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.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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 Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
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 Click here for help
BI 2536 | BI2536
Database Links Click here for help
CAS Registry No. 755038-02-9
ChEBI CHEBI:49868
ChEMBL Ligand CHEMBL513909
GtoPdb PubChem SID 178102294
PubChem CID 11364421
RCSB PDB Ligand R78
Search Google for chemical match using the InChIKey XQVVPGYIWAGRNI-JOCHJYFZSA-N
Search Google for chemicals with the same backbone XQVVPGYIWAGRNI
Search UniChem for chemical match using the InChIKey XQVVPGYIWAGRNI-JOCHJYFZSA-N
Search UniChem for chemicals with the same backbone XQVVPGYIWAGRNI
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)