BI-2536   

GtoPdb Ligand ID: 5666

Synonyms: BI 2536 | BI2536
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.
2D Structure
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Physico-chemical Properties
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
SMILES / InChI / InChIKey
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
InChI Key XQVVPGYIWAGRNI-JOCHJYFZSA-N
Classification
Compound class Synthetic organic
IUPAC Name
4-{[(7R)-8-cyclopentyl-7-ethyl-5-methyl-6-oxo-5,6,7,8-tetrahydropteridin-2-yl]amino}-3-methoxy-N-(1-methylpiperidin-4-yl)benzamide
Synonyms
BI 2536 | BI2536
Database Links
CAS Registry No. 755038-02-9
ChEBI CHEBI:49868
ChEMBL Ligand CHEMBL513909
GtoPdb PubChem SID 178102294
PubChem CID 11364421
RCSB PDB Ligand R78
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SynPHARM 79926 (in complex with bromodomain containing 4)
79928 (in complex with polo like kinase 1)
81115 (in complex with polo like kinase 1)
81116 (in complex with polo like kinase 2)