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
SMILES / InChI / InChIKey
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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-
InChI Key WINHZLLDWRZWRT-ATVHPVEESA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA and EMA (2006))
IUPAC Name Click here for help
N-[2-(diethylamino)ethyl]-5-{[(3Z)-5-fluoro-2-oxo-2,3-dihydro-1H-indol-3-ylidene]methyl}-2,4-dimethyl-1H-pyrrole-3-carboxamide
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
CAS Registry No. 557795-19-4
ChEMBL Ligand CHEMBL535
DrugBank Ligand DB01268
DrugCentral Ligand 2544
GtoPdb PubChem SID 178102339
PubChem CID 5329102
RCSB PDB Ligand B49
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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)
Wikipedia Sunitinib