Detailed information for compound 213237

Basic information

Technical information
  • TDR Targets ID: 213237
  • Name: 7-bromo-1,4-dihydropyrido[2,3-b]pyrazine-2,3- dione
  • MW: 242.03 | Formula: C7H4BrN3O2
  • H donors: 2 H acceptors: 5 LogP: 1.12 Rotable bonds: 0
    Rule of 5 violations (Lipinski): 1
  • SMILES: Brc1cnc2c(c1)nc(c(n2)O)O
  • InChi: 1S/C7H4BrN3O2/c8-3-1-4-5(9-2-3)11-7(13)6(12)10-4/h1-2H,(H,10,12)(H,9,11,13)
  • InChiKey: SMQUNTGAPNGDHP-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 7-bromo-1,4-dihydropyrido[2,3-b]pyrazine-2,3-quinone
  • 7-bromo-1,4-dihydropyrido[3,2-e]pyrazine-2,3-dione
  • 7-bromo-1,4-dihydropyrido[3,2-e]pyrazine-2,3-quinone
  • 168123-82-8
  • 7-Bromopyrido[2,3-b]pyrazine-2,3(1H,4H)-dione
  • FS000281
  • AG-690/34682033
  • ZINC00225191
  • Oprea1_233975
  • Oprea1_534324
  • ST029581

