GSK343   Click here for help

GtoPdb Ligand ID: 8240

Synonyms: compound 6 [PMID 24900432] [2] | GSK 343
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: GSK343 is a cell-permeable inhibitor of EZH2 histone H3 methyltransferase activity, developed by GlaxoSmithKline and included in the Structural Genomics Consortium's (SGCs) portfilio of epigenetic probe compounds [1-2].
Click here to link to the SGC's full list of epigenetics probes.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 99.15
Molecular weight 541.32
XLogP 6.35
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CCCc1cc(C)[nH]c(=O)c1CNC(=O)c1cc(cc2c1cnn2C(C)C)c1ccnc(c1)N1CCN(CC1)C
Isomeric SMILES CCCc1cc(C)[nH]c(=O)c1CNC(=O)c1cc(cc2c1cnn2C(C)C)c1ccnc(c1)N1CCN(CC1)C
InChI InChI=1S/C31H39N7O2/c1-6-7-23-14-21(4)35-31(40)26(23)18-33-30(39)25-15-24(16-28-27(25)19-34-38(28)20(2)3)22-8-9-32-29(17-22)37-12-10-36(5)11-13-37/h8-9,14-17,19-20H,6-7,10-13,18H2,1-5H3,(H,33,39)(H,35,40)
InChI Key ULNXAWLQFZMIHX-UHFFFAOYSA-N
Bioactivity Comments
GSK343 is >1000-fold selective for other histone methyltransferases (HMTs), but retains some activity for the closely related HMT, EZH1 (60-fold selectivity) [1-2].
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
enhancer of zeste 2 polycomb repressive complex 2 subunit Primary target of this compound Hs Inhibitor Inhibition 8.4 pIC50 - 2
pIC50 8.4 (IC50 4x10-9 M) [2]
enhancer of zeste 1 polycomb repressive complex 2 subunit Hs Inhibitor Inhibition 6.6 pIC50 - 2
pIC50 6.6 (IC50 2.4x10-7 M) [2]