SP600125   Click here for help

GtoPdb Ligand ID: 5273

Synonyms: 1,9-pyrazoloanthrone | JNK Inhibitor II | SP-600125
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: SP600125 is an ATP-competitive, pan JNK inhibitor with potent activity against JNK1, JNK2 and JNK3 [2]. Off targets including the aryl hydrocarbon receptor (AhR; agonist) [5], Mps1 (TTK, a tyrosine, serine and threonine kinase) [6], and some serine/threonine kinases (Aurora kinase A, FLT3, MELK, and TRKA) [3] have been identified.
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species

SP600125 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 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 1
Rotatable bonds 0
Topological polar surface area 45.75
Molecular weight 220.06
XLogP 4.1
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 O=c1c2ccccc2c2c3c1cccc3[nH]n2
Isomeric SMILES O=c1c2ccccc2c2c3c1cccc3[nH]n2
InChI InChI=1S/C14H8N2O/c17-14-9-5-2-1-4-8(9)13-12-10(14)6-3-7-11(12)15-16-13/h1-7H,(H,15,16)
InChI Key ACPOUJIDANTYHO-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: 1,4
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
fms related receptor tyrosine kinase 3 Flt3/FLT3 Hs Inhibitor Inhibition 12.5 6.0 1.0
casein kinase 1 delta CK1δ/CK1d Hs Inhibitor Inhibition 13.1 5.0 1.0
dual specificity tyrosine phosphorylation regulated kinase 2 DYRK2/DYRK2 Hs Inhibitor Inhibition 14.2 4.0 -5.0
aurora kinase B Aurora-B/Aurora B Hs Inhibitor Inhibition 14.9 1.0 0.0
maternal embryonic leucine zipper kinase MELK/MELK Hs Inhibitor Inhibition 21.6 13.0 0.0
myosin light chain kinase 2 nd/MLCK2(MYLK2) Hs Inhibitor Inhibition 22.2
NUAK family kinase 1 ARK5/ARK5(NUAK1) Hs Inhibitor Inhibition 23.9 28.0 17.0
casein kinase 1 epsilon nd/CK1epsilon Hs Inhibitor Inhibition 25.2
neurotrophic receptor tyrosine kinase 3 nd/TRKC Hs Inhibitor Inhibition 27.3
protein kinase D1 PKCμ/PKCmu(PRKD1) Hs Inhibitor Inhibition 28.6 32.0 -1.0
Displaying the top 10 targets  View all targets in screen »