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Glutamate receptor ionotropic, kainate Starlite/ChEMBL References
Sus scrofa D-amino-acid oxidase Starlite/ChEMBL References
Rattus norvegicus Glutamate NMDA receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Candida albicans D-amino acid oxidase Get druggable targets OG5_127583 All targets in OG5_127583
Candida albicans putative d-amino acid oxidase Get druggable targets OG5_127583 All targets in OG5_127583
Mycobacterium tuberculosis Probable D-amino acid oxidase Aao Get druggable targets OG5_127583 All targets in OG5_127583
Mycobacterium ulcerans D-amino acid oxidase Aao Get druggable targets OG5_127583 All targets in OG5_127583
Schistosoma japonicum ko:K00272 D-aspartate oxidase [EC1.4.3.1], putative Get druggable targets OG5_127583 All targets in OG5_127583
Mycobacterium leprae PROBABLE D-AMINO ACID OXIDASE AAO Get druggable targets OG5_127583 All targets in OG5_127583
Candida albicans D-amino acid oxidase Get druggable targets OG5_127583 All targets in OG5_127583
Schistosoma mansoni d-amino acid oxidase Get druggable targets OG5_127583 All targets in OG5_127583
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127583 All targets in OG5_127583
Candida albicans putative d-amino acid oxidase Get druggable targets OG5_127583 All targets in OG5_127583
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, kainate   956 aa 823 aa 37.9 %
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 Glutamate receptor ionotropic, kainate   956 aa 846 aa 26.4 %
Onchocerca volvulus Unconventional prefoldin RPB5 interactor 1 homolog D-amino-acid oxidase   347 aa 351 aa 30.8 %
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 Glutamate receptor ionotropic, kainate   956 aa 780 aa 35.6 %
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 Glutamate receptor ionotropic, kainate   956 aa 823 aa 37.5 %
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 Glutamate receptor ionotropic, kainate   956 aa 780 aa 36.0 %
Mycobacterium ulcerans D-amino acid oxidase Aao D-amino-acid oxidase   347 aa 376 aa 25.5 %
Candida albicans similar to putative d-amino acid oxidase D-amino-acid oxidase   347 aa 390 aa 23.3 %
Drosophila melanogaster Glutamate receptor IA Glutamate receptor ionotropic, kainate   956 aa 767 aa 33.4 %
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 Glutamate receptor ionotropic, kainate   956 aa 872 aa 38.0 %
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 Glutamate receptor ionotropic, kainate   956 aa 868 aa 37.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium leprae PROBABLE D-AMINO ACID OXIDASE AAO 0.0195 0.627 1
Mycobacterium ulcerans glutamine-binding lipoprotein GlnH 0.0023 0.0237 0.0374
Brugia malayi Glutamate receptor 1 precursor 0.0049 0.1163 0.9434
Trypanosoma brucei cytochrome P450, putative 0.0016 0.0002 0.5
Schistosoma mansoni aldehyde dehydrogenase 0.0063 0.1626 0.2593
Schistosoma mansoni glutamate receptor NMDA 0.0049 0.1163 0.1855
Brugia malayi Cytochrome P450 family protein 0.0016 0.0002 0.0019
Brugia malayi Glutamate receptor 2 precursor 0.0049 0.1163 0.9434
Onchocerca volvulus 0.0028 0.0405 0.5
Loa Loa (eye worm) hypothetical protein 0.0028 0.0405 0.0646
Echinococcus granulosus glutamate receptor subunit protein glur 0.0024 0.0269 0.1657
Schistosoma mansoni hypothetical protein 0.0024 0.0269 0.043
Schistosoma mansoni glutamate receptor AMPA 0.0049 0.1163 0.1855
Brugia malayi latrophilin 2 splice variant baaae 0.0035 0.0662 0.5371
Giardia lamblia Fructose-bisphosphate aldolase 0.0301 1 0.5
Echinococcus granulosus nmda type glutamate receptor 0.0047 0.1077 0.6622
Schistosoma mansoni ATP-binding cassette transporter 0.0049 0.1163 0.1855
Mycobacterium tuberculosis Probable D-amino acid oxidase Aao 0.0179 0.57 1
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.0047 0.1077 0.6622
Loa Loa (eye worm) hypothetical protein 0.0035 0.0662 0.1056
Echinococcus granulosus glutamate receptor 2 0.0062 0.1593 0.9801
Loa Loa (eye worm) hypothetical protein 0.0051 0.1232 0.1966
Loa Loa (eye worm) hypothetical protein 0.0195 0.627 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0051 0.1232 1
Echinococcus granulosus glutamate receptor 2 0.0038 0.0754 0.4635
Schistosoma mansoni intermediate filament proteins 0.0028 0.0405 0.0646
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.0147 0.4593 0.7975
Mycobacterium ulcerans aldehyde dehydrogenase 0.0063 0.1626 0.259
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.0147 0.4593 0.7325
Loa Loa (eye worm) cytochrome P450 family protein 0.0016 0.0002 0.0004
Brugia malayi intermediate filament protein 0.0028 0.0405 0.3285
Trypanosoma cruzi cytochrome P450, putative 0.0016 0.0002 0.5
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0301 1 0.5
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0301 1 0.5
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0062 0.1593 0.9801
Echinococcus multilocularis glutamate receptor 2 0.0038 0.0754 0.4635
Mycobacterium ulcerans aldehyde dehydrogenase 0.0063 0.1626 0.259
Schistosoma mansoni aldehyde dehydrogenase 0.0063 0.1626 0.2593
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0301 1 0.5
Toxoplasma gondii aldehyde dehydrogenase 0.0063 0.1626 0.5
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0062 0.1593 0.9801
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0047 0.1084 0.6668
Echinococcus granulosus glutamate receptor ionotropic kainate 0.0024 0.0269 0.1657
Echinococcus multilocularis glutamate receptor subunit protein glur 0.0024 0.0269 0.1657
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0047 0.1084 0.8794
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0063 0.1626 1
