GSK2646264   Click here for help

GtoPdb Ligand ID: 10108

Synonyms: compound 44 [PMID: 30249354]
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: GSK2646264 is a skin permeable Syk inhibitor that is being investigated as a topical treatment for skin inflammation [1]. An X-ray crystal structure of GSK2646264 bound to human SYK reveals that it binds the enzyme's aspartate 512 residue which lies within the ribose pocket in the ATP binding site of Syk.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 43.38
Molecular weight 376.22
XLogP 4.35
No. Lipinski's rules broken 0
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Canonical SMILES COc1cccc(c1C1=CC2C(C=C1)CCNCC2)OCc1nccc(c1)C
Isomeric SMILES COc1cccc(c1C1=CC2C(C=C1)CCNCC2)OCc1nccc(c1)C
InChI InChI=1S/C24H28N2O2/c1-17-8-13-26-21(14-17)16-28-23-5-3-4-22(27-2)24(23)20-7-6-18-9-11-25-12-10-19(18)15-20/h3-8,13-15,18-19,25H,9-12,16H2,1-2H3
1. Barker MD, Liddle J, Atkinson FL, Wilson DM, Dickson MC, Ramirez-Molina C, Lewis H, Davis RP, Somers DO, Neu M et al.. (2018)
Discovery of potent and selective Spleen Tyrosine Kinase inhibitors for the topical treatment of inflammatory skin disease.
Bioorg Med Chem Lett, 28 (21): 3458-3462. [PMID:30249354]