sunitinib   Click here for help

GtoPdb Ligand ID: 5713

Synonyms: SU11248 | Sutent®
Approved drug PDB Ligand
sunitinib is an approved drug (FDA and EMA (2006))
Compound class: Synthetic organic
Comment: Sunitinib is a Type-1 kinase inhibitor and was first approved by the US FDA and EMA in 2006.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 77.23
Molecular weight 398.21
XLogP 2.94
No. Lipinski's rules broken 0
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Canonical SMILES CCN(CCNC(=O)c1c(C)[nH]c(c1C)C=C1C(=O)Nc2c1cc(F)cc2)CC
Isomeric SMILES CCN(CCNC(=O)c1c(C)[nH]c(c1C)/C=C/1\C(=O)Nc2c1cc(F)cc2)CC
InChI InChI=1S/C22H27FN4O2/c1-5-27(6-2)10-9-24-22(29)20-13(3)19(25-14(20)4)12-17-16-11-15(23)7-8-18(16)26-21(17)28/h7-8,11-12,25H,5-6,9-10H2,1-4H3,(H,24,29)(H,26,28)/b17-12-
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA and EMA (2006))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8646 sunitinib
Synonyms Click here for help
SU11248 | Sutent®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9669720
Reactome Reaction Reactome logo R-HSA-9702510, R-HSA-9695831, R-HSA-9669854, R-HSA-9669900, R-HSA-9674430, R-HSA-9674095, R-HSA-9702629, R-HSA-9669878, R-HSA-9674398
Other databases
CAS Registry No. 557795-19-4
DrugBank Ligand DB01268
DrugCentral Ligand 2544
GtoPdb PubChem SID 178102339
PubChem CID 5329102
RCSB PDB Ligand B49
Search Google for chemical match using the InChIKey WINHZLLDWRZWRT-ATVHPVEESA-N
Search Google for chemicals with the same backbone WINHZLLDWRZWRT
Search PubMed clinical trials sunitinib
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Search PubMed titles/abstracts sunitinib
SynPHARM 81287 (in complex with kinase insert domain receptor)
81286 (in complex with KIT proto-oncogene receptor tyrosine kinase)
81225 (in complex with KIT proto-oncogene receptor tyrosine kinase)
UniChem Compound Search for chemical match using the InChIKey WINHZLLDWRZWRT-ATVHPVEESA-N
UniChem Connectivity Search for chemical match using the InChIKey WINHZLLDWRZWRT-ATVHPVEESA-N
Wikipedia Sunitinib