Detailed information for compound 291137

Basic information

Technical information
  • TDR Targets ID: 291137
  • Name: 5,5-bis[4-(trifluoromethyl)phenyl]imidazolidi ne-2,4-dione
  • MW: 388.264 | Formula: C17H10F6N2O2
  • H donors: 2 H acceptors: 2 LogP: 3.9 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: FC(c1ccc(cc1)C1(NC(=O)NC1=O)c1ccc(cc1)C(F)(F)F)(F)F
  • InChi: 1S/C17H10F6N2O2/c18-16(19,20)11-5-1-9(2-6-11)15(13(26)24-14(27)25-15)10-3-7-12(8-4-10)17(21,22)23/h1-8H,(H2,24,25,26,27)
  • InChiKey: LLCJUKMTHSPNOY-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 5,5-bis[4-(trifluoromethyl)phenyl]hydantoin
  • 62031-95-2
  • 5-24-08-00427 (Beilstein Handbook Reference)
  • BRN 0767998
  • HYDANTOIN, 5,5-BIS(alpha,alpha,alpha-TRIFLUORO-p-TOLYL)-
  • NSC169089
  • 5,5-Bis(4-(trifluoromethyl)phenyl)hydantoin

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0046 0.001 0.0232
Echinococcus granulosus UDP N acetylglucosamine dolichyl phosphate 0.1395 0.0416 1
Schistosoma mansoni aldehyde dehydrogenase 0.0046 0.001 0.0232
Plasmodium falciparum UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.1395 0.0416 1
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0046 0.001 0.001
Brugia malayi follicle stimulating hormone receptor 0.0182 0.0051 0.1232
Giardia lamblia UDP-N-acetylglucosamine-dolichyl-phosphateN-acetylglucosaminephosphotransferase 0.1395 0.0416 1
Mycobacterium ulcerans aldehyde dehydrogenase 0.0046 0.001 0.001
Trypanosoma brucei UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.1395 0.0416 1
Leishmania major UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.1395 0.0416 1
Mycobacterium ulcerans aldehyde dehydrogenase 0.0046 0.001 0.001
Toxoplasma gondii glycosyl transferase, group 4 family protein 0.1395 0.0416 1
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.0014 0.0001 0.0016
Schistosoma mansoni aldehyde dehydrogenase 0.0046 0.001 0.0232
Trypanosoma cruzi apurinic/apyrimidinic endonuclease 0.0014 0.0001 0.0016
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.1395 0.0416 1
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.1395 0.0416 1
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0046 0.001 0.0232
Trypanosoma cruzi apurinic/apyrimidinic endonuclease, putative 0.0014 0.0001 0.0016
Leishmania major apurinic/apyrimidinic endonuclease-redox protein 0.0014 0.0001 0.0016
Onchocerca volvulus 0.1395 0.0416 0.5
Mycobacterium tuberculosis Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 3.3221 1 1
Mycobacterium ulcerans exodeoxyribonuclease III protein XthA 0.0014 0.0001 0.0001
Toxoplasma gondii aldehyde dehydrogenase 0.0046 0.001 0.0232
Loa Loa (eye worm) follicle stimulating hormone receptor 0.0182 0.0051 0.1232
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0046 0.001 0.0248
Trypanosoma brucei apurinic/apyrimidinic endonuclease, putative 0.0014 0.0001 0.0016
Wolbachia endosymbiont of Brugia malayi phospho-N-acetylmuramoyl-pentapeptide-transferase 3.3221 1 1
Loa Loa (eye worm) hypothetical protein 0.1395 0.0416 1
Brugia malayi Cytochrome P450 family protein 0.002 0.0002 0.0057
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.1395 0.0416 1
Plasmodium vivax N-acetylglucosamine-1-phosphate transferase, putative 0.1395 0.0416 1
Loa Loa (eye worm) cytochrome P450 family protein 0.002 0.0002 0.0057
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) 1.2627 0.3799 1
Brugia malayi exodeoxyribonuclease III family protein 0.0014 0.0001 0.0016
Mycobacterium ulcerans aldehyde dehydrogenase 0.0046 0.001 0.001
Mycobacterium ulcerans undecapaprenyl-phosphate alpha-N-acetylglucosaminyltransferase Rfe 0.1395 0.0416 0.0416
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.1395 0.0416 1
Entamoeba histolytica UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.1395 0.0416 1
Echinococcus multilocularis UDP N acetylglucosamine dolichyl phosphate 0.1395 0.0416 1
