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
SMILES / InChI / InChIKey
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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)
InChI Key GHASVSINZRGABV-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1962))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
Prodrug capecitabinefloxuridine
IUPAC Name Click here for help
5-fluoro-1,2,3,4-tetrahydropyrimidine-2,4-dione
International Nonproprietary Names Click here for help
INN number INN
1421 fluorouracil
Synonyms Click here for help
Adrucil® | Carac®
Database Links Click here for help
CAS Registry No. 51-21-8
ChEMBL Ligand CHEMBL185
DrugBank Ligand DB00544
DrugCentral Ligand 26
GtoPdb PubChem SID 178101491
PubChem CID 3385
RCSB PDB Ligand URF
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Wikipedia 5-fluorouracil

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Tocris
5-Fluorouracil
Cat. No. 3257