apabetalone   Click here for help

GtoPdb Ligand ID: 7034

Synonyms: QC-216 | RVX 208 | RVX-000222 | RVX-208
PDB Ligand
Compound class: Synthetic organic
Comment: Apabetalone (RVX 208) is a derivative of the plant polyphenol resveratrol. RVX 208 is an investigational inhibitor of BET bromodomain containing proteins, with potential anti-atherosclerotic action for the treatment of cardiovascular disease (CVD) [3-4].

SARS-CoV-2 and CIVID-19: Apabetalone (RVX 208) has been reported to reduce ACE2 expression and hence SARS-CoV-2 infection in vitro [2], and to block inflammation-mediated cardiac injury and dysfunction that is caused by SARS-CoV-2 infection (in a study using human cardiac organoids) [6]. It has been respositioned for potential to provide a cardio-protective therapy that prevents COVID-19-mediated cardiac damage.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 93.67
Molecular weight 370.15
XLogP 3.86
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES OCCOc1c(C)cc(cc1C)c1nc(=O)c2c([nH]1)cc(cc2OC)OC
Isomeric SMILES OCCOc1c(C)cc(cc1C)c1nc(=O)c2c([nH]1)cc(cc2OC)OC
InChI InChI=1S/C20H22N2O5/c1-11-7-13(8-12(2)18(11)27-6-5-23)19-21-15-9-14(25-3)10-16(26-4)17(15)20(24)22-19/h7-10,23H,5-6H2,1-4H3,(H,21,22,24)
Bioactivity Comments
Binding affinity for the BD2 domain of BRD4 is provided in the table below. The corresponding value when BD1/BD2 are tandemly expressed is lower, at 580nM [4].
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
bromodomain containing 4 Hs Antagonist Antagonist 7.4 pIC50 - 4
pIC50 7.4 (IC50 4x10-8 M) [4]
Description: Measured using a TR-FRET assay to evaluate binding to BD2 of BRD4.
bromodomain containing 2 Hs Antagonist Antagonist 7.1 pIC50 - 4
pIC50 7.1 (IC50 9x10-8 M) [4]
Description: Measured using a TR-FRET assay to evaluate binding to BD2 of BRD2.
bromodomain containing 3 Hs Antagonist Antagonist 6.6 pIC50 - 4
pIC50 6.6 (IC50 2.8x10-7 M) [4]
Description: Measured using a TR-FRET assay to evaluate binding to BD2 of BRD3.
bromodomain containing 3 Hs Inhibitor Inhibition 4.1 – 5.3 pIC50 - 8
pIC50 5.3 (IC50 4.9x10-6 M) [8]
Description: AlphaScreen data assessing the bromodomain 2 domain of BRD3.
pIC50 4.1 (IC50 8.7x10-5 M) [8]
Description: AlphaScreen data for bromodomain 1 of BRD3.