Trichomonas vaginalis glucosaminephosphotransferase, putative 0.1395 0.0416 1
Chlamydia trachomatis phospho-N-acetylmuramoyl-pentapeptide-transferase 1.2627 0.3799 0.5
Brugia malayi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.1395 0.0416 1
Mycobacterium ulcerans phospho-N-acetylmuramoyl-pentapeptide-transferase 3.3221 1 1

Activities

Activity type Activity value Assay description Source Reference
Excretion (ADMET) = 0.25 % Compound was evaluated for the cumulative excretion rate in rats at the dose 10 mg/kg, intraperitoneally for 18 days through urine ChEMBL. 7277391
Excretion (ADMET) = 0.3 % Compound at the dose 10 mg/kg administered intraperitoneally was evaluated for the excretion rate in rats in 7 days through urine ChEMBL. 7277391
Excretion (ADMET) = 0.5 % Compound was evaluated for the in rats after the dose of 5 mg/kg intravenously, at the dose 4 hour biliary excreation ChEMBL. 7277391
Excretion (ADMET) = 67 % Compound at the dose 10 mg/kg administered intraperitoneally was evaluated for the excretion rate in rats in 7 days through feces ChEMBL. 7277391
Excretion (ADMET) = 94 % Compound was evaluated for the cumulative excretion rate in rats at the dose 10 mg/kg , intraperitoneally for 18 days through feces ChEMBL. 7277391
Excretion rate (ADMET) = 0.15 excretion rate of the compound in rats after the dose of 5 mg/kg intravenously, at the dose 4 hour Rate of biliary excreation; 0.06-0.15%/h ChEMBL. 7277391
LD50 (ADMET) = 40 mg kg-1 Compound was evaluated for the toxicity in mouse on 7 th day when administered through intraperitoneal route ChEMBL. 7277391
LD50 (ADMET) = 40 mg kg-1 Compound was evaluated for the toxicity in mouse on 7 th day when administered through intraperitoneal route ChEMBL. 7277391
LD50 (ADMET) = 100 mg kg-1 Compound was evaluated for the toxicity in mouse on 7 th day when administered through Oral route ChEMBL. 7277391
LD50 (ADMET) = 100 mg kg-1 Compound was evaluated for the toxicity in mouse on 7 th day when administered through Oral route ChEMBL. 7277391
Plasma level (ADMET) = 3.5 ug ml-1 Compound was evaluated for the Brain levels at 24 h in the Swiss webster mouse when administer at the dose of 20 to 30 g ChEMBL. 7277391
Plasma level (ADMET) = 3.5 ug ml-1 Compound was evaluated for the Brain levels at 24 h in the Swiss webster mouse when administer at the dose of 20 to 30 g ChEMBL. 7277391
Plasma level (ADMET) = 9.4 ug ml-1 Compound was evaluated for the average plasma levels at 24 hours, after administration of intravenouse route ChEMBL. 7277391
Plasma level (ADMET) = 11 ug ml-1 Compound was evaluated for the average plasma levels at 24 hours, after administration of intraperitoneal route ChEMBL. 7277391
Plasma level (ADMET) = 27 ug ml-1 Compound was evaluated for the plasma level at 18 h in the Swiss webster mouse when administer at the dose of 20 to 30 g ChEMBL. 7277391
Ratio (ADMET) = 0.12 Compound was evaluated for the tissue levels after 1 hour of administration of 5 mg/kg through intravenous route, the given data is tissue/plasma ratios red cells ChEMBL. 7277391
Ratio (ADMET) = 0.14 Compound was evaluated for the tissue levels after 1 hour of administration of 5 mg/kg through intravenous route, the given data is tissue/plasma ratios brain ChEMBL. 7277391
Ratio (ADMET) = 0.41 Compound was evaluated for the tissue levels after 1 hour of administration of 5 mg/kg through intravenous route, the given data is tissue/plasma ratios Muscle ChEMBL. 7277391
Ratio (ADMET) = 0.48 Compound was evaluated for the tissue levels after 1 hour of administration of 5 mg/kg through intravenous route, the given data is tissue/plasma ratios gastrointestinal tract ChEMBL. 7277391
Ratio (ADMET) = 0.61 Compound was evaluated for the tissue levels after 1 hour of administration of 5 mg/kg through intravenous route, the given data is tissue/plasma ratios kidneys ChEMBL. 7277391
