CW85319   Click here for help

GtoPdb Ligand ID: 12791

Synonyms: CW-85319
Compound class: Synthetic organic
Comment: CW85319 is a small molecule inhibitor of axin 2 [1]. It was designed to validate axin 2 as a drug discovery target whose inhibition is predicted to reduce cell growth and metastasis in colorectal cancer. CW85319 enhances axin2-GSK3β binding which promotes axin 2 phosphorylation, ubiquitination, and proteasomal degradation.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 96.58
Molecular weight 411.52
XLogP 0.56
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES C1=C(C=CC(=C1)O)C2=CN=CC(=C2)C3=CC=C(C=C3)SCCOCCOCCO
Isomeric SMILES OC1=CC=C(C2=CN=CC(C3=CC=C(SCCOCCOCCO)C=C3)=C2)C=C1
InChI InChI=1S/C23H25NO4S/c25-9-10-27-11-12-28-13-14-29-23-7-3-19(4-8-23)21-15-20(16-24-17-21)18-1-5-22(26)6-2-18/h1-8,15-17,25-26H,9-14H2
InChI Key PIKHQWNSRFEHPA-UHFFFAOYSA-N
Selectivity at other protein targets
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
axin 2 Hs Inhibitor Binding 5.2 pKd - 1
pKd 5.2 (Kd 6.7x10-6 M) [1]
Description: Binding affinity for recombinant axin 2