I-BET151   Click here for help

GtoPdb Ligand ID: 7518

Synonyms: GSK1210151A
PDB Ligand
Compound class: Synthetic organic
Comment: I-BET151 is a selective BET inhibitor for BRD2, BRD3 and BRD4 [1-2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 98.83
Molecular weight 415.16
XLogP 2.69
No. Lipinski's rules broken 0
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Canonical SMILES COc1cc2c(cc1c1c(C)noc1C)ncc1c2n(c(=O)[nH]1)C(c1ccccn1)C
Isomeric SMILES COc1cc2c(cc1c1c(C)noc1C)ncc1c2n(c(=O)[nH]1)[C@@H](c1ccccn1)C
InChI InChI=1S/C23H21N5O3/c1-12-21(14(3)31-27-12)16-9-18-15(10-20(16)30-4)22-19(11-25-18)26-23(29)28(22)13(2)17-7-5-6-8-24-17/h5-11,13H,1-4H3,(H,26,29)/t13-/m1/s1
1. Bamborough P, Diallo H, Goodacre JD, Gordon L, Lewis A, Seal JT, Wilson DM, Woodrow MD, Chung CW. (2012)
Fragment-based discovery of bromodomain inhibitors part 2: optimization of phenylisoxazole sulfonamides.
J Med Chem, 55 (2): 587-96. [PMID:22136469]
2. Dawson MA, Prinjha RK, Dittmann A, Giotopoulos G, Bantscheff M, Chan WI, Robson SC, Chung CW, Hopf C, Savitski MM et al.. (2011)
Inhibition of BET recruitment to chromatin as an effective treatment for MLL-fusion leukaemia.
Nature, 478 (7370): 529-33. [PMID:21964340]