Cdk2 inhibitor IV   Click here for help

GtoPdb Ligand ID: 5949

Synonyms: NU6140
PDB Ligand
Compound class: Synthetic organic
Comment: This compound is a highly cell-permeable purine compound that acts as an ATP-competitive inhibitor of cyclin dependent kinases (CDKs). In vitro assays show that it is 36-fold selective for CDK2 compared to other CDKs tested [5], however users should be aware that it also potently inhibits Aurora kinases A and B [4].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 96.03
Molecular weight 422.24
XLogP 5.17
No. Lipinski's rules broken 1
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Canonical SMILES CCN(C(=O)c1ccc(cc1)Nc1nc(OCC2CCCCC2)c2c(n1)nc[nH]2)CC
Isomeric SMILES CCN(C(=O)c1ccc(cc1)Nc1nc(OCC2CCCCC2)c2c(n1)nc[nH]2)CC
InChI InChI=1S/C23H30N6O2/c1-3-29(4-2)22(30)17-10-12-18(13-11-17)26-23-27-20-19(24-15-25-20)21(28-23)31-14-16-8-6-5-7-9-16/h10-13,15-16H,3-9,14H2,1-2H3,(H2,24,25,26,27,28)
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
aurora kinase B Hs Inhibitor Inhibition 7.5 pIC50 - 4
pIC50 7.5 (IC50 3.5x10-8 M) [4]
aurora kinase A Hs Inhibitor Inhibition 7.2 pIC50 - 4
pIC50 7.2 (IC50 6.7x10-8 M) [4]
cyclin dependent kinase 2 Hs Inhibitor Inhibition 6.4 – 6.4 pIC50 - 4-5
pIC50 6.4 (IC50 4x10-7 M) [4]
pIC50 6.4 (IC50 4.1x10-7 M) [5]
Description: CDK2/cyclin A complex used in assay
eukaryotic translation initiation factor 2 alpha kinase 2 Hs Inhibitor Inhibition 5.7 pIC50 - 2
pIC50 5.7 (IC50 2x10-6 M) [2]
cyclin dependent kinase 7 Hs Inhibitor Inhibition 5.4 pIC50 - 5
pIC50 5.4 (IC50 3.9x10-6 M) [5]
Description: CDK7/cyclin H complex used in assay
cyclin dependent kinase 4 Hs Inhibitor Inhibition 5.3 pIC50 - 5
pIC50 5.3 (IC50 5.5x10-6 M) [5]
Description: CDK4/cyclin D complex used in assay
cyclin dependent kinase 1 Hs Inhibitor Inhibition 5.2 pIC50 - 5
pIC50 5.2 (IC50 6.6x10-6 M) [5]
Description: CDK1/cyclin B complex used in assay
cyclin dependent kinase 5 Hs Inhibitor Inhibition 4.8 pIC50 - 5
pIC50 4.8 (IC50 1.5x10-5 M) [5]
Description: CDK5/p25 complex used in assay