Loa Loa (eye worm) intermediate filament protein 0.0028 0.0405 0.0646
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0301 1 0.5
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.0062 0.1593 0.9801
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0301 1 0.5
Treponema pallidum fructose-bisphosphate aldolase 0.0301 1 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0301 1 0.5
Echinococcus granulosus Ribosomal protein S1 RNA binding domain 0.0024 0.0269 0.1657
Schistosoma mansoni glutamate receptor kainate 0.0049 0.1163 0.1855
Schistosoma mansoni glutamate receptor kainate 0.0049 0.1163 0.1855
Trypanosoma cruzi cytochrome P450, putative 0.0016 0.0002 0.5
Schistosoma mansoni glutamate receptor AMPA 0.0049 0.1163 0.1855
Loa Loa (eye worm) glutamate receptor 1 0.0049 0.1163 0.1855
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0047 0.1084 0.6668
Echinococcus multilocularis glutamate receptor ionotropic kainate 0.0024 0.0269 0.1657
Echinococcus multilocularis glutamate receptor 2 0.0062 0.1593 0.9801
Onchocerca volvulus 0.0028 0.0405 0.5
Echinococcus multilocularis lamin dm0 0.0028 0.0405 0.2491
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0028 0.0405 0.0646
Loa Loa (eye worm) glutamate receptor 2 0.0049 0.1163 0.1855
Brugia malayi Calcitonin receptor-like protein seb-1 0.0051 0.1232 1
Mycobacterium ulcerans D-amino acid oxidase Aao 0.0195 0.627 1
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0047 0.1084 0.1729
Loa Loa (eye worm) CYP4Cod1 0.0016 0.0002 0.0004
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.0062 0.1593 0.9801
Echinococcus granulosus lamin dm0 0.0028 0.0405 0.2491
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0063 0.1626 1
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0063 0.1626 0.2542
Echinococcus granulosus intermediate filament protein 0.0028 0.0405 0.2491
Echinococcus granulosus glutamate NMDA receptor subunit 0.0049 0.1163 0.7153
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0063 0.1626 1
Echinococcus granulosus lamin 0.0028 0.0405 0.2491
Loa Loa (eye worm) cytochrome P450 family protein 0.0016 0.0002 0.0004
Schistosoma mansoni lamin 0.0028 0.0405 0.0646
Schistosoma mansoni glutamate receptor kainate 0.0049 0.1163 0.1855
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0062 0.1593 0.9801
Echinococcus granulosus glutamate receptor ionotropic kainate 3 0.0024 0.0269 0.1657
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.1084 0.1729
Schistosoma mansoni glutamate receptor NMDA 0.0062 0.1593 0.2541
Schistosoma mansoni hypothetical protein 0.0035 0.0662 0.1056
Mycobacterium ulcerans aldehyde dehydrogenase 0.0063 0.1626 0.259
Echinococcus multilocularis nmda type glutamate receptor 0.0047 0.1077 0.6622
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0301 1 0.5
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0051 0.1232 0.1966
Schistosoma mansoni d-amino acid oxidase 0.0195 0.627 1
Brugia malayi Cytochrome P450 family protein 0.0016 0.0002 0.0019
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0062 0.1593 0.9801
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0062 0.1593 0.9801
Loa Loa (eye worm) cytochrome P450 family protein 0.0027 0.0376 0.0599
Echinococcus multilocularis NMDA receptor 0.0024 0.0269 0.1657
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0047 0.1084 0.6668
Schistosoma mansoni lamin 0.0028 0.0405 0.0646
Echinococcus multilocularis lamin 0.0028 0.0405 0.2491
Echinococcus multilocularis glutamate (NMDA) receptor subunit 0.0049 0.1163 0.7153
Echinococcus multilocularis glutamate receptor 2 0.0049 0.1163 0.7153
Loa Loa (eye worm) hypothetical protein 0.0027 0.0387 0.0617
Brugia malayi Cytochrome P450 family protein 0.0027 0.0376 0.3047
Brugia malayi Intermediate filament tail domain containing protein 0.0028 0.0405 0.3285
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.1084 0.1729
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.1084 0.1729
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0047 0.1084 0.6668
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0062 0.1593 0.9801
Chlamydia trachomatis glutamine binding protein 0.0023 0.0237 0.5
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0301 1 0.5
Chlamydia trachomatis arginine ABC transporter substrate-binding protein ArtJ 0.0023 0.0237 0.5
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0301 1 0.5
Echinococcus multilocularis musashi 0.0028 0.0405 0.2491
Echinococcus multilocularis Ribosomal protein S1, RNA binding domain 0.0024 0.0269 0.1657

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 4.1 uM Displacement of [3H]-DCKA at N-methyl-D-aspartate glutamate receptor 1 ChEMBL. 9357535
IC50 (binding) = 4.1 uM Displacement of [3H]-DCKA at N-methyl-D-aspartate glutamate receptor 1 ChEMBL. 9357535
IC50 (binding) = 12.4 uM Inhibition of DAAO in porcine kidney homogenate using D-alanine as substrate assessed as pyruvate production incubated for 5 mins by microplate reader analysis ChEMBL. 27089209
IC50 (binding) = 16 uM Displacement of [3H]-Kainate from rat brain cortical membrane Ionotropic glutamate receptor kainate ChEMBL. 9357535
IC50 (binding) = 16 uM Displacement of [3H]-Kainate from rat brain cortical membrane Ionotropic glutamate receptor kainate ChEMBL. 9357535
IC50 (binding) = 32 uM Binding affinity in rat brain cortical membranes by the displacement of [3H]-AMPA at Ionotropic glutamate receptor AMPA ChEMBL. 9357535
IC50 (binding) = 32 uM Binding affinity in rat brain cortical membranes by the displacement of [3H]-AMPA at Ionotropic glutamate receptor AMPA ChEMBL. 9357535

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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