TDR Targets

Basic information

Technical information

TDR Targets ID: 211807
Name: 9-(3-methylbutyl)-6-nitro-4,7,8,10-tetrahydro -1H-pyrido[3,4-f]quinoxaline-2,3-dione
MW: 332.354 | Formula: C16H20N4O4
H donors: 2 H acceptors: 6 LogP: 2.55 Rotable bonds: 4
Rule of 5 violations (Lipinski): 1
SMILES: CC(CCN1CCc2c(C1)c1nc(O)c(nc1cc2[N+](=O)[O-])O)C
InChi: 1S/C16H20N4O4/c1-9(2)3-5-19-6-4-10-11(8-19)14-12(7-13(10)20(23)24)17-15(21)16(22)18-14/h7,9H,3-6,8H2,1-2H3,(H,17,21)(H,18,22)
InChiKey: HOMWLSDYGRRTHB-UHFFFAOYSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

9-isopentyl-6-nitro-4,7,8,10-tetrahydro-1H-pyrido[3,4-f]quinoxaline-2,3-dione
9-isoamyl-6-nitro-4,7,8,10-tetrahydro-1H-pyrido[3,4-f]quinoxaline-2,3-quinone

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Rattus norvegicus	Glutamate receptor ionotropic, AMPA	Starlite/ChEMBL	References
Rattus norvegicus	Glutamate (NMDA) receptor subunit zeta 1	Starlite/ChEMBL	References
Rattus norvegicus	Glutamate receptor ionotropic, kainate	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
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 multilocularis	nmda type glutamate receptor	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 mansoni	glutamate receptor NMDA	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
Echinococcus granulosus	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

