pazopanib   

GtoPdb Ligand ID: 5698

Synonyms: GW 786034 | indazolylpyrimidine 13 [4] | Votrient®
pazopanib is an approved drug (FDA (2009), EMA (2010))
Compound class: Synthetic organic
Comment: Pazopanib is a Type-1 kinase inhibitor. Its discovery is reported in [5]. It targets multiple receptor tyrosine kinases (VEGFR1, VEGFR2, VEGFR3, PDGFRβ, FGFR1, Kit and CSF1R).
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 127.41
Molecular weight 437.16
XLogP 3.34
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CN(c1ccc2c(c1)nn(c2C)C)c1ccnc(n1)Nc1ccc(c(c1)S(=O)(=O)N)C
Isomeric SMILES CN(c1ccc2c(c1)nn(c2C)C)c1ccnc(n1)Nc1ccc(c(c1)S(=O)(=O)N)C
InChI InChI=1S/C21H23N7O2S/c1-13-5-6-15(11-19(13)31(22,29)30)24-21-23-10-9-20(25-21)27(3)16-7-8-17-14(2)28(4)26-18(17)12-16/h5-12H,1-4H3,(H2,22,29,30)(H,23,24,25)
InChI Key CUIHSIWYWATEQL-UHFFFAOYSA-N

Large-scale screening data

DiscoveRx KINOMEscan® screen
A screen of 72 inhibitors against 456 human kinases. Quantitative data were derived using DiscoveRx KINOMEscan® platform.
http://www.discoverx.com/services/drug-discovery-development-services/kinase-profiling/kinomescan
Reference: 2,6

Key to terms and symbols Click column headers to sort
Target Name in screen Sp. Type Action Value Parameter
KIT proto-oncogene, receptor tyrosine kinase KIT(L576P) Hs Inhibitor Inhibition 8.7 pKd
platelet derived growth factor receptor beta PDGFRB Hs Inhibitor Inhibition 8.7 pKd
KIT proto-oncogene, receptor tyrosine kinase KIT(V559D) Hs Inhibitor Inhibition 8.6 pKd
KIT proto-oncogene, receptor tyrosine kinase KIT Hs Inhibitor Inhibition 8.6 pKd
platelet derived growth factor receptor alpha PDGFRA Hs Inhibitor Inhibition 8.3 pKd
KIT proto-oncogene, receptor tyrosine kinase KIT(V559D,T670I) Hs Inhibitor Inhibition 8.2 pKd
colony stimulating factor 1 receptor CSF1R Hs Inhibitor Inhibition 8.1 pKd
fms related receptor tyrosine kinase 1 FLT1 Hs Inhibitor Inhibition 7.8 pKd
kinase insert domain receptor VEGFR2 Hs Inhibitor Inhibition 7.8 pKd
fms related receptor tyrosine kinase 4 FLT4 Hs Inhibitor Inhibition 7.6 pKd
Displaying the top 10 targets  View all targets in screen »
EMD Millipore KinaseProfilerTM screen/Reaction Biology Kinase HotspotSM screen
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.

http://www.millipore.com/techpublications/tech1/pf3036
http://www.reactionbiology.com/webapps/main/pages/kinase.aspx


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
Raf-1 proto-oncogene, serine/threonine kinase c-RAF/RAF1 Hs Inhibitor Inhibition 9.4
mitogen-activated protein kinase kinase kinase 9 MLK1/MLK19MAP3K90 Hs Inhibitor Inhibition 10.6
KIT proto-oncogene, receptor tyrosine kinase cKit/c-Kit Hs Inhibitor Inhibition 10.9
colony stimulating factor 1 receptor Fms/FMS Hs Inhibitor Inhibition 11.0
platelet derived growth factor receptor alpha PDGFRα/PDGFRa Hs Inhibitor Inhibition 13.9
mitogen-activated protein kinase kinase kinase 11 nd/MLK3(MAP3K11) Hs Inhibitor Inhibition 15.8
kinase insert domain receptor KDR/KDR(VEGFR2) Hs Inhibitor Inhibition 16.9
c-ros oncogene 1, receptor tyrosine kinase Ros/ROS(ROS1) Hs Inhibitor Inhibition 17.0
fms related receptor tyrosine kinase 4 Flt4/FLT4 Hs Inhibitor Inhibition 18.7
ret proto-oncogene Ret/RET Hs Inhibitor Inhibition 25.7
Displaying the top 10 targets  View all targets in screen »