GSK126   Click here for help

GtoPdb Ligand ID: 7012

Synonyms: GSK 126 | GSK-126 | GSK2816126
PDB Ligand
Compound class: Synthetic organic
Comment: GSK126 is a potent and selective small-molecule inhibitor of EZH2 (KMT6) methyltransferase activity [2]. This is likely to be the ligand with the extended reseaerch code GSK2816126, which has anti-lymphoma potential.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 95.05
Molecular weight 526.31
XLogP 6.14
No. Lipinski's rules broken 1
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Canonical SMILES CCC(n1cc(c2c1cc(cc2C(=O)NCc1c(C)cc([nH]c1=O)C)c1ccc(nc1)N1CCNCC1)C)C
Isomeric SMILES CC[C@@H](n1cc(c2c1cc(cc2C(=O)NCc1c(C)cc([nH]c1=O)C)c1ccc(nc1)N1CCNCC1)C)C
InChI InChI=1S/C31H38N6O2/c1-6-22(5)37-18-20(3)29-25(30(38)34-17-26-19(2)13-21(4)35-31(26)39)14-24(15-27(29)37)23-7-8-28(33-16-23)36-11-9-32-10-12-36/h7-8,13-16,18,22,32H,6,9-12,17H2,1-5H3,(H,34,38)(H,35,39)/t22-/m0/s1
1. Diaz E, Machutta CA, Chen S, Jiang Y, Nixon C, Hofmann G, Key D, Sweitzer S, Patel M, Wu Z et al.. (2012)
Development and validation of reagents and assays for EZH2 peptide and nucleosome high-throughput screens.
J Biomol Screen, 17 (10): 1279-92. [PMID:22904200]
2. McCabe MT, Ott HM, Ganji G, Korenchuk S, Thompson C, Van Aller GS, Liu Y, Graves AP, Della Pietra 3rd A, Diaz E et al.. (2012)
EZH2 inhibition as a therapeutic strategy for lymphoma with EZH2-activating mutations.
Nature, 492 (7427): 108-12. [PMID:23051747]