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
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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+
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA and EMA (2012))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8720 axitinib
Synonyms Click here for help
AG 013736 | AG-013736 | AG013736 | Inlyta®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9669719
Reactome Reaction Reactome logo R-HSA-9674095, R-HSA-9674430, R-HSA-9669854, R-HSA-9669900
Other databases
CAS Registry No. 319460-85-0
ChEMBL Ligand CHEMBL1289926
DrugBank Ligand DB06626
DrugCentral Ligand 4225
GtoPdb PubChem SID 178102287
PubChem CID 6450551
Search Google for chemical match using the InChIKey RITAVMQDGBJQJZ-FMIVXFBMSA-N
Search Google for chemicals with the same backbone RITAVMQDGBJQJZ
Search PubMed clinical trials axitinib
Search PubMed titles axitinib
Search PubMed titles/abstracts axitinib
SynPHARM 78759 (in complex with kinase insert domain receptor)
81169 (in complex with kinase insert domain receptor)
UniChem Compound Search for chemical match using the InChIKey RITAVMQDGBJQJZ-FMIVXFBMSA-N
UniChem Connectivity Search for chemical match using the InChIKey RITAVMQDGBJQJZ-FMIVXFBMSA-N
Wikipedia Axitinib

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Axitinib (links to external site)
Cat. No. 4350