Ratio (ADMET) = 0.62 Compound was evaluated for the tissue levels after 1 hour of administration of 5 mg/kg through intravenous route, the given data is tissue/plasma ratios lungs ChEMBL. 7277391
Ratio (ADMET) = 0.66 Compound was evaluated for the tissue levels after 1 hour of administration of 5 mg/kg through intravenous route, the given data is tissue/plasma ratios heart ChEMBL. 7277391
Ratio (ADMET) = 0.96 Compound was evaluated for the tissue levels after 1 hour of administration of 5 mg/kg through intravenous route, the given data is tissue/plasma ratios liver ChEMBL. 7277391
T1/2 (ADMET) = 3.9 day Compound was evaluated for the biological half life of elimination in feces ChEMBL. 7277391
T1/2 (ADMET) = 66.7 hr Compound was evaluated for the biological half life in rats after a dose of 5 mg/kg given intravenous route ChEMBL. 7277391
T1/2 (ADMET) = 71.7 hr Compound was evaluated for the biological half life in rats after a dose of 5 mg/kg given intraperitoneal route ChEMBL. 7277391
T1/2 (ADMET) = 115 hr Compound was evaluated for the plasma biological half life in the Swiss webster mouse when administered at the dose of 20 to 30 g ChEMBL. 7277391
T1/2 (ADMET) = 115 hr Compound was evaluated for the plasma biological half life in the Swiss webster mouse when administered at the dose of 20 to 30 g ChEMBL. 7277391
Time (functional) = 22 s Time to first twitch in intravenous pentylenetetrazol test in mice at 300 mg/kg for 30 h time of test ChEMBL. 7277391
Time (functional) = 22 s Time to first twitch in intravenous pentylenetetrazol test in mice at 300 mg/kg for 30 h time of test ChEMBL. 7277391
Time (functional) = 23.1 s Time to first twitch in intravenous pentylenetetrazol test in mice at 100 mg/kg for 30 h time of test ChEMBL. 7277391
Time (functional) = 23.1 s Time to first twitch in intravenous pentylenetetrazol test in mice at 100 mg/kg for 30 h time of test ChEMBL. 7277391
Time (functional) = 23.4 s Time to first twitch in intravenous pentylenetetrazol test in mice at 150 mg/kg for 96 h time of test ChEMBL. 7277391
Time (functional) = 23.4 s Time to first twitch in intravenous pentylenetetrazol test in mice at 150 mg/kg for 96 h time of test ChEMBL. 7277391
Time (functional) = 23.6 s Time to first twitch in intravenous pentylenetetrazol test in mice at 200 mg/kg for 72 h time of test ChEMBL. 7277391
Time (functional) = 23.6 s Time to first twitch in intravenous pentylenetetrazol test in mice at 200 mg/kg for 72 h time of test ChEMBL. 7277391
Time (functional) = 24.1 s Time to first twitch in intravenous pentylenetetrazol test in mice at 150 mg/kg for 72 h time of test ChEMBL. 7277391
Time (functional) = 24.1 s Time to first twitch in intravenous pentylenetetrazol test in mice at 150 mg/kg for 72 h time of test ChEMBL. 7277391
Time (functional) = 24.3 s Time to first twitch in intravenous pentylenetetrazol test in mice at 100 mg/kg for 48 h time of test ChEMBL. 7277391
Time (functional) = 24.3 s Time to first twitch in intravenous pentylenetetrazol test in mice at 100 mg/kg for 48 h time of test ChEMBL. 7277391
Time (functional) = 24.5 s Time to first twitch in intravenous pentylenetetrazol test in mice at 200 mg/kg for 48 h time of test ChEMBL. 7277391
Time (functional) = 24.5 s Time to first twitch in intravenous pentylenetetrazol test in mice at 200 mg/kg for 48 h time of test ChEMBL. 7277391
Time (functional) = 24.9 s Time to first twitch in intravenous pentylenetetrazol test in mice at 300 mg/kg for 72 h time of test ChEMBL. 7277391
Time (functional) = 24.9 s Time to first twitch in intravenous pentylenetetrazol test in mice at 300 mg/kg for 72 h time of test ChEMBL. 7277391
Time (functional) = 25.5 s Time to first twitch in intravenous pentylenetetrazol test in mice at 1000 mg/kg for 24 h time of test ChEMBL. 7277391
Time (functional) = 25.5 s Time to first twitch in intravenous pentylenetetrazol test in mice at 1000 mg/kg for 24 h time of test ChEMBL. 7277391
