Detailed information for compound 153733

Basic information

Technical information
  • TDR Targets ID: 153733
  • Name: 4-oxo-8-pyrrol-1-yl-7-(trifluoromethyl)-5H-[1 ,2,4]triazolo[1,5-a]quinoxaline-2-carboxylic acid
  • MW: 363.251 | Formula: C15H8F3N5O3
  • H donors: 2 H acceptors: 6 LogP: 2.22 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(=O)c1nn2c(n1)c(O)nc1c2cc(n2cccc2)c(c1)C(F)(F)F
  • InChi: 1S/C15H8F3N5O3/c16-15(17,18)7-5-8-10(6-9(7)22-3-1-2-4-22)23-12(13(24)19-8)20-11(21-23)14(25)26/h1-6H,(H,19,24)(H,25,26)
  • InChiKey: VNLJSBJQMZYTFD-UHFFFAOYSA-N  

Network

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Synonyms

  • 4-oxo-8-(1-pyrrolyl)-7-(trifluoromethyl)-5H-[1,2,4]triazolo[1,5-a]quinoxaline-2-carboxylic acid
  • 4-keto-8-pyrrol-1-yl-7-(trifluoromethyl)-5H-[1,2,4]triazolo[1,5-a]quinoxaline-2-carboxylic acid
  • 4-oxo-8-pyrrol-1-yl-7-(trifluoromethyl)-5H-[1,2,4]triazolo[5,1-c]quinoxaline-2-carboxylic acid
  • 4-oxo-8-(1-pyrrolyl)-7-(trifluoromethyl)-5H-[1,2,4]triazolo[5,1-c]quinoxaline-2-carboxylic acid
  • 4-keto-8-pyrrol-1-yl-7-(trifluoromethyl)-5H-[1,2,4]triazolo[5,1-c]quinoxaline-2-carboxylic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Glutamate (NMDA) receptor subunit zeta 1 Starlite/ChEMBL References
Rattus norvegicus Glutamate receptor ionotropic, kainate Starlite/ChEMBL References
Rattus norvegicus Glutamate receptor ionotropic, AMPA Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus nmda type glutamate receptor Get druggable targets OG5_133478 All targets in OG5_133478
Echinococcus granulosus glutamate receptor NMDA Get druggable targets OG5_133478 All targets in OG5_133478
Echinococcus multilocularis glutamate receptor NMDA Get druggable targets OG5_133478 All targets in OG5_133478
Schistosoma japonicum Glutamate [NMDA] receptor subunit zeta-1 precursor, putative Get druggable targets OG5_133478 All targets in OG5_133478
Schistosoma japonicum Glutamate [NMDA] receptor subunit zeta-1 precursor, putative Get druggable targets OG5_133478 All targets in OG5_133478
Schistosoma japonicum expressed protein Get druggable targets OG5_133478 All targets in OG5_133478
Echinococcus granulosus nmda type glutamate receptor Get druggable targets OG5_133478 All targets in OG5_133478
Echinococcus multilocularis nmda type glutamate receptor Get druggable targets OG5_133478 All targets in OG5_133478
Schistosoma mansoni glutamate receptor NMDA Get druggable targets OG5_133478 All targets in OG5_133478
Echinococcus multilocularis nmda type glutamate receptor Get druggable targets OG5_133478 All targets in OG5_133478
Schistosoma japonicum Glutamate [NMDA] receptor subunit zeta-1 precursor, putative Get druggable targets OG5_133478 All targets in OG5_133478

