Detailed information for compound 203997

Basic information

Technical information
  • TDR Targets ID: 203997
  • Name: N-benzyl-4-oxo-5H-[1,2,4]triazolo[1,5-a]quino xaline-2-carboxamide
  • MW: 319.317 | Formula: C17H13N5O2
  • H donors: 2 H acceptors: 5 LogP: 2.19 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(c1nc2n(n1)c1ccccc1nc2O)NCc1ccccc1
  • InChi: 1S/C17H13N5O2/c23-16(18-10-11-6-2-1-3-7-11)14-20-15-17(24)19-12-8-4-5-9-13(12)22(15)21-14/h1-9H,10H2,(H,18,23)(H,19,24)
  • InChiKey: HFFLVEUMMZNPPE-UHFFFAOYSA-N  

Network

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Synonyms

  • 4-oxo-N-(phenylmethyl)-5H-[1,2,4]triazolo[1,5-a]quinoxaline-2-carboxamide
  • N-benzyl-4-keto-5H-[1,2,4]triazolo[1,5-a]quinoxaline-2-carboxamide
  • 4-oxo-N-(phenylmethyl)-5H-[1,2,4]triazolo[5,1-c]quinoxaline-2-carboxamide
  • N-(benzyl)-4-keto-5H-[1,2,4]triazolo[5,1-c]quinoxaline-2-carboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Bos taurus Adenosine A1 receptor Starlite/ChEMBL References
Homo sapiens adenosine A1 receptor Starlite/ChEMBL References
Homo sapiens adenosine A3 receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma mansoni opsin-like receptor Adenosine A1 receptor   326 aa 315 aa 23.8 %
Echinococcus multilocularis allatostatin A receptor Adenosine A1 receptor   326 aa 306 aa 26.1 %
Brugia malayi hypothetical protein Adenosine A1 receptor   326 aa 311 aa 21.9 %
Loa Loa (eye worm) neuropeptide F receptor Adenosine A1 receptor   326 aa 316 aa 19.3 %
Schistosoma mansoni neuropeptide receptor Adenosine A1 receptor   326 aa 314 aa 21.7 %
Echinococcus granulosus allatostatin A receptor Adenosine A1 receptor   326 aa 304 aa 25.3 %
Schistosoma mansoni peptide (allatostatin)-like receptor Adenosine A1 receptor   326 aa 312 aa 24.0 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 307 aa 21.2 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Adenosine A1 receptor   326 aa 331 aa 25.7 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 326 aa 20.2 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Adenosine A1 receptor   326 aa 318 aa 22.3 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 311 aa 21.9 %
Onchocerca volvulus Ubiquinol-cytochrome-c reductase complex assembly factor 1 homolog Adenosine A1 receptor   326 aa 286 aa 22.7 %
Brugia malayi hypothetical protein adenosine A1 receptor 326 aa 305 aa 21.0 %
Schistosoma japonicum 5-hydroxytryptamine receptor 4, putative Adenosine A1 receptor   326 aa 301 aa 25.6 %
Loa Loa (eye worm) hypothetical protein Adenosine A1 receptor   326 aa 296 aa 22.6 %
Schistosoma mansoni neuropeptide receptor Adenosine A1 receptor   326 aa 277 aa 23.8 %
Schistosoma mansoni opsin-like receptor Adenosine A1 receptor   326 aa 312 aa 22.1 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.1472 0.4022 0.3961
Echinococcus granulosus carbonic anhydrase 0.1472 0.4022 0.3961
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.1472 0.4022 0.3961
Mycobacterium leprae CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) 0.2104 0.6029 1
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.3355 1 1
Trichomonas vaginalis conserved hypothetical protein 0.2886 0.8512 0.5
Leishmania major carbonic anhydrase-like protein 0.3355 1 1
Echinococcus granulosus carbonic anhydrase 0.1472 0.4022 0.3961
Mycobacterium tuberculosis Beta-carbonic anhydrase CanB 0.1166 0.3052 0.5431
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.1472 0.4022 0.3961
Echinococcus granulosus carbonic anhydrase II 0.3355 1 1
Mycobacterium tuberculosis Beta-carbonic anhydrase 0.1948 0.5535 1
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.3355 1 1
Loa Loa (eye worm) hypothetical protein 0.1472 0.4022 0.3961
Loa Loa (eye worm) carbonic anhydrase 3 0.3355 1 1
Echinococcus granulosus geminin 0.0335 0.0415 0.0316
Trypanosoma brucei carbonic anhydrase-like protein 0.3355 1 0.5
Echinococcus granulosus carbonic anhydrase 0.1472 0.4022 0.3961
Trichomonas vaginalis conserved hypothetical protein 0.2886 0.8512 0.5
Echinococcus multilocularis geminin 0.0335 0.0415 0.0316
Echinococcus multilocularis carbonic anhydrase II 0.3355 1 1
Mycobacterium tuberculosis Probable transmembrane carbonic anhydrase (carbonate dehydratase) (carbonic dehydratase) 0.1174 0.3077 0.5478
Schistosoma mansoni carbonic anhydrase 0.1472 0.4022 0.3763
Schistosoma mansoni carbonic anhydrase 0.2104 0.6029 0.5857
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.1472 0.4022 0.3961
Schistosoma mansoni hypothetical protein 0.1472 0.4022 0.3763
Schistosoma mansoni carbonic anhydrase-related 0.1472 0.4022 0.3763
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.3355 1 0.5
Echinococcus multilocularis carbonic anhydrase 0.1472 0.4022 0.3961
Loa Loa (eye worm) hypothetical protein 0.2064 0.5902 0.586
Schistosoma mansoni carbonic anhydrase-related 0.1472 0.4022 0.3763
Toxoplasma gondii hypothetical protein 0.1472 0.4022 0.5
Onchocerca volvulus 0.0205 0 0.5
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.3355 1 0.5
Plasmodium falciparum carbonic anhydrase 0.1472 0.4022 0.5
Echinococcus multilocularis carbonic anhydrase 0.1472 0.4022 0.3961
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.1472 0.4022 0.3961
Mycobacterium ulcerans carbonic anhydrase 0.2886 0.8512 1
Echinococcus multilocularis carbonic anhydrase 0.1472 0.4022 0.3961
Schistosoma mansoni carbonic anhydrase-related 0.1472 0.4022 0.3763
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.1472 0.4022 0.3961
Brugia malayi Putative carbonic anhydrase 5 precursor 0.3355 1 1
Onchocerca volvulus Putative sulfate transporter 0.0205 0 0.5
Entamoeba histolytica carbonic anhydrase, putative 0.2104 0.6029 0.5
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.3355 1 1
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.1472 0.4022 0.3961
Leishmania major carbonic anhydrase family protein, putative 0.2104 0.6029 0.5905

