sorafenib   Click here for help

GtoPdb Ligand ID: 5711

Synonyms: BAY 43-9006 | Nexavar®
Approved drug PDB Ligand
sorafenib is an approved drug (FDA (2005), EMA (2006))
Compound class: Synthetic organic
Comment: Sorafenib is a broad spectrum Type-2 kinase inhibitor targeting VEGFR2, VEGFR3, PDGFRβ, Flt3, and KIT and non-receptor kinases RAF1 and BRAF [6].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 92.35
Molecular weight 464.09
XLogP 3.75
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CNC(=O)c1nccc(c1)Oc1ccc(cc1)NC(=O)Nc1ccc(c(c1)C(F)(F)F)Cl
Isomeric SMILES CNC(=O)c1nccc(c1)Oc1ccc(cc1)NC(=O)Nc1ccc(c(c1)C(F)(F)F)Cl
InChI InChI=1S/C21H16ClF3N4O3/c1-26-19(30)18-11-15(8-9-27-18)32-14-5-2-12(3-6-14)28-20(31)29-13-4-7-17(22)16(10-13)21(23,24)25/h2-11H,1H3,(H,26,30)(H2,28,29,31)
InChI Key MLDQJTXFUGDVEO-UHFFFAOYSA-N

Large-scale screening data

DiscoveRx KINOMEscan® screen Click here for help
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: 3,7

Key to terms and symbols Click column headers to sort
Target Name in screen Sp. Type Action Value Parameter
discoidin domain receptor tyrosine kinase 1 DDR1 Hs Inhibitor Inhibition 8.8 pKd
homeodomain interacting protein kinase 4 HIPK4 Hs Inhibitor Inhibition 8.5 pKd
fms related receptor tyrosine kinase 3 FLT3(K663Q) Hs Inhibitor Inhibition 8.4 pKd
ZAK sterile alpha motif and leucine zipper containing kinase AZK ZAK Hs Inhibitor Inhibition 8.2 pKd
discoidin domain receptor tyrosine kinase 2 DDR2 Hs Inhibitor Inhibition 8.2 pKd
ret proto-oncogene RET(M918T) Hs Inhibitor Inhibition 8.1 pKd
fms related receptor tyrosine kinase 3 FLT3(N841I) Hs Inhibitor Inhibition 8.0 pKd
fms related receptor tyrosine kinase 3 FLT3 Hs Inhibitor Inhibition 7.9 pKd
ret proto-oncogene RET Hs Inhibitor Inhibition 7.9 pKd
KIT proto-oncogene, receptor tyrosine kinase KIT(V559D) Hs Inhibitor Inhibition 7.8 pKd
Displaying the top 10 targets  View all targets in screen »
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.

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


Reference: 1,4

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 1.4
ret proto-oncogene Ret/RET Hs Inhibitor Inhibition 1.8
discoidin domain receptor tyrosine kinase 2 DDR2/DDR2 Hs Inhibitor Inhibition 3.4
homeodomain interacting protein kinase 4 nd/HIPK1 Hs Inhibitor Inhibition 4.9
colony stimulating factor 1 receptor Fms/FMS Hs Inhibitor Inhibition 5.6
A-Raf proto-oncogene, serine/threonine kinase nd/ARAF Hs Inhibitor Inhibition 7.0
platelet derived growth factor receptor alpha PDGFRα/PDGFRa Hs Inhibitor Inhibition 7.8
fms related receptor tyrosine kinase 3 Flt3/FLT3 Hs Inhibitor Inhibition 9.2
platelet derived growth factor receptor beta PDGFRβ/PDGFRb Hs Inhibitor Inhibition 12.0
ZAK sterile alpha motif and leucine zipper containing kinase AZK nd/ZAK(MLTK) Hs Inhibitor Inhibition 16.7
Displaying the top 10 targets  View all targets in screen »