BI-9564   Click here for help

GtoPdb Ligand ID: 8950

PDB Ligand
Compound class: Synthetic organic
Comment: BI-9564 is an inhibitor of bromodomains in BRD7 and BRD9 [1-2]. BI-9564 is one of the compounds available from the Structural Genomics Consortium's epigenetic probes set. It was developed in collaboration with Boehringer Ingelheim.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 56.59
Molecular weight 353.17
XLogP 3.05
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COc1cc(CN(C)C)c(cc1c1cn(C)c(=O)c2c1ccnc2)OC
Isomeric SMILES COc1cc(CN(C)C)c(cc1c1cn(C)c(=O)c2c1ccnc2)OC
InChI InChI=1S/C20H23N3O3/c1-22(2)11-13-8-19(26-5)15(9-18(13)25-4)17-12-23(3)20(24)16-10-21-7-6-14(16)17/h6-10,12H,11H2,1-5H3
InChI Key BJFSUDWKXGMUKA-UHFFFAOYSA-N
References
1. Karim RM, Schönbrunn E. (2016)
An Advanced Tool To Interrogate BRD9.
J Med Chem, 59 (10): 4459-61. [PMID:27120693]
2. Martin LJ, Koegl M, Bader G, Cockcroft XL, Fedorov O, Fiegen D, Gerstberger T, Hofmann MH, Hohmann AF, Kessler D et al.. (2016)
Structure-Based Design of an in Vivo Active Selective BRD9 Inhibitor.
J Med Chem, 59 (10): 4462-75. [PMID:26914985]
3. Structural Genomics Consortium. 
BI-9564 A chemical probe for BRD9 and BRD7.
Accessed on 11/12/2015. Modified on 11/12/2015. The Structural Genomics Consortium, http://www.thesgc.org/chemical-probes/BI-9564