SC-68376   Click here for help

GtoPdb Ligand ID: 6039

Synonyms: SC68376
Compound class: Synthetic organic
Comment: SC-68376 is a potent, reversible, cell-permeable, ATP-competitive, and selective inhibitor of p38 MAP kinase [3].
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 CDK toolkit. 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 2
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 38.92
Molecular weight 236.09
XLogP 3.05
No. Lipinski's rules broken 0
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.

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Canonical SMILES Cc1oc(c(n1)c1ccccc1)c1ccncc1
Isomeric SMILES Cc1oc(c(n1)c1ccccc1)c1ccncc1
InChI InChI=1S/C15H12N2O/c1-11-17-14(12-5-3-2-4-6-12)15(18-11)13-7-9-16-10-8-13/h2-10H,1H3
InChI Key BHWCZLOXTLWZAQ-UHFFFAOYSA-N

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: 1-2
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
casein kinase 1 delta CK1δ/CK1d Hs Inhibitor Inhibition 44.0 44.0 8.0
casein kinase 1 epsilon nd/CK1epsilon Hs Inhibitor Inhibition 69.9
mitogen-activated protein kinase 14 SAPK2a/P38a(MAPK14) Hs Inhibitor Inhibition 76.3 57.0 14.0
fibroblast growth factor receptor 4 FGFR4/FGFR4 Hs Inhibitor Inhibition 76.5 109.0 99.0
NIMA related kinase 11 NEK11/NEK11 Hs Inhibitor Inhibition 76.7 81.0 85.0
EPH receptor A8 EphA8/EPHA8 Hs Inhibitor Inhibition 78.8 65.0 54.0
mitogen-activated protein kinase kinase kinase 9 MLK1/MLK19MAP3K90 Hs Inhibitor Inhibition 79.4 106.0 102.0
fms related receptor tyrosine kinase 1 Flt1/FLT1(VEGFR1) Hs Inhibitor Inhibition 79.4 89.0 60.0
nemo like kinase NLK/NLK Hs Inhibitor Inhibition 79.4 103.0 48.0
p21 (RAC1) activated kinase 2 PAK2/PAK2 Hs Inhibitor Inhibition 82.3 102.0 101.0
Displaying the top 10 targets  View all targets in screen »