BI-2536   Click here for help

GtoPdb Ligand ID: 5666

Synonyms: BI 2536 | BI2536
PDB Ligand
Compound class: Synthetic organic
Comment: BI-2536 was initially reported as a polo-like kinase 1 (PLK1) inhibitor [3]. More recently, this compound has been discovered to function, in addition, as a BRD4 (bromodomain) inhibitor [1]. It is suggested that BI-2536 be termed a dual kinase-bromodomain inhibitor.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 102.93
Molecular weight 521.31
XLogP 3.44
No. Lipinski's rules broken 0
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Canonical SMILES CCC1N(C2CCCC2)c2nc(ncc2N(C1=O)C)Nc1ccc(cc1OC)C(=O)NC1CCN(CC1)C
Isomeric SMILES CC[C@H]1N(C2CCCC2)c2nc(ncc2N(C1=O)C)Nc1ccc(cc1OC)C(=O)NC1CCN(CC1)C
InChI InChI=1S/C28H39N7O3/c1-5-22-27(37)34(3)23-17-29-28(32-25(23)35(22)20-8-6-7-9-20)31-21-11-10-18(16-24(21)38-4)26(36)30-19-12-14-33(2)15-13-19/h10-11,16-17,19-20,22H,5-9,12-15H2,1-4H3,(H,30,36)(H,29,31,32)/t22-/m1/s1
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
bromodomain containing 4 Hs Inhibitor Inhibition 7.4 pKd - 1
pKd 7.4 (Kd 3.7x10-8 M) [1]
Description: Assayed using recombinant BRD4-BD1.
polo like kinase 1 Primary target of this compound Hs Inhibitor Inhibition 8.5 pKi - 5
pKi 8.5 (Ki 3x10-9 M) [5]
polo like kinase 1 Primary target of this compound Hs Inhibitor Inhibition 9.1 pIC50 - 3
pIC50 9.1 (IC50 8.3x10-10 M) [3]
polo like kinase 2 Hs Inhibitor Inhibition 8.5 pIC50 - 3
pIC50 8.5 (IC50 3.5x10-9 M) [3]
polo like kinase 3 Hs Inhibitor Inhibition 8.1 pIC50 - 3
pIC50 8.1 (IC50 9x10-9 M) [3]