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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL917
CHEMBL917
Compound Name FLOXURIDINE
ChEMBL Synonyms F.U.D.R. | FLOXURIDINE | FLUORURIDINE DEOXYRIBOSE | 5-Fluoro-2-deoxyuridine | FUDR
Max Phase 4 (Approved)
Trade Names F.U.D.R. | FUDR | FLOXURIDINE
Molecular Formula C9H11FN2O5

Additional synonyms for CHEMBL917 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES OC[C@H]1O[C@H](C[C@@H]1O)N2C=C(F)C(=O)NC2=O
Standard InChI InChI=1S/C9H11FN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-1 ...
Download InChI
Standard InChI Key ODKNJVUHOIMIIZ-RRKCRQDMSA-N

Sources

  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL917

Molecule Features

CHEMBL917 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Thymidylate synthase inhibitor Thymidylate synthase PubMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Colorectal NeoplasmsD015179EFO:0004142colorectal neoplasm3ClinicalTrials
NeoplasmsD009369EFO:0000311cancer1ClinicalTrials
Stomach NeoplasmsD013274EFO:0000178gastric carcinoma2ClinicalTrials
Colorectal NeoplasmsD015179EFO:1001951colorectal carcinoma3ClinicalTrials
Colorectal NeoplasmsD015179EFO:0000365colorectal adenocarcinoma3ClinicalTrials
Esophageal NeoplasmsD004938EFO:0002916esophageal carcinoma2ClinicalTrials
CholangiocarcinomaD018281EFO:0005221cholangiocarcinoma2ClinicalTrials
Carcinoma, HepatocellularD006528EFO:0000182hepatocellular carcinoma2ClinicalTrials
CholangiocarcinomaD018281EFO:1001961intrahepatic cholangiocarcinoma2ClinicalTrials
Stomach NeoplasmsD013274EFO:0000503gastric adenocarcinoma2ClinicalTrials

Clinical Data

ClinicalTrials.gov FLOXURIDINE
The Cochrane Collaboration FLOXURIDINE

Metabolites for CHEMBL917

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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 CHEMBL917. 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) 1.000
CHEMBL3415 Thymidine kinase Human herpesvirus 2 1.000
CHEMBL5328 Thymidylate synthase Lactobacillus casei 1.000
CHEMBL4398 Purinergic receptor P2Y2 Homo sapiens 1.000
CHEMBL4714 Pyrimidinergic receptor P2Y6 Homo sapiens 1.000
CHEMBL247 Human immunodeficiency virus type 1 reverse transcriptase Human immunodeficiency virus 1 0.998
CHEMBL2123 Pyrimidinergic receptor P2Y4 Homo sapiens 0.998
CHEMBL2361 Thymidylate kinase Mycobacterium tuberculosis 0.995
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 0.973
CHEMBL2304404 Adenosine A1 receptor Cavia porcellus 0.940
CHEMBL2366516 Reverse transcriptase Human immunodeficiency virus 1 0.894
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.870
CHEMBL3160 Thymidylate synthase Mus musculus 0.295
CHEMBL1781 DNA topoisomerase I Homo sapiens 0.220
CHEMBL5921 Bifunctional protein NCOAT Homo sapiens 0.202



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1820 Thymidine kinase Human herpesvirus 1 (strain SC16) (HHV-1) (Human herpes simplex virus1) 1.000
CHEMBL2883 Thymidine kinase, cytosolic Homo sapiens 1.000
CHEMBL2361 Thymidylate kinase Mycobacterium tuberculosis 1.000
CHEMBL3415 Thymidine kinase Human herpesvirus 2 1.000
CHEMBL5328 Thymidylate synthase Lactobacillus casei 1.000
CHEMBL4580 Thymidine kinase, mitochondrial Homo sapiens 1.000
CHEMBL1795127 Thymidine kinase Human herpesvirus 1 1.000
CHEMBL4398 Purinergic receptor P2Y2 Homo sapiens 1.000
CHEMBL4714 Pyrimidinergic receptor P2Y6 Homo sapiens 1.000
CHEMBL2123 Pyrimidinergic receptor P2Y4 Homo sapiens 1.000
CHEMBL4696 Glycogen phosphorylase, muscle form Oryctolagus cuniculus 1.000
CHEMBL2366516 Reverse transcriptase Human immunodeficiency virus 1 1.000
CHEMBL3106 Thymidine phosphorylase Homo sapiens 1.000
CHEMBL4518 Purinergic receptor P2Y14 Homo sapiens 1.000
CHEMBL247 Human immunodeficiency virus type 1 reverse transcriptase Human immunodeficiency virus 1 1.000
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.998
CHEMBL3160 Thymidylate synthase Mus musculus 0.996
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 0.973
CHEMBL1952 Thymidylate synthase Homo sapiens 0.934
CHEMBL5921 Bifunctional protein NCOAT Homo sapiens 0.828

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
246.2 246.0652 -1.68 2 104.55 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 3 0 7 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
7.63 - -1.41 -1.63 1 17 0.58

Structural Alerts

There are 1 structural alerts for CHEMBL917. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:ODKNJVUHOIMIIZ-RRKCRQDMSA-N
DailyMed floxuridine
PubChem SID: 124886843 SID: 144204443 SID: 170465247 SID: 29215018 SID: 29215019 SID: 50104188 SID: 855946 SID: 93576919
Wikipedia Floxuridine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL917



ACToR 50-91-9
BindingDB 50340678
Brenda 24240 43538 3318 24238 113382 77908 3977
ChEBI 60761
DrugBank DB00322
DrugCentral 1184
eMolecules 511917
EPA CompTox Dashboard DTXSID3023057
FDA SRS 039LU44I5M
Guide to Pharmacology 4801
Human Metabolome Database HMDB0014467
IBM Patent System E7FAF41FA2311752FBA5BBB580A1273F
KEGG Ligand C11736
LINCS LSM-5588
Mcule MCULE-4890053166
MolPort MolPort-002-507-300
Nikkaji J4.488A
PubChem 5790
PubChem: Thomson Pharma 14749705 14749704
Selleck Floxuridine
SureChEMBL SCHEMBL4424
ZINC ZINC000003813010

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