purvalanol B   Click here for help

GtoPdb Ligand ID: 7806

Synonyms: NG-95 | NG95
PDB Ligand
Compound class: Synthetic organic
Comment: Purvalanol B is a cyclin-dependent kinase (CDK) inhibitor [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 4
Rotatable bonds 8
Topological polar surface area 125.19
Molecular weight 432.17
XLogP 3.9
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCC(C(C)C)Nc1nc(Nc2ccc(c(c2)Cl)C(=O)O)c2c(n1)n(cn2)C(C)C
Isomeric SMILES OC[C@@H](C(C)C)Nc1nc(Nc2ccc(c(c2)Cl)C(=O)O)c2c(n1)n(cn2)C(C)C
InChI InChI=1S/C20H25ClN6O3/c1-10(2)15(8-28)24-20-25-17(16-18(26-20)27(9-22-16)11(3)4)23-12-5-6-13(19(29)30)14(21)7-12/h5-7,9-11,15,28H,8H2,1-4H3,(H,29,30)(H2,23,24,25,26)/t15-/m0/s1
InChI Key ZKDXRFMOHZVXSG-HNNXBMFYSA-N
Bioactivity Comments
Although purvalanol B is a more effective inhibitor of CDKs 2 and 5 than purvalanol A, the latter has better solubility. In contrast to purvalanol A, purvalanol B has negligible inhibitory action against CDK4 [1].
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
cyclin dependent kinase 2 Primary target of this compound Hs Inhibitor Inhibition 8.2 pIC50 - 1
pIC50 8.2 (IC50 6x10-9 M) [1]
Description: CDK2/cyclin A complex used in assay
cyclin dependent kinase 5 Primary target of this compound Hs Inhibitor Inhibition 8.2 pIC50 - 1
pIC50 8.2 (IC50 6x10-9 M) [1]
Description: CDK5/p35 complex used in assay
cyclin dependent kinase 4 Hs Inhibitor Inhibition <5.0 pIC50 - 1
pIC50 <5.0 (IC50 >1x10-5 M) [1]
Description: CDK4/cyclin D1 complex used in assay