compound 51 [Mallinger et al., 2016]   Click here for help

GtoPdb Ligand ID: 9170

Compound class: Synthetic organic
Comment: Compound 51 is a potent and selective CDK8/19 inhibitor [3]. It is one of the compounds claimed in patent WO2016009076 [4]. Compound 51 hasa similar inhibitory potency as CCT251545, but is built on a modified chemical scaffold [3]. This is a type I inhibitor, binding in a DMG-in mode.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 99.16
Molecular weight 414.18
XLogP 2.43
No. Lipinski's rules broken 0
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Canonical SMILES COC1CN(C1)C(=O)c1ccc2c(n1)c(cnc2N)c1ccc(cc1)c1cnn(c1)C
Isomeric SMILES COC1CN(C1)C(=O)c1ccc2c(n1)c(cnc2N)c1ccc(cc1)c1cnn(c1)C
InChI InChI=1S/C23H22N6O2/c1-28-11-16(9-26-28)14-3-5-15(6-4-14)19-10-25-22(24)18-7-8-20(27-21(18)19)23(30)29-12-17(13-29)31-2/h3-11,17H,12-13H2,1-2H3,(H2,24,25)
Bioactivity Comments
Orally administered compound 51 inhibits CDK8 in a colorectal carcinoma human tumour xenograft model [3].
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
cyclin dependent kinase 8 Primary target of this compound Hs Inhibitor Inhibition 8.3 pIC50 - 3
pIC50 8.3 (IC50 5.1x10-9 M) [3]
cyclin dependent kinase 19 Primary target of this compound Hs Inhibitor Inhibition 8.3 pIC50 - 3
pIC50 8.3 (IC50 5.6x10-9 M) [3]