Time (functional) = 26.6 s Time to first twitch in intravenous pentylenetetrazol test in mice at 750 mg/kg for 24 h time of test ChEMBL. 7277391
Time (functional) = 26.6 s Time to first twitch in intravenous pentylenetetrazol test in mice at 750 mg/kg for 24 h time of test ChEMBL. 7277391
Time (functional) = 26.7 s Time to first twitch in intravenous pentylenetetrazol test in mice at 150 mg/kg for 48 h time of test ChEMBL. 7277391
Time (functional) = 26.7 s Time to first twitch in intravenous pentylenetetrazol test in mice at 150 mg/kg for 48 h time of test ChEMBL. 7277391
Time (functional) = 27.1 s Time to first twitch in intravenous pentylenetetrazol test in mice at 100 mg/kg for 72 h time of test ChEMBL. 7277391
Time (functional) = 27.1 s Time to first twitch in intravenous pentylenetetrazol test in mice at 100 mg/kg for 72 h time of test ChEMBL. 7277391
Time (functional) = 27.3 s Time to first twitch in intravenous pentylenetetrazol test in mice at 500 mg/kg for 24 h time of test ChEMBL. 7277391
Time (functional) = 27.3 s Time to first twitch in intravenous pentylenetetrazol test in mice at 500 mg/kg for 24 h time of test ChEMBL. 7277391
Time (functional) = 27.5 s Time to first twitch in intravenous pentylenetetrazol test in mice at 100 mg/kg for 96 h time of test ChEMBL. 7277391
Time (functional) = 27.5 s Time to first twitch in intravenous pentylenetetrazol test in mice at 100 mg/kg for 96 h time of test ChEMBL. 7277391
Time (functional) = 28.6 s Time to first twitch in intravenous pentylenetetrazol test in mice at 150 mg/kg for 30 h time of test ChEMBL. 7277391
Time (functional) = 28.6 s Time to first twitch in intravenous pentylenetetrazol test in mice at 150 mg/kg for 30 h time of test ChEMBL. 7277391
Time (functional) = 28.7 s Time to first twitch in intravenous pentylenetetrazol test in mice at 500 mg/kg for 48 h time of test ChEMBL. 7277391
Time (functional) = 28.7 s Time to first twitch in intravenous pentylenetetrazol test in mice at 500 mg/kg for 48 h time of test ChEMBL. 7277391
Time (functional) = 29.6 s Time to first twitch in intravenous pentylenetetrazol test in mice at 200 mg/kg for 30 h time of test ChEMBL. 7277391
Time (functional) = 29.6 s Time to first twitch in intravenous pentylenetetrazol test in mice at 200 mg/kg for 30 h time of test ChEMBL. 7277391
Time (functional) = 32.4 s Time to first twitch in intravenous pentylenetetrazol test in mice at 300 mg/kg for 48 h time of test ChEMBL. 7277391
Time (functional) = 32.4 s Time to first twitch in intravenous pentylenetetrazol test in mice at 300 mg/kg for 48 h time of test ChEMBL. 7277391
Time (functional) = 34.5 s Time to first twitch in intravenous pentylenetetrazol test in mice at 200 mg/kg for 96 h time of test ChEMBL. 7277391
Time (functional) = 34.5 s Time to first twitch in intravenous pentylenetetrazol test in mice at 200 mg/kg for 96 h time of test ChEMBL. 7277391
Time (functional) = 71 s Time to first twitch in intravenous pentylenetetrazol test in mice at 750 mg/kg for 48 h time of test ChEMBL. 7277391
Time (functional) = 71 s Time to first twitch in intravenous pentylenetetrazol test in mice at 750 mg/kg for 48 h time of test ChEMBL. 7277391
Toxic dose (ADMET) = 750 mg kg-1 Compound was evaluated for the neurotoxicity after intraperitoneal administration at 24 hours ChEMBL. 7277391
Toxic dose (ADMET) = 750 mg kg-1 Compound was evaluated for the neurotoxicity after intraperitoneal administration at 24 hours ChEMBL. 7277391
Toxic dose (ADMET) = 1000 mg kg-1 Compound was evaluated for the neurotoxicity after intraperitoneal administration at 48 hours ChEMBL. 7277391
Toxic dose (ADMET) = 1000 mg kg-1 Compound was evaluated for the neurotoxicity after intraperitoneal administration at 48 hours ChEMBL. 7277391
Vd app (ADMET) = 0.42 l kg-1 Compound was evaluated for the average apparent volume of distribution when administered through intravenous route ChEMBL. 7277391

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.