By sequence similarity to non orthologous known druggable targets

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

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus granulosus	carbonic anhydrase	0.0624	0.3289	0.4063
Loa Loa (eye worm)	hypothetical protein	0.0042	0.0063	0.0013
Mycobacterium tuberculosis	Beta-carbonic anhydrase	0.0997	0.5351	1
Mycobacterium leprae	PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE)	0.0187	0.0867	0.103
Schistosoma mansoni	carbonic anhydrase	0.0624	0.3289	0.4063
Wolbachia endosymbiont of Brugia malayi	phosphoribosylamine--glycine ligase	0.0173	0.0788	1
Treponema pallidum	amino acid ABC transporter, periplasmic binding protein (hisJ)	0.0052	0.0118	0.5
Mycobacterium tuberculosis	Probable glutamine-binding lipoprotein GlnH (GLNBP)	0.0052	0.0118	0.0142
Trypanosoma cruzi	carbonic anhydrase-like protein, putative	0.1485	0.8055	1
Toxoplasma gondii	bifunctional dihydrofolate reductase-thymidylate synthase	0.0471	0.2439	0.7402
Echinococcus multilocularis	carbonic anhydrase II	0.1485	0.8055	1
Leishmania major	carbonic anhydrase-like protein	0.1485	0.8055	1
Echinococcus granulosus	glutamate receptor ionotrophic AMPA 3	0.0098	0.0373	0.0431
Echinococcus granulosus	nmda type glutamate receptor	0.0182	0.084	0.1013
Loa Loa (eye worm)	glutamate receptor 2	0.008	0.0273	0.0224
Loa Loa (eye worm)	thymidylate synthase	0.0187	0.0867	0.0822
Trypanosoma brucei	dihydrofolate reductase-thymidylate synthase	0.0471	0.2439	0.3013
Echinococcus multilocularis	glutamate receptor 2	0.0063	0.0178	0.0189
Mycobacterium tuberculosis	Probable conserved transmembrane protein	0.0242	0.117	0.2124
Chlamydia trachomatis	dihydrofolate reductase	0.0742	0.3941	1
Plasmodium falciparum	bifunctional dihydrofolate reductase-thymidylate synthase	0.0471	0.2439	0.7402
Echinococcus multilocularis	carbonic anhydrase	0.0624	0.3289	0.4063
Schistosoma mansoni	glutamate receptor NMDA	0.0193	0.09	0.1088
Mycobacterium ulcerans	glutamine-binding lipoprotein GlnH	0.0052	0.0118	0.0121
Entamoeba histolytica	carbonic anhydrase, putative	0.1484	0.8046	0.5
Echinococcus granulosus	bromodomain adjacent to zinc finger domain	0.0037	0.0036	0.0012
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0624	0.3289	0.4047
Onchocerca volvulus		0.0038	0.0043	0.0433
Echinococcus multilocularis	glutamate receptor 2	0.0098	0.0373	0.0431
Echinococcus granulosus	dihydrofolate reductase	0.0742	0.3941	0.4876
Leishmania major	carbonic anhydrase family protein, putative	0.1484	0.8046	0.9984
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0624	0.3289	0.4047
Echinococcus granulosus	carbonic anhydrase	0.0624	0.3289	0.4063
Brugia malayi	Carbonic anhydrase like protein 2 precursor	0.0624	0.3289	0.4047
Mycobacterium ulcerans	phosphoribosylamine--glycine ligase	0.0173	0.0788	0.0918
Plasmodium falciparum	carbonic anhydrase	0.0624	0.3289	1
Mycobacterium ulcerans	carbonic anhydrase	0.1484	0.8046	0.9547
Onchocerca volvulus		0.0209	0.0991	1
Schistosoma mansoni	glutamate receptor NMDA	0.008	0.0273	0.0307
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0098	0.0373	0.0431
Mycobacterium leprae	CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE)	0.1484	0.8046	1
Brugia malayi	dihydrofolate reductase family protein	0.0742	0.3941	0.4861
Schistosoma mansoni	glutamate receptor AMPA	0.008	0.0273	0.0307
Mycobacterium ulcerans	phosphoribosylaminoimidazole synthetase	0.0038	0.0043	0.0032
Echinococcus granulosus	glutamate receptor 2	0.0098	0.0373	0.0431
Mycobacterium tuberculosis	Probable transmembrane carbonic anhydrase (carbonate dehydratase) (carbonic dehydratase)	0.0797	0.4246	0.7919
Echinococcus multilocularis	thymidylate synthase	0.0187	0.0867	0.1048
Brugia malayi	hypothetical protein	0.0089	0.0325	0.0344
Echinococcus granulosus	glutamate receptor NMDA	0.0095	0.0359	0.0415
Trypanosoma brucei	carbonic anhydrase-like protein	0.1485	0.8055	1
Echinococcus granulosus	glutamate receptor 2	0.0063	0.0178	0.0189
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 3	0.0087	0.0313	0.0357
Echinococcus multilocularis	glutamate (NMDA) receptor subunit	0.008	0.0273	0.0307
Brugia malayi	Glutamate receptor 2 precursor	0.008	0.0273	0.0279
Mycobacterium tuberculosis	Hypothetical protein	0.0089	0.0325	0.053
Chlamydia trachomatis	arginine ABC transporter substrate-binding protein ArtJ	0.0052	0.0118	0.0259
Echinococcus granulosus	glutamate NMDA receptor subunit	0.008	0.0273	0.0307
Schistosoma mansoni	hypothetical protein	0.0624	0.3289	0.4063
Treponema pallidum	amino acid ABC transporter, periplasmic binding protein	0.0052	0.0118	0.5
