(+)-JQ1   

GtoPdb Ligand ID: 7511

Compound class: Synthetic organic
Comment: JQ1 is a selective and potent inhibitor of BET family bromodomains [2]. This is a compound from the Structural Genomics Consortium's (SGC) Epigenetics Probes Collection.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 97.09
Molecular weight 456.14
XLogP 6.41
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES O=C(OC(C)(C)C)CC1N=C(c2ccc(cc2)Cl)c2c(n3c1nnc3C)sc(c2C)C
Isomeric SMILES O=C(OC(C)(C)C)C[C@@H]1N=C(c2ccc(cc2)Cl)c2c(n3c1nnc3C)sc(c2C)C
InChI InChI=1S/C23H25ClN4O2S/c1-12-13(2)31-22-19(12)20(15-7-9-16(24)10-8-15)25-17(11-18(29)30-23(4,5)6)21-27-26-14(3)28(21)22/h7-10,17H,11H2,1-6H3/t17-/m0/s1
InChI Key DNVXATUJJDPFDM-KRWDZBQOSA-N
References
1. Casey SC, Tong L, Li Y, Do R, Walz S, Fitzgerald KN, Gouw AM, Baylot V, Gütgemann I, Eilers M et al.. (2016)
MYC regulates the antitumor immune response through CD47 and PD-L1.
Science, 352 (6282): 227-31. [PMID:26966191]
2. Filippakopoulos P, Qi J, Picaud S, Shen Y, Smith WB, Fedorov O, Morse EM, Keates T, Hickman TT, Felletar I et al.. (2010)
Selective inhibition of BET bromodomains.
Nature, 468 (7327): 1067-73. [PMID:20871596]
3. Matzuk MM, McKeown MR, Filippakopoulos P, Li Q, Ma L, Agno JE, Lemieux ME, Picaud S, Yu RN, Qi J et al.. (2012)
Small-molecule inhibition of BRDT for male contraception.
Cell, 150 (4): 673-84. [PMID:22901802]