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.
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2D Structure
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Physico-chemical Properties
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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
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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)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
9884 apabetalone
Synonyms Click here for help
QC-216 | RVX 208 | RVX-000222 | RVX-208
Database Links Click here for help
CAS Registry No. 1044870-39-4
ChEMBL Ligand CHEMBL2393130
GtoPdb PubChem SID 178103613
PubChem CID 135564749
RCSB PDB Ligand 1K0
Search Google for chemical match using the InChIKey NETXMUIMUZJUTB-UHFFFAOYSA-N
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Search PubMed clinical trials apabetalone
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SynPHARM 82687 (in complex with bromodomain containing 2)
82686 (in complex with bromodomain containing 4)
UniChem Compound Search for chemical match using the InChIKey NETXMUIMUZJUTB-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey NETXMUIMUZJUTB-UHFFFAOYSA-N
Wikipedia RVX_208