDR-UHFFFAOYSA-N