atuveciclib   Click here for help

GtoPdb Ligand ID: 11687

Synonyms: BAY 1143572 | BAY-1143572 | BAY1143572
Compound class: Synthetic organic
Comment: Atuveciclib (BAY 1143572) is an orally active, selective CDK9 inhibitor [2]. It was the first inhibitor of its class to enter clinical development. The potency of atuveciclib is diminished at physiological ATP concentration compared to at the low ATP concentrations used in in vitro assays, Therefore, it was used as the starting point for the development of a more optimised inhibitor enitociclib [1].
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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 6
Topological polar surface area 109.23
Molecular weight 387.12
XLogP 3.02
No. Lipinski's rules broken 0
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Canonical SMILES COc1cc(F)ccc1c1ncnc(n1)Nc1cccc(c1)C[S@@](=O)(=N)C
Isomeric SMILES COc1c(ccc(c1)F)c1nc(ncn1)Nc1cccc(c1)C[S@](=N)(=O)C
InChI InChI=1S/C18H18FN5O2S/c1-26-16-9-13(19)6-7-15(16)17-21-11-22-18(24-17)23-14-5-3-4-12(8-14)10-27(2,20)25/h3-9,11,20H,10H2,1-2H3,(H,21,22,23,24)/t27-/m1/s1
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
cyclin dependent kinase 9 Hs Inhibitor Inhibition 6.4 – 7.9 pIC50 - 1-2
pIC50 7.9 (IC50 1.3x10-8 M) [2]
Description: Inhibition of CDK9/CycT1 in vitro, at low ATP concentration
pIC50 6.4 (IC50 3.8x10-7 M) [1]
Description: Inhibition of CDK9/CycT1 in vitro, at physiological (high) ATP concentration