floxuridine   Click here for help

GtoPdb Ligand ID: 4801

Synonyms: 5-fluoro-2'-deoxyuridine | floxidine | FUDR®
Approved drug
floxuridine is an approved drug (FDA (1970))
Compound class: Synthetic organic
Comment: Floxuridine is metabolized to 5-fluorouracil when given by rapid injection, but is converted to floxuridine monophosphate when given as continuous infusion. 5-fluorouracil is considered the active drug.
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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 2
Topological polar surface area 104.55
Molecular weight 246.07
XLogP -0.66
No. Lipinski's rules broken 0
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Canonical SMILES OCC1OC(CC1O)n1cc(F)c(=O)[nH]c1=O
Isomeric SMILES OC[C@H]1O[C@H](C[C@@H]1O)n1cc(F)c(=O)[nH]c1=O
InChI InChI=1S/C9H11FN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1
1. Baldwin SA, Yao SY, Hyde RJ, Ng AM, Foppolo S, Barnes K, Ritzel MW, Cass CE, Young JD. (2005)
Functional characterization of novel human and mouse equilibrative nucleoside transporters (hENT3 and mENT3) located in intracellular membranes.
J Biol Chem, 280 (16): 15880-7. [PMID:15701636]