fostamatinib

Ligand id: 7796

Name: fostamatinib

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 11
Hydrogen bond donors 4
Rotatable bonds 10
Topological polar surface area 196.53
Molecular weight 580.15
XLogP 0.32
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2018))
Is prodrug? Yes
Active form tamatinib
IUPAC Name
[6-[[5-fluoro-2-[(3,4,5-trimethoxyphenyl)amino]pyrimidin-4-yl]amino]-2,2-dimethyl-3-oxopyrido[2,3-e][1,4]oxazin-4-yl]methyl dihydrogen phosphate
International Nonproprietary Names
INN number INN
9022 fostamatinib
Synonyms
R 788 | R-788 | R7935788 | Tavalisse®
Comments
Fostamatinib is a spleen tyrosine kinase (Syk) inhibitor prodrug. Fostamatinib is administered orally as a disodium salt (PubChem CID 25008120). It is rapidly converted to tamatinib by alkaline phosphatases in intestinal enterocytes [6]. Although development in rheumatoid arthritis was discontinued in 2013 due to a lack of observed efficacy, development continued in patients with chronic and persistent immune thrombocytopenia (ITP).
Database Links
CAS Registry No. 901119-35-5
ChEMBL Ligand CHEMBL2103830
GtoPdb PubChem SID 223366127
PubChem CID 11671467
RCSB PDB Ligand 2RC
Search Google for chemical match using the InChIKey GKDRMWXFWHEQQT-UHFFFAOYSA-N
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Search UniChem for chemical match using the InChIKey GKDRMWXFWHEQQT-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone GKDRMWXFWHEQQT
Wikipedia Fostamatinib