tamatinib   Click here for help

GtoPdb Ligand ID: 5706

Synonyms: R 406 | R-406 | R406 free base
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Tamatinib (R406) is a potent ATP-competitive (Type I) Syk inhibitor. It is the active form of the prodrug fostamatinib.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 128.75
Molecular weight 470.17
XLogP 2.72
No. Lipinski's rules broken 0
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Canonical SMILES COc1cc(Nc2ncc(c(n2)Nc2ccc3c(n2)NC(=O)C(O3)(C)C)F)cc(c1OC)OC
Isomeric SMILES COc1cc(Nc2ncc(c(n2)Nc2ccc3c(n2)NC(=O)C(O3)(C)C)F)cc(c1OC)OC
InChI InChI=1S/C22H23FN6O5/c1-22(2)20(30)28-19-13(34-22)6-7-16(27-19)26-18-12(23)10-24-21(29-18)25-11-8-14(31-3)17(33-5)15(9-11)32-4/h6-10H,1-5H3,(H3,24,25,26,27,28,29,30)
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Summary of Clinical Use Click here for help
Tamatinib is a potential drug for treatment of the inflammation associated with and causing bronchial asthma resulting from allergen-induced airway hyperresponsiveness (AHR). The compound may have beneficial effects in additional inflammatory conditions, such as rheumatoid arthritis and other autoimmune conditions.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Tamatinib is a potent ATP-competitive inhibitor of spleen tyrosine kinase (SYK). SYK plays an essential role in the signal-transduction cascade which leads to mast cell degranulation and cytokine release in inflammatory bronchial asthma [1]. Tamatinib can reduce the pathological results of airway hyperresponsiveness (AHR).