axitinib   

GtoPdb Ligand ID: 5659

Synonyms: AG 013736 | AG-013736 | AG013736 | Inlyta®
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
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
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
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA and EMA (2012))
IUPAC Name
N-methyl-2-({3-[(E)-2-(pyridin-2-yl)ethenyl]-1H-indazol-6-yl}sulfanyl)benzamide
International Nonproprietary Names
INN number INN
8720 axitinib
Synonyms
AG 013736 | AG-013736 | AG013736 | Inlyta®
Database Links
CAS Registry No. 319460-85-0
ChEMBL Ligand CHEMBL1289926
DrugBank Ligand DB06626
DrugCentral Ligand 4225
GtoPdb PubChem SID 178102287
PubChem CID 6450551
RCSB PDB Ligand AXI
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SynPHARM 78759 (in complex with kinase insert domain receptor)
81169 (in complex with kinase insert domain receptor)
Wikipedia Axitinib

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Tocris
Axitinib
Cat. No. 4350