ebselen   Click here for help

GtoPdb Ligand ID: 10583

Compound class: Synthetic organic
Comment: A synthetic organoselenium molecule with anti-inflammatory, anti-oxidant and cytoprotective activity, characterised as a small molecule Gq protein inhibitor.
A bioRxiv preprint suggests that ebselen is a low micromolar, covalent, fast-binding inhibitor of papain-like protease (PL-pro) from SARS-CoV-2 [2]. This study also reports that ebselen is less active against SARS-CoV, and binds more slowly to this enzyme homologue.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 0
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 21.48
Molecular weight 274.98
XLogP 3.13
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=c1c2ccccc2[se]n1c1ccccc1
Isomeric SMILES O=c1c2ccccc2[se]n1c1ccccc1
InChI InChI=1S/C13H9NOSe/c15-13-11-8-4-5-9-12(11)16-14(13)10-6-2-1-3-7-10/h1-9H
InChI Key DYEFUKCXAQOFHX-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-phenyl-1,2-benzoselenazol-3-one
International Nonproprietary Names Click here for help
INN number INN
5475 ebselen
Database Links Click here for help
CAS Registry No. 60940-34-3
DrugBank Ligand DB12610
GtoPdb PubChem SID 404859030
PubChem CID 3194
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Tocris
Ebselen
Cat. No. 5245