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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Click here for structure editor
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/)

Large-scale screening data

EMD Millipore KinaseProfilerTM screen/Reaction Biology Kinase HotspotSM screen Click here for help
A screen profiling 158 kinase inhibitors (Calbiochem Protein Kinase Inhibitor Library I and II, catalogue numbers 539744 and 539745) for their inhibitory activity at 1µM and 10µM against 234 human recombinant kinases using the EMD Millipore KinaseProfilerTM service.

A screen profiling the inhibitory activity of 178 commercially available kinase inhibitors at 0.5µM against a panel of 300 recombinant protein kinases using the Reaction Biology Corporation Kinase HotspotSM platform.

http://www.millipore.com/techpublications/tech1/pf3036
http://www.reactionbiology.com/webapps/main/pages/kinase.aspx

Reference: 1,3
Key to terms and symbols Click column headers to sort
Target Name in screen Sp. Type Action % Activity remaining at 0.5µM % Activity remaining at 1µM % Activity remaining at 10µM
protein kinase C alpha PKCα/PKCa Hs Inhibitor Inhibition 70.6 88.0 93.0
mitogen-activated protein kinase 8 JNK1α1/JNK1 Hs Inhibitor Inhibition 74.7 115.0 96.0
protein kinase N2 PRK2/PKN2(PRK2) Hs Inhibitor Inhibition 81.5 90.0 87.0
ribosomal protein S6 kinase A4 MSK2/MSK2(RPS6KA4) Hs Inhibitor Inhibition 82.8 105.0 99.0
tyrosine kinase 2 nd/TYK2 Hs Inhibitor Inhibition 82.8
PDZ binding kinase nd/PBK(TOPK) Hs Inhibitor Inhibition 83.2
serine/threonine kinase 39 nd/STK39(STLK3) Hs Inhibitor Inhibition 83.7
homeodomain interacting protein kinase 2 HIPK2/HIPK2 Hs Inhibitor Inhibition 83.9 101.0 96.0
TANK binding kinase 1 TBK1/TBK1 Hs Inhibitor Inhibition 83.9 87.0 81.0
microtubule affinity regulating kinase 2 PAR-1Bα/MARK2(PAR-1Ba) Hs Inhibitor Inhibition 84.0 106.0 90.0
Displaying the top 10 targets  View all targets in screen »