narazaciclib   Click here for help

GtoPdb Ligand ID: 11879

Synonyms: compound 7x [PMID: 24417566] | ON-123300 | ON123300
Compound class: Synthetic organic
Comment: The chemical structure for narazaciclib was revealed in WHO proposed INN list 126 (Jan 2022), in which it was described as an cyclin dependent kinase (CDK) inhibitor and antineoplastic agent. We matched the structure to Onconova Therapeutics' clinical candidate ON123300 via PubChem. This compound was reported as a CDK4 and AMPK-related kinase 5 (ARK5 a.k.a. NUAK family kinase 1; NUAK1) inhibitor in 2014 [1]. It is being administered orally in clinical trial.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 90.08
Molecular weight 429.23
XLogP 3.46
No. Lipinski's rules broken 0
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Canonical SMILES N#Cc1cc2cnc(nc2n(c1=O)C1CCCC1)Nc1ccc(cc1)N1CCN(CC1)C
Isomeric SMILES C1(CCCC1)n1c(=O)c(cc2c1nc(nc2)Nc1ccc(cc1)N1CCN(CC1)C)C#N
InChI InChI=1S/C24H27N7O/c1-29-10-12-30(13-11-29)20-8-6-19(7-9-20)27-24-26-16-18-14-17(15-25)23(32)31(22(18)28-24)21-4-2-3-5-21/h6-9,14,16,21H,2-5,10-13H2,1H3,(H,26,27,28)
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
cyclin dependent kinase 4 Hs Inhibitor Inhibition 8.4 pIC50 - 1
pIC50 8.4 (IC50 3.9x10-9 M) [1]
Description: CDK2/CyclinD1
NUAK family kinase 1 Hs Inhibitor Inhibition 8.3 pIC50 - 1
pIC50 8.3 (IC50 4.95x10-9 M) [1]
cyclin dependent kinase 6 Hs Inhibitor Inhibition 8.0 pIC50 - 1
pIC50 8.0 (IC50 9.82x10-9 M) [1]
Description: CDK6/CyclinD1