dual BRD4/PLK1 inhibitor 23   

GtoPdb Ligand ID: 10072

Synonyms: compound 23 [PMID: 30125504]
Compound class: Synthetic organic
Comment: This compound was designed as a dual inhibitor of the BET family protein BRD4 and polo like kinase 1 (PLK1) to investigate the potential of synergistic inhibition of these two proteins as an anti-cancer therapy [1]. Compound 23 is an equipotent inhibitor of BRD4-BD1 and PLK1 that will facilitate exploration of this polypharmacological approach as a cancer treatment.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 102.93
Molecular weight 561.34
XLogP 4.34
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CN1CCC(CC1)NC(=O)c1ccc(c(c1)OC1CCCC1)Nc1ncc2c(n1)N(C1CCCC1)C(C(=O)N2C)C
Isomeric SMILES CN1CCC(CC1)NC(=O)c1ccc(c(c1)OC1CCCC1)Nc1ncc2c(n1)N(C1CCCC1)C(C(=O)N2C)C
InChI InChI=1S/C31H43N7O3/c1-20-30(40)37(3)26-19-32-31(35-28(26)38(20)23-8-4-5-9-23)34-25-13-12-21(18-27(25)41-24-10-6-7-11-24)29(39)33-22-14-16-36(2)17-15-22/h12-13,18-20,22-24H,4-11,14-17H2,1-3H3,(H,33,39)(H,32,34,35)
InChI Key HTPNGOWITIWAHM-UHFFFAOYSA-N
References
1. Liu S, Yosief HO, Dai L, Huang H, Dhawan G, Zhang X, Muthengi AM, Roberts J, Buckley DL, Perry JA et al.. (2018)
Structure-Guided Design and Development of Potent and Selective Dual Bromodomain 4 (BRD4)/Polo-like Kinase 1 (PLK1) Inhibitors.
J. Med. Chem., 61 (17): 7785-7795. [PMID:30125504]