Brugia malayi	Bromodomain containing protein	0.0077	0.0257	0.026
Mycobacterium ulcerans	dihydrofolate reductase DfrA	0.0742	0.3941	0.4666
Echinococcus multilocularis	glutamate receptor, ionotrophic, AMPA 3	0.0098	0.0373	0.0431
Trypanosoma cruzi	dihydrofolate reductase-thymidylate synthase	0.0471	0.2439	0.3013
Trypanosoma cruzi	dihydrofolate reductase-thymidylate synthase, putative	0.0089	0.0325	0.0383
Loa Loa (eye worm)	hypothetical protein	0.0624	0.3289	0.3255
Loa Loa (eye worm)	glutamate receptor 1	0.008	0.0273	0.0224
Schistosoma mansoni	carbonic anhydrase-related	0.0624	0.3289	0.4063
Schistosoma mansoni	carbonic anhydrase-related	0.0624	0.3289	0.4063
Loa Loa (eye worm)	eukaryotic-type carbonic anhydrase	0.1485	0.8055	0.8045
Echinococcus multilocularis	dihydrofolate reductase	0.0742	0.3941	0.4876
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0098	0.0373	0.0431
Mycobacterium tuberculosis	Beta-carbonic anhydrase CanB	0.0928	0.497	0.9283
Loa Loa (eye worm)	carbonic anhydrase 3	0.1485	0.8055	0.8045
Mycobacterium leprae	PROBABLE PHOSPHORIBOSYLAMINE--GLYCINE LIGASE PURD (GARS) (GLYCINAMIDE RIBONUCLEOTIDE SYNTHETASE) (PHOSPHORIBOSYLGLYCINAMIDE SYNT	0.0173	0.0788	0.0931
Brugia malayi	Dihydrofolate reductase	0.0742	0.3941	0.4861
Plasmodium vivax	bifunctional dihydrofolate reductase-thymidylate synthase, putative	0.0471	0.2439	1
Mycobacterium ulcerans	thymidylate synthase	0.0187	0.0867	0.1012
Trichomonas vaginalis	conserved hypothetical protein	0.1552	0.8427	1
Echinococcus multilocularis	glutamate receptor NMDA	0.0095	0.0359	0.0415
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0098	0.0373	0.0431
Onchocerca volvulus		0.0187	0.0867	0.8758
Brugia malayi	Carbonic anhydrase like protein 2 precursor	0.0624	0.3289	0.4047
Schistosoma mansoni	carbonic anhydrase-related	0.0624	0.3289	0.4063
Echinococcus multilocularis	nmda type glutamate receptor	0.0182	0.084	0.1013
Brugia malayi	Glutamate receptor 1 precursor	0.008	0.0273	0.0279
Schistosoma mansoni	glutamate receptor kainate	0.008	0.0273	0.0307
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0098	0.0373	0.0431
Brugia malayi	thymidylate synthase	0.0187	0.0867	0.1022
Brugia malayi	Putative carbonic anhydrase 5 precursor	0.1485	0.8055	1
Echinococcus multilocularis	bromodomain adjacent to zinc finger domain	0.0037	0.0036	0.0012
Loa Loa (eye worm)	hypothetical protein	0.0072	0.0233	0.0184
Schistosoma mansoni	ATP-binding cassette transporter	0.008	0.0273	0.0307
Trypanosoma cruzi	carbonic anhydrase-like protein, putative	0.1485	0.8055	1
Schistosoma mansoni	carbonic anhydrase II (carbonate dehydratase II)	0.1485	0.8055	1
Mycobacterium tuberculosis	Probable thymidylate synthase ThyA (ts) (TSASE)	0.0187	0.0867	0.1553
Mycobacterium ulcerans	carbonic anhydrase	0.1552	0.8427	1
Schistosoma mansoni	glutamate receptor AMPA	0.008	0.0273	0.0307
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0624	0.3289	0.4047
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0098	0.0373	0.0431
Echinococcus multilocularis	carbonic anhydrase	0.0624	0.3289	0.4063
Echinococcus granulosus	bromodomain adjacent to zinc finger domain	0.0061	0.0171	0.018
Echinococcus granulosus	thymidylate synthase	0.0187	0.0867	0.1048
Schistosoma mansoni	bifunctional dihydrofolate reductase-thymidylate synthase	0.0187	0.0867	0.1048
Trichomonas vaginalis	conserved hypothetical protein	0.1552	0.8427	1
Echinococcus granulosus	carbonic anhydrase	0.0624	0.3289	0.4063
Toxoplasma gondii	hypothetical protein	0.0624	0.3289	1
Onchocerca volvulus	Putative sulfate transporter	0.0209	0.0991	1
Echinococcus granulosus	carbonic anhydrase II	0.1485	0.8055	1
Loa Loa (eye worm)	eukaryotic-type carbonic anhydrase	0.0624	0.3289	0.3255
Schistosoma mansoni	glutamate receptor kainate	0.008	0.0273	0.0307
Loa Loa (eye worm)	hypothetical protein	0.0624	0.3289	0.3255
Mycobacterium tuberculosis	Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase)	0.0742	0.3941	0.7343
Echinococcus multilocularis	nmda type glutamate receptor	0.0113	0.0459	0.0539
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0098	0.0373	0.0431
Schistosoma mansoni	dihydrofolate reductase	0.0742	0.3941	0.4876
Echinococcus multilocularis	bromodomain adjacent to zinc finger domain	0.0061	0.0171	0.018
Mycobacterium leprae	Probable transmembrane transport protein	0.0242	0.117	0.1409
Echinococcus multilocularis	carbonic anhydrase	0.0624	0.3289	0.4063
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.1485	0.8055	1
Schistosoma mansoni	bromodomain containing protein	0