compound 11h [PMID: 29808961]   

GtoPdb Ligand ID: 9970

Compound class: Synthetic organic
Comment: Compound 11h is a selective BRD4 inhibitor, which has demonstrated anti-tumour potential in vitro [1]. Docking studies show that compound 11h's mode of interaction is similar to that of I-BET151, in that both inhibitors act as acetyllysine mimics and occupy the hydrophobic acetyllysine-binding pocket in BRD4. Compound 11h exhibits modestly improved anti-proliferative activity against leukemia cells in vitro compared to (+)-JQ1.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 88.56
Molecular weight 512.18
XLogP 4.87
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES Fc1ccc(c(c1)F)n1nnc(c1)CN1C(=O)Nc2c(C1c1ccccc1)cc(cc2)c1c(C)noc1C
Isomeric SMILES Fc1ccc(c(c1)F)n1nnc(c1)CN1C(=O)Nc2c(C1c1ccccc1)cc(cc2)c1c(C)noc1C
InChI InChI=1S/C28H22F2N6O2/c1-16-26(17(2)38-33-16)19-8-10-24-22(12-19)27(18-6-4-3-5-7-18)35(28(37)31-24)14-21-15-36(34-32-21)25-11-9-20(29)13-23(25)30/h3-13,15,27H,14H2,1-2H3,(H,31,37)
InChI Key GTJYIEXTEWAMFX-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
IUPAC Name
3-{[1-(2,4-difluorophenyl)-1H-1,2,3-triazol-4-yl]methyl}-6-(3,5-dimethyl-1,2-oxazol-4-yl)-4-phenyl-1,2,3,4-tetrahydroquinazolin-2-one
Database Links
GtoPdb PubChem SID 374883857
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