fadraciclib   Click here for help

GtoPdb Ligand ID: 10461

Synonyms: CYC-065 | CYC065
Compound class: Synthetic organic
Comment: Fadraciclib (CYC065) is a cyclin-dependent kinase 2 and 9 inhibitor that is claimed as compound [1] in patent WO2008122767A2 [2]. Structurally CYC065 is a derivative of seliciclib (CYC202). It was developed by Cyclacel for potential to treat proliferative disorders including cancer, leukemia and psoriasis.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 100.78
Molecular weight 397.26
XLogP 3.47
No. Lipinski's rules broken 0
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Canonical SMILES CCC(C(O)C)Nc1nc(NCc2cnc(cc2C)C)c2c(n1)n(cn2)C(C)C
Isomeric SMILES CC[C@@H]([C@H](O)C)Nc1nc(NCc2cnc(cc2C)C)c2c(n1)n(cn2)C(C)C
InChI InChI=1S/C21H31N7O/c1-7-17(15(6)29)25-21-26-19(18-20(27-21)28(11-24-18)12(2)3)23-10-16-9-22-14(5)8-13(16)4/h8-9,11-12,15,17,29H,7,10H2,1-6H3,(H2,23,25,26,27)/t15-,17+/m1/s1
Bioactivity Comments
CUC065 was used to confirm that the antineoplastic effect of CDK2/9 inhibition is due to induction of anaphase catastrophe and apoptosis [1].
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
cyclin dependent kinase 2 Hs Inhibitor Inhibition 7.1 – 7.7 pIC50 - 2
pIC50 7.7 (IC50 2x10-8 M) [2]
Description: Inhibition of CDK2/cyclin E
pIC50 7.1 (IC50 9x10-8 M) [2]
Description: Inhibition of CDK2/cyclin A
cyclin dependent kinase 9 Hs Inhibitor Inhibition 7.0 pIC50 - 2
pIC50 7.0 (IC50 1x10-7 M) [2]
Description: Inhibition of CDK9/cyclin T1