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 Glutamate receptor ionotropic, AMPA   907 aa 809 aa 34.1 %
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 Glutamate receptor ionotropic, AMPA   907 aa 779 aa 33.4 %
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 Glutamate receptor ionotropic, AMPA   907 aa 886 aa 34.2 %
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 Glutamate receptor ionotropic, AMPA   907 aa 948 aa 30.6 %
Drosophila melanogaster Glutamate receptor IIB Glutamate receptor ionotropic, AMPA   907 aa 863 aa 27.8 %
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 Glutamate receptor ionotropic, AMPA   907 aa 888 aa 34.0 %
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 Glutamate receptor ionotropic, AMPA   907 aa 779 aa 33.4 %
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 Glutamate receptor ionotropic, AMPA   907 aa 809 aa 33.6 %
Echinococcus multilocularis glutamate receptor 2 Glutamate receptor ionotropic, AMPA   907 aa 868 aa 30.4 %
Drosophila melanogaster Glutamate receptor IA Glutamate (NMDA) receptor subunit zeta 1   938 aa 979 aa 23.7 %
Drosophila melanogaster NMDA receptor 2 Glutamate (NMDA) receptor subunit zeta 1   938 aa 878 aa 27.4 %
Schistosoma mansoni glutamate receptor kainate Glutamate receptor ionotropic, AMPA   907 aa 753 aa 33.2 %
Onchocerca volvulus Putative 39S ribosomal protein L45, mitochondrial Glutamate receptor ionotropic, AMPA   907 aa 799 aa 37.7 %
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 Glutamate receptor ionotropic, AMPA   907 aa 959 aa 30.9 %
Echinococcus granulosus glutamate receptor 2 Glutamate receptor ionotropic, AMPA   907 aa 875 aa 30.4 %
Onchocerca volvulus Glutamate receptor ionotropic, AMPA   907 aa 796 aa 40.5 %
Echinococcus multilocularis glutamate (NMDA) receptor subunit Glutamate (NMDA) receptor subunit zeta 1   938 aa 822 aa 23.2 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Trypanosoma cruzi protein arginine n-methyltransferase 7 0.0138 0.0697 1
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.0098 0.0147 0.0033
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.0098 0.0147 0.0147
Echinococcus multilocularis nmda type glutamate receptor 0.0182 0.1294 0.1294
Trypanosoma brucei protein arginine n-methyltransferase 7 0.0138 0.0697 1
Echinococcus granulosus histone h3 methyltransferase 0.0823 1 1
Echinococcus multilocularis nmda type glutamate receptor 0.0113 0.0359 0.0359
Echinococcus multilocularis protein arginine N methyltransferase 7 0.0138 0.0697 0.0697
Schistosoma mansoni histone J3 methyltransferase 0.0823 1 1
Schistosoma mansoni glutamate receptor NMDA 0.0193 0.1441 0.08
Echinococcus granulosus protein arginine N methyltransferase 7 0.0138 0.0697 0.059
Trypanosoma cruzi arginine N-methyltransferase, type III 0.0138 0.0697 1
Echinococcus multilocularis histone h3 methyltransferase 0.0823 1 1
Echinococcus multilocularis glutamate receptor 2 0.0098 0.0147 0.0147
Toxoplasma gondii hypothetical protein 0.0104 0.0239 0.5
Loa Loa (eye worm) hypothetical protein 0.0823 1 1
Echinococcus granulosus nmda type glutamate receptor 0.0182 0.1294 0.1194
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0098 0.0147 0.0033
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0098 0.0147 0.0033
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0098 0.0147 0.0147
Echinococcus granulosus glutamate receptor 2 0.0098 0.0147 0.0033
Echinococcus granulosus nmda type glutamate receptor 0.0113 0.0359 0.0248
Leishmania major arginine N-methyltransferase, type III, putative;with=GeneDB:Tb927.7.5490 0.0138 0.0697 1
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0098 0.0147 0.0147
Echinococcus multilocularis glutamate receptor NMDA 0.0095 0.0114 0.0114
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0098 0.0147 0.0033
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0098 0.0147 0.0147

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 1.5 uM Concentration necessary for 50% inhibition of depolarization induced by 5 microM S-AMPA in mouse cortical wedge preparation ChEMBL. 14695840
IC50 (functional) = 1.5 uM Concentration necessary for 50% inhibition of depolarization induced by 5 microM S-AMPA in mouse cortical wedge preparation ChEMBL. 14695840
IC50 (functional) = 11 uM Concentration that inhibits 50% S-AMPA stimulated (50 microM) [3H]-norepinephrine release from rat hippocampal synaptosomes ChEMBL. 14695840
IC50 (functional) = 12.7 uM Concentration giving 50% inhibition of stimulated [3H]-(+)-MK-801 binding in rat cortical membranes incubated with 10 microM glycine ChEMBL. 14695840
IC50 (binding) = 18.1 uM Inhibition concentration towards high-affinity ionotropic glutamate receptor kainate of rat cortical membranes by using [3H]-KA as radioligand ChEMBL. 14695840
IC50 (binding) = 18.1 uM Inhibition concentration towards high-affinity ionotropic glutamate receptor kainate of rat cortical membranes by using [3H]-KA as radioligand ChEMBL. 14695840
IC50 (functional) = 80 uM Concentration necessary for 50% inhibition of depolarization induced by 5 microM NMDA in mouse cortical wedge preparation ChEMBL. 14695840
IC50 (functional) = 80 uM Concentration necessary for 50% inhibition of depolarization induced by 5 microM NMDA in mouse cortical wedge preparation ChEMBL. 14695840
Ki (binding) = 0.28 uM Binding affinity towards ionotropic glutamate receptor (high-affinity) of rat cortical synaptic membranes by using [3H]-AMPA as radioligand ChEMBL. 14695840
Ki (binding) = 0.28 uM Binding affinity towards ionotropic glutamate receptor (high-affinity) of rat cortical synaptic membranes by using [3H]-AMPA as radioligand ChEMBL. 14695840
Ki (binding) = 8.3 uM Binding affinity towards N-methyl-D-aspartate glutamate receptor 1 (high affinity) of rat cortical synaptic membranes by using [3H]-Gly as radioligand ChEMBL. 14695840
Ki (binding) = 8.3 uM Binding affinity towards N-methyl-D-aspartate glutamate receptor 1 (high affinity) of rat cortical synaptic membranes by using [3H]-Gly as radioligand ChEMBL. 14695840

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23 14695840

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.

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