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
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
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
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

✖
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)
InChI Key WFWLQNSHRPWKFK-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA (2011))
IUPAC Name Click here for help
5-fluoro-1-(oxolan-2-yl)pyrimidine-2,4-dione
International Nonproprietary Names Click here for help
INN number INN
4415 tegafur
Synonyms Click here for help
Florafur® | FT-207 | FT207 | Ftorafur®
Database Links Click here for help
CAS Registry No. 17902-23-7 (source: WHO INN record)
ChEMBL Ligand CHEMBL20883
DrugCentral Ligand 4398
GtoPdb PubChem SID 387065595
PubChem CID 5386
Search Google for chemical match using the InChIKey WFWLQNSHRPWKFK-UHFFFAOYSA-N
Search Google for chemicals with the same backbone WFWLQNSHRPWKFK
Search PubMed clinical trials tegafur
Search PubMed titles tegafur
Search PubMed titles/abstracts tegafur
UniChem Compound Search for chemical match using the InChIKey WFWLQNSHRPWKFK-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey WFWLQNSHRPWKFK-UHFFFAOYSA-N