I-BRD9   Click here for help

GtoPdb Ligand ID: 8397

Synonyms: compound 45 [PMID 25856009] | GSK602
PDB Ligand
Compound class: Synthetic organic
Comment: This structure was drawn from the Structural Genomics Consortium's chemical probe page for I-BRD9 [1]. I-BRD9 is the first selective tool compound which will be useful in resolving the biological function of bromodomain containing 9 (BRD9) [2]. This is a compound from the Structural Genomics Consortium's (SGC) Epigenetics Probes Collection.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 128.64
Molecular weight 497.11
XLogP 5.51
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCn1cc(c2cccc(c2)C(F)(F)F)c2c(c1=O)cc(s2)C(=N)NC1CCS(=O)(=O)CC1
Isomeric SMILES CCn1cc(c2cccc(c2)C(F)(F)F)c2c(c1=O)cc(s2)C(=N)NC1CCS(=O)(=O)CC1
InChI InChI=1S/C22H22F3N3O3S2/c1-2-28-12-17(13-4-3-5-14(10-13)22(23,24)25)19-16(21(28)29)11-18(32-19)20(26)27-15-6-8-33(30,31)9-7-15/h3-5,10-12,15H,2,6-9H2,1H3,(H2,26,27)
InChI Key WRUWGLUCNBMGPS-UHFFFAOYSA-N
References
1. Structural Genomics Consortium. 
I-BRD9 – a chemical probe for BRD9.
Accessed on 02/06/2015. Modified on 02/06/2015. thesgc.org, http://www.thesgc.org/chemical-probes/I-BRD9
2. Theodoulou NH, Bamborough P, Bannister AJ, Becher I, Bit RA, Che KH, Chung CW, Dittmann A, Drewes G, Drewry DH et al.. (2016)
Discovery of I-BRD9, a Selective Cell Active Chemical Probe for Bromodomain Containing Protein 9 Inhibition.
J. Med. Chem., 59 (4): 1425-39. [PMID:25856009]