JQEZ5   Click here for help

GtoPdb Ligand ID: 9332

Synonyms: EZ-005 | JQ5 | JQE5 [1]
Compound class: Synthetic organic
Comment: JQEZ5 is a potent and selective inhibitor of the histone methyltransferase EZH2 (enhancer of zeste 2 polycomb repressive complex 2 subunit) [2-4]. A commonly identified somatic gain-of-function mutation in human EZH2 (Y646F), recapitulated in a mouse model (Y641F) induces tumourigenesis by massively redistributing repressive trimethylated Lys27 histone H3 marks, leading to altered repression and activation of polycomb-regulated loci.
JQEZ5 was developed at the Dana-Farber Cancer Institute and is openly available as a research probe.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 112.04
Molecular weight 542.31
XLogP 5.91
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCCc1cc(C)[nH]c(=O)c1CNC(=O)c1cc(nc2c1cnn2C(C)C)c1ccc(nc1)N1CCN(CC1)C
Isomeric SMILES CCCc1cc(C)[nH]c(=O)c1CNC(=O)c1cc(nc2c1cnn2C(C)C)c1ccc(nc1)N1CCN(CC1)C
InChI InChI=1S/C30H38N8O2/c1-6-7-21-14-20(4)34-30(40)24(21)17-32-29(39)23-15-26(35-28-25(23)18-33-38(28)19(2)3)22-8-9-27(31-16-22)37-12-10-36(5)11-13-37/h8-9,14-16,18-19H,6-7,10-13,17H2,1-5H3,(H,32,39)(H,34,40)
InChI Key LQTWDAYNGMMHLV-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
N-[(6-methyl-2-oxo-4-propyl-1H-pyridin-3-yl)methyl]-6-[6-(4-methylpiperazin-1-yl)pyridin-3-yl]-1-propan-2-ylpyrazolo[3,4-b]pyridine-4-carboxamide
Synonyms Click here for help
EZ-005 | JQ5 | JQE5 [1]
Database Links Click here for help
GtoPdb PubChem SID 318164851
PubChem CID 121322599
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Tocris
JQEZ5
Cat. No. 6153