TRIFLURIDINE

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Trade Names
Synonyms
Status
Molecule Category Free-form
ATC S01AD02
UNII RMW9V5RW38
EPA CompTox DTXSID4046602

Structure

InChI Key VSQQQLOSPVPRAZ-RRKCRQDMSA-N
Smiles O=c1[nH]c(=O)n([C@H]2C[C@H](O)[C@@H](CO)O2)cc1C(F)(F)F
InChI
InChI=1S/C10H11F3N2O5/c11-10(12,13)4-2-15(9(19)14-8(4)18)7-1-5(17)6(3-16)20-7/h2,5-7,16-17H,1,3H2,(H,14,18,19)/t5-,6+,7+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C10H11F3N2O5
Molecular Weight 296.2
AlogP -0.8
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 2.0
Polar Surface Area 104.55
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 20.0

Bioactivity

Mechanism of Action Action Reference
DNA inhibitor INHIBITOR ISBN PubMed PubMed PubMed PubMed Wikipedia
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Transferase
- 2000 - 97000 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 65
Assay Description Organism Bioactivity Reference
In vitro percent inhibition of replication of S-180 cells at 0.1 uM concentration Mus musculus 100.0 %
In vitro percent inhibition of replication of vero cells at 1 uM concentration Chlorocebus sabaeus 63.0 %
In vitro percent inhibition of replication of vero cells at 10 uM concentration Chlorocebus sabaeus 100.0 %
Cytotoxicity against mouse L1210/0 cells after 48 hrs Mus musculus 20.0 nM
Antiviral activity against HBV infected in human 2.2.15 cell at 10 ug/ml Hepatitis B virus 0.0 % Antiviral activity against HBV infected in human 2.2.15 cell at 10 ug/ml Hepatitis B virus 10.0 ug.mL-1
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 64.99 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 84.35 %
PubChem BioAssay. RKO viability from Cell TiterGlo-IC50. (Class of assay: confirmatory) None 857.7 nM
PubChem BioAssay. HCT116 viability from Cell TiterGlo-IC50. (Class of assay: confirmatory) None 616.7 nM
PubChem BioAssay. VEGF stimulated ADSC/ECFC co-culture CD31-stained tube area decrease-IC50. (Class of assay: confirmatory) None 676.9 nM
PubChem BioAssay. alkaline phosphatase stimulation in WNT3A conditioned C2C12 cells-IC50. (Class of assay: confirmatory) None 5.3 nM
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens 0.43 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 -3.569 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.15 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.15 %

Related Entries

Cross References

Resources Reference
ChEBI 75179
ChEMBL CHEMBL1129
DrugBank DB00432
DrugCentral 2743
FDA SRS RMW9V5RW38
Human Metabolome Database HMDB0014576
Guide to Pharmacology 8697
KEGG D00391
PharmGKB PA451775
PubChem 6256
SureChEMBL SCHEMBL3479
ZINC ZINC000003842753
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