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BAY 11-7082   Click here for help

GtoPdb Ligand ID: 5934

Synonyms: (E)-3-tosylacrylonitrile | BAY-117082 | BAY117082
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: BAY 11-7082 has long been reported as a NF-κB inhibitor, which inhibits TNFα-induced IκBα phosphorylation (IC50 10μM) [4]. However, an alternative report suggests that BAY 11-7082 reduces the activation of IκB kinases by targeting components of the ubiquitin system, and that this is responsible for its anti-inflammatory effects and induction of B-cell lymphoma and leukaemic T-cell death

BAY 11-7082 is commercially available from our sponsors

2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 66.31
Molecular weight 207.04
XLogP 1.82
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES N#CC=CS(=O)(=O)c1ccc(cc1)C
Isomeric SMILES N#C/C=C/S(=O)(=O)c1ccc(cc1)C
InChI InChI=1S/C10H9NO2S/c1-9-3-5-10(6-4-9)14(12,13)8-2-7-11/h2-6,8H,1H3/b8-2+
InChI Key DOEWDSDBFRHVAP-KRXBUXKQSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2E)-3-[(4-methylbenzene)sulfonyl]prop-2-enenitrile
Synonyms Click here for help
(E)-3-tosylacrylonitrile | BAY-117082 | BAY117082
Database Links Click here for help
CAS Registry No. 19542-67-7
ChEMBL Ligand CHEMBL403183
GtoPdb PubChem SID 178102557
PubChem CID 5353431
Search Google for chemical match using the InChIKey DOEWDSDBFRHVAP-KRXBUXKQSA-N
Search Google for chemicals with the same backbone DOEWDSDBFRHVAP
UniChem Compound Search for chemical match using the InChIKey DOEWDSDBFRHVAP-KRXBUXKQSA-N
UniChem Connectivity Search for chemical match using the InChIKey DOEWDSDBFRHVAP-KRXBUXKQSA-N

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MedChemExpress
BAY 11-7082 (links to external site)
Cat. No. HY-13453