5-fluorouracil   Click here for help

GtoPdb Ligand ID: 4789

Synonyms: Adrucil® | Carac®
Approved drug PDB Ligand
5-fluorouracil is an approved drug (FDA (1962))
Compound class: Synthetic organic
Comment: Fluoroacil is the active metabolite of the prodrugs capecitabine and floxuridine.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 0
Topological polar surface area 65.72
Molecular weight 130.02
XLogP -0.02
No. Lipinski's rules broken 0
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Canonical SMILES Fc1c[nH]c(=O)[nH]c1=O
Isomeric SMILES Fc1c[nH]c(=O)[nH]c1=O
InChI InChI=1S/C4H3FN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)
1. Yamamoto S, Inoue K, Murata T, Kamigaso S, Yasujima T, Maeda JY, Yoshida Y, Ohta KY, Yuasa H. (2010)
Identification and functional characterization of the first nucleobase transporter in mammals: implication in the species difference in the intestinal absorption mechanism of nucleobases and their analogs between higher primates and other mammals.
J Biol Chem, 285 (9): 6522-31. [PMID:20042597]