regorafenib   Click here for help

GtoPdb Ligand ID: 5891

Synonyms: BAY 73-4506 | Stivarga®
Approved drug
regorafenib is an approved drug (FDA (2012), EMA (2013))
Compound class: Synthetic organic
Comment: Regorafenib is an inhibitor of multiple membrane-bound and intracellular kinases. Although the drug is approved it must carry a Boxed Warning alerting patients and clinicians that severe and fatal liver toxicity was observed in some patients in regorafenib clinical studies. Regorafenib is a Type-2 kinase inhibitor.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 92.35
Molecular weight 482.08
XLogP 3.91
No. Lipinski's rules broken 0
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Canonical SMILES CNC(=O)c1nccc(c1)Oc1ccc(c(c1)F)NC(=O)Nc1ccc(c(c1)C(F)(F)F)Cl
Isomeric SMILES CNC(=O)c1nccc(c1)Oc1ccc(c(c1)F)NC(=O)Nc1ccc(c(c1)C(F)(F)F)Cl
InChI InChI=1S/C21H15ClF4N4O3/c1-27-19(31)18-10-13(6-7-28-18)33-12-3-5-17(16(23)9-12)30-20(32)29-11-2-4-15(22)14(8-11)21(24,25)26/h2-10H,1H3,(H,27,31)(H2,29,30,32)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2012), EMA (2013))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
9026 regorafenib
Synonyms Click here for help
BAY 73-4506 | Stivarga®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9657514
Reactome Reaction Reactome logo R-HSA-9669854, R-HSA-9669900, R-HSA-9674430, R-HSA-9674095, R-HSA-9669870, R-HSA-9674408, R-HSA-6802938
Other databases
CAS Registry No. 755037-03-7 (source: SciFinder)
ChEMBL Ligand CHEMBL1946170
DrugBank Ligand DB08896
DrugCentral Ligand 4654
GtoPdb PubChem SID 178102514
PubChem CID 11167602
Search Google for chemical match using the InChIKey FNHKPVJBJVTLMP-UHFFFAOYSA-N
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UniChem Compound Search for chemical match using the InChIKey FNHKPVJBJVTLMP-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey FNHKPVJBJVTLMP-UHFFFAOYSA-N
Wikipedia Regorafenib