chelerythrine   Click here for help

GtoPdb Ligand ID: 5953

Synonyms: broussonpapyrine | cheleritrine | chelerythrine hydroxide | toddalin
PDB Ligand
Comment: Chelerythrine is a potent, selective, and cell-permeable protein kinase C inhibitor.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 0
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 40.8
Molecular weight 348.12
XLogP 5.62
No. Lipinski's rules broken 1
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Canonical SMILES COc1c(OC)ccc2c1c[n+](C)c1c2ccc2c1cc1OCOc1c2
Isomeric SMILES COc1c(OC)ccc2c1c[n+](C)c1c2ccc2c1cc1OCOc1c2
InChI InChI=1S/C21H18NO4/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22/h4-10H,11H2,1-3H3/q+1

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.

Reference: 1,3

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
Protein kinase G (PKG) 2 nd/PKG2(PRKG2) Hs Inhibitor Inhibition 68.7
KIT proto-oncogene, receptor tyrosine kinase cKit/c-Kit Hs Inhibitor Inhibition 68.8 123.0 95.0
transforming growth factor beta receptor 2 nd/TGFBR2 Hs Inhibitor Inhibition 71.6
fms related receptor tyrosine kinase 3 Flt3/FLT3 Hs Inhibitor Inhibition 76.9 92.0 75.0
p21 (RAC1) activated kinase 5 PAK5/PAK5 Hs Inhibitor Inhibition 77.4 101.0 87.0
protein kinase C alpha PKCα/PKCa Hs Inhibitor Inhibition 78.9 110.0 100.0
calcium/calmodulin dependent protein kinase I CaMKI/CAMK1a Hs Inhibitor Inhibition 81.4 109.0 86.0
serine/threonine kinase 11 LKB1/LKB1 Hs Inhibitor Inhibition 82.1 102.0 90.0
MAPK activated protein kinase 3 MAPKAP-K3/MAPKAPK3 Hs Inhibitor Inhibition 83.0 99.0 53.0
casein kinase 2, alpha 1 polypeptide subunit CK2/CK2a Hs Inhibitor Inhibition 83.3 92.0 110.0
Displaying the top 10 targets  View all targets in screen »