Activities

Activity type Activity value Assay description Source Reference
Inhibition (binding) = 27 % Percentage inhibition of [3H]CGS 21680 binding to adenosine A2A receptor in bovine striatal membranes at 20 uM ChEMBL. 16335918
Inhibition (binding) = 27 % Percentage inhibition of [3H]CGS 21680 binding to adenosine A2A receptor in bovine striatal membranes at 20 uM ChEMBL. 16335918
Ki (binding) = 82 nM Displacement of [125I]AB-MECA from human adenosine A3 receptor expressed in CHO cells ChEMBL. 16335918
Ki (binding) = 82 nM Displacement of [125I]AB-MECA from human adenosine A3 receptor expressed in CHO cells ChEMBL. 16335918
Ki (binding) = 205 nM Displacement of [3H]CHA from cloned human adenosine A1 receptor expressed in CHO cells ChEMBL. 16335918
Ki (binding) = 205 nM Displacement of [3H]CHA from cloned human adenosine A1 receptor expressed in CHO cells ChEMBL. 16335918
Ki (binding) = 578 nM Displacement of [3H]CHA from adenosine A1 receptor in bovine cerebral cortical membranes ChEMBL. 16335918
Ki (binding) = 578 nM Displacement of [3H]CHA from adenosine A1 receptor in bovine cerebral cortical membranes ChEMBL. 16335918
Ratio Ki (binding) = 2.5 Selectivity for human adenosine A3 receptor over human adenosine A1 receptor ChEMBL. 16335918

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.

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