axitinib   Click here for help

GtoPdb Ligand ID: 5659

Synonyms: AG 013736 | AG-013736 | AG013736 | Inlyta®
Approved drug PDB Ligand
axitinib is an approved drug (FDA and EMA (2012))
Compound class: Synthetic organic
Comment: Axitinib is a Type-1 kinase inhibitor. Axitinib inhibits several receptor tyrosine kinases including VEGFR-1, VEGFR-2, VEGFR-3, platelet derived growth factor receptor (PDGFR), and cKIT.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 95.97
Molecular weight 386.12
XLogP 4.71
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CNC(=O)c1ccccc1Sc1ccc2c(c1)[nH]nc2C=Cc1ccccn1
Isomeric SMILES CNC(=O)c1ccccc1Sc1ccc2c(c1)[nH]nc2/C=C/c1ccccn1
InChI InChI=1S/C22H18N4OS/c1-23-22(27)18-7-2-3-8-21(18)28-16-10-11-17-19(25-26-20(17)14-16)12-9-15-6-4-5-13-24-15/h2-14H,1H3,(H,23,27)(H,25,26)/b12-9+
InChI Key RITAVMQDGBJQJZ-FMIVXFBMSA-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: 1,4

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(V559D) Hs Inhibitor Inhibition 9.3 pKd
platelet derived growth factor receptor alpha PDGFRA Hs Inhibitor Inhibition 9.3 pKd
platelet derived growth factor receptor beta PDGFRB Hs Inhibitor Inhibition 9.2 pKd
aurora kinase C AURKC Hs Inhibitor Inhibition 8.9 pKd
KIT proto-oncogene, receptor tyrosine kinase KIT(V559D,T670I) Hs Inhibitor Inhibition 8.9 pKd
ABL proto-oncogene 1, non-receptor tyrosine kinase ABL1(T315I)-phosphorylated Hs Inhibitor Inhibition 8.8 pKd
KIT proto-oncogene, receptor tyrosine kinase KIT(L576P) Hs Inhibitor Inhibition 8.8 pKd
KIT proto-oncogene, receptor tyrosine kinase KIT Hs Inhibitor Inhibition 8.5 pKd
KIT proto-oncogene, receptor tyrosine kinase KIT(V559D,V654A) Hs Inhibitor Inhibition 8.5 pKd
ABL proto-oncogene 1, non-receptor tyrosine kinase ABL1(T315I)-nonphosphorylated Hs Inhibitor Inhibition 8.4 pKd
Displaying the top 10 targets  View all targets in screen »