MW05   Click here for help

GtoPdb Ligand ID: 12975

Compound class: Synthetic organic
Comment: MW05 is reported as a kinase inhibitor with low potency at cdc-like kinases (CLKs), and modest selectivity for CLK4 [1]. It inhibits DNA damage-induced NF-κB-mediated expression of anti-apoptotic genes, principally via inhibition of the cdc-like kinases 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). MW05 sensitizes cancer cells to DNA damaging agents and increases p53-induced apoptosis.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 83.52
Molecular weight 363.41
XLogP 1.17
No. Lipinski's rules broken 0
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Canonical SMILES CN(C)C1=CC(=CC=C1)C(=O)N2C3C(C=C4C=CC(=CC4=N3)OC)C(=N2)N
Isomeric SMILES COC1=CC2=NC3C(C=C2C=C1)C(N)=NN3C(=O)C4=CC(=CC=C4)N(C)C
InChI InChI=1S/C20H21N5O2/c1-24(2)14-6-4-5-13(9-14)20(26)25-19-16(18(21)23-25)10-12-7-8-15(27-3)11-17(12)22-19/h4-11,16,19H,1-3H3,(H2,21,23)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Database Links Click here for help
GtoPdb PubChem SID 485206096
PubChem CID 169422749
Search Google for chemical match using the InChIKey GSZCKKFQSZDCGQ-UHFFFAOYSA-N
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