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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL20883
CHEMBL20883
Compound Name TEGAFUR
ChEMBL Synonyms CITOFUR | MJF-12264 | UFTORAL | TEGAFUR
Max Phase 4 (Approved)
Trade Names CITOFUR | UFTORAL
Molecular Formula C8H9FN2O3

Additional synonyms for CHEMBL20883 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES FC1=CN(C2CCCO2)C(=O)NC1=O
Standard InChI InChI=1S/C8H9FN2O3/c9-5-4-11(6-2-1-3-14-6)8(13)10-7(5)12/h4, ...
Download InChI
Standard InChI Key WFWLQNSHRPWKFK-UHFFFAOYSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL20883

Molecule Features

CHEMBL20883 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Unknown

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Biliary Tract NeoplasmsD001661EFO:0003891biliary tract neoplasm2ClinicalTrials
Carcinoma, HepatocellularD006528EFO:0000182hepatocellular carcinoma2ClinicalTrials
Carcinoma, Squamous CellD002294EFO:0000181head and neck squamous cell carcinoma2ClinicalTrials
Nasopharyngeal NeoplasmsD009303EFO:0004252nasopharyngeal neoplasm2ClinicalTrials
Pancreatic NeoplasmsD010190EFO:0002618pancreatic carcinoma3ClinicalTrials
Colorectal NeoplasmsD015179EFO:0000365colorectal adenocarcinoma3ClinicalTrials
Neuroendocrine TumorsD018358EFO:1001901neuroendocrine neoplasm2ClinicalTrials
Stomach NeoplasmsD013274EFO:0000178gastric carcinoma3ClinicalTrials
Stomach NeoplasmsD013274EFO:0000503gastric adenocarcinoma3ClinicalTrials
Urinary Bladder NeoplasmsD001749EFO:0000292bladder carcinoma3ClinicalTrials
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma2ClinicalTrials
Neuroendocrine TumorsD018358EFO:1000045pancreatic neuroendocrine tumor2ClinicalTrials
Breast NeoplasmsD001943EFO:0003869breast neoplasm3ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma3ClinicalTrials
Carcinoma, Pancreatic DuctalD021441EFO:0002517pancreatic ductal adenocarcinoma2ClinicalTrials
CholangiocarcinomaD018281EFO:0005221cholangiocarcinoma3ClinicalTrials
Colorectal NeoplasmsD015179EFO:1001951colorectal carcinoma3ClinicalTrials
NeoplasmsD009369EFO:0000311cancer4ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm4ATC
ATC
ClinicalTrials
Pancreatic NeoplasmsD010190EFO:0003860pancreatic neoplasm3ClinicalTrials
Esophageal NeoplasmsD004938EFO:0002916esophageal carcinoma3ClinicalTrials
Esophageal NeoplasmsD004938EFO:0005922esophageal squamous cell carcinoma3ClinicalTrials
Head and Neck NeoplasmsD006258EFO:0006859head and neck malignant neoplasia3ClinicalTrials
Stomach NeoplasmsD013274EFO:0003897stomach neoplasm3ClinicalTrials
Colorectal NeoplasmsD015179EFO:0004142colorectal neoplasm3ClinicalTrials
Rectal NeoplasmsD012004EFO:1000657rectum cancer3ClinicalTrials

Clinical Data

ClinicalTrials.gov TEGAFUR
The Cochrane Collaboration TEGAFUR

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL20883. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL1820 Thymidine kinase Human herpesvirus 1 (strain SC16) (HHV-1) (Human herpes simplex virus1) 0.998
CHEMBL3415 Thymidine kinase Human herpesvirus 2 0.987
CHEMBL5328 Thymidylate synthase Lactobacillus casei 0.949
CHEMBL2366516 Reverse transcriptase Human immunodeficiency virus 1 0.428

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2361 Thymidylate kinase Mycobacterium tuberculosis 1.000
CHEMBL5328 Thymidylate synthase Lactobacillus casei 0.999
CHEMBL1820 Thymidine kinase Human herpesvirus 1 (strain SC16) (HHV-1) (Human herpes simplex virus1) 0.996
CHEMBL2883 Thymidine kinase, cytosolic Homo sapiens 0.996
CHEMBL4580 Thymidine kinase, mitochondrial Homo sapiens 0.980
CHEMBL2366516 Reverse transcriptase Human immunodeficiency virus 1 0.964
CHEMBL3415 Thymidine kinase Human herpesvirus 2 0.900
CHEMBL3106 Thymidine phosphorylase Homo sapiens 0.839
CHEMBL2331070 Acid ceramidase Rattus norvegicus 0.228

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
200.2 200.0597 -0.02 1 64.09 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 1 0 5 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
7.63 - -.6 -.8 1 14 0.69

Structural Alerts

There are 1 structural alerts for CHEMBL20883. To view alerts please click here.

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L01 - ANTINEOPLASTIC AGENTS
L01B - ANTIMETABOLITES
L01BC - Pyrimidine analogues
L01BC53 - tegafur, combinations

L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L01 - ANTINEOPLASTIC AGENTS
L01B - ANTIMETABOLITES
L01BC - Pyrimidine analogues
L01BC03 - tegafur

ChemSpider ChemSpider:WFWLQNSHRPWKFK-UHFFFAOYSA-N
PubChem SID: 144205202 SID: 144212129 SID: 170465809 SID: 26754499 SID: 29215356 SID: 56422217 SID: 8139878
Wikipedia Tegafur

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL20883



ACToR 82294-77-7 37076-68-9
Brenda 34913 30538 24420
ChEBI 32188
ChemicalBook CB2419051
DrugBank DB09256
DrugCentral 4398
EPA CompTox Dashboard DTXSID8021305
IBM Patent System 61807A8A71B70899B1A5497406866887
KEGG Ligand C12673
LINCS LSM-5155
Mcule MCULE-1366455644
MolPort MolPort-001-828-285
NIH Clinical Collection SAM001246561
Nikkaji J4.543H
PubChem 5386
PubChem: Thomson Pharma 15195517
SureChEMBL SCHEMBL4552

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/WFWLQNSHRPWKFK-UHFFFAOYSA-N spacer
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