MW01   Click here for help

GtoPdb Ligand ID: 12974

Compound class: Synthetic organic
Comment: MW01 is reported as a kinase inhibitor [1], with inhibitory action at the cdc-like kinases CLK1, 2 and 4. It inhibits DNA damage-induced NF-κB-mediated expression of anti-apoptotic genes, principally via inhibition of CLK2 and CLK4 upstream of IKK. These two kinases appear to be involved in transmitting signals from the DNA damage sensor proteins ATM and PARP1 to IKKγ (and thence to NF-κB). MW01 sensitizes cancer cells to DNA damaging agents and increases p53-induced apoptosis.
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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
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 6
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 71.36
Molecular weight 346.34
XLogP 0.84
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 COC1=CC=C2C(=C1OC)C(=O)N3C4=CC=C(C=C4C5=C3C2=NC=C5)O
Isomeric SMILES COC1=CC=C2C3=C4N(C5=C(C=C(O)C=C5)C4=CC=N3)C(=O)C2=C1OC
InChI InChI=1S/C20H14N2O4/c1-25-15-6-4-12-16(19(15)26-2)20(24)22-14-5-3-10(23)9-13(14)11-7-8-21-17(12)18(11)22/h3-9,23H,1-2H3
InChI Key PBTXUPOGDOSLQB-UHFFFAOYSA-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
Database Links Click here for help
CAS Registry No. 904504-22-9 (source: PubChem)
GtoPdb PubChem SID 485206095
PubChem CID 8016395
Search Google for chemical match using the InChIKey PBTXUPOGDOSLQB-UHFFFAOYSA-N
Search Google for chemicals with the same backbone PBTXUPOGDOSLQB
UniChem Compound Search for chemical match using the InChIKey PBTXUPOGDOSLQB-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey PBTXUPOGDOSLQB-UHFFFAOYSA-N