tegafur   Click here for help

GtoPdb Ligand ID: 10513

Synonyms: Florafur® | FT-207 | FT207 | Ftorafur®
Approved drug
tegafur is an approved drug (EMA (2011))
Compound class: Synthetic organic
Comment: Like capecitabine and floxuridine, tegafur is a prodrug of the chemotherapeutic agent 5-fluorouracil. It is orally active. The INN specifies tegafur as a racemic mixture of enantiomers. We show the molecule without specified stereochemistry to represent the mixture.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 64.09
Molecular weight 200.06
XLogP 0.61
No. Lipinski's rules broken 0
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Canonical SMILES O=c1[nH]c(=O)n(cc1F)C1CCCO1
Isomeric SMILES O=c1[nH]c(=O)n(cc1F)C1CCCO1
InChI InChI=1S/C8H9FN2O3/c9-5-4-11(6-2-1-3-14-6)8(13)10-7(5)12/h4,6H,1-3H2,(H,10,12,13)
1. Engel D, Nudelman A, Tarasenko N, Levovich I, Makarovsky I, Sochotnikov S, Tarasenko I, Rephaeli A. (2008)
Novel prodrugs of tegafur that display improved anticancer activity and antiangiogenic properties.
J Med Chem, 51 (2): 314-23. [PMID:18163551]