CS2164   

GtoPdb Ligand ID: 10475

Synonyms: chiauranib (pseudo INN) | CS-2164 | example 32 [US20100298358A1]
Compound class: Synthetic organic
Comment: CS2164 is a multi-target kinase inhibitor that exerts anti-angiogenic, anti-mitotic and anti-inflammatory effects that mediate anti-tumour activity [3]. Via inhibition of Aurora B CS2164 mediates inhibition of histone 3 (H3) phosphorylation which is associated with cell cycle arrest. CS2164 was developed by Chipscreen Biosciences and is claimed in their patent US20100298358A1 [2].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 86.47
Molecular weight 435.16
XLogP 4.94
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COc1ccc2c(c1)nccc2Oc1ccc2c(c1)cccc2C(=O)Nc1ccccc1N
Isomeric SMILES COc1ccc2c(c1)nccc2Oc1ccc2c(c1)cccc2C(=O)Nc1ccccc1N
InChI InChI=1S/C27H21N3O3/c1-32-18-9-12-22-25(16-18)29-14-13-26(22)33-19-10-11-20-17(15-19)5-4-6-21(20)27(31)30-24-8-3-2-7-23(24)28/h2-16H,28H2,1H3,(H,30,31)
InChI Key BRKWREZNORONDU-UHFFFAOYSA-N
Bioactivity Comments
The antiproliferative, pro-apoptotic and cytotoxic effects of CS2164 against human non-Hodgkin's lymphoma in vitro and in vivo were reported by Deng et al. in 2018 [1].
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
aurora kinase B Hs Inhibitor Inhibition 8.1 pIC50 - 3
pIC50 8.1 (IC50 9x10-9 M) [3]
Description: Inhibition in a biochemical assay.
Selectivity at catalytic receptors
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
platelet derived growth factor receptor alpha Hs Inhibitor Inhibition 9.0 pIC50 - 3
pIC50 9.0 (IC50 1x10-9 M) [3]
Description: Inhibition in a biochemical assay.
KIT proto-oncogene, receptor tyrosine kinase Hs Inhibitor Inhibition 8.4 pIC50 - 3
pIC50 8.4 (IC50 4x10-9 M) [3]
Description: Inhibition in a biochemical assay.
colony stimulating factor 1 receptor Hs Inhibitor Inhibition 8.1 pIC50 - 3
pIC50 8.1 (IC50 7x10-9 M) [3]
kinase insert domain receptor Hs Inhibitor Inhibition 8.1 pIC50 - 3
pIC50 8.1 (IC50 7x10-9 M) [3]
Description: Inhibition in a biochemical assay.
fms related receptor tyrosine kinase 1 Hs Inhibitor Inhibition 8.1 pIC50 - 3
pIC50 8.1 (IC50 8x10-9 M) [3]
Description: Inhibition in a biochemical assay.
fms related receptor tyrosine kinase 4 Hs Inhibitor Inhibition 8.1 pIC50 - 3
pIC50 8.1 (IC50 9x10-9 M) [3]
Description: Inhibition in a biochemical assay.
platelet derived growth factor receptor beta Hs Inhibitor Inhibition 7.0 pIC50 - 3
pIC50 7.0 (IC50 9.3x10-8 M) [3]
Description: Inhibition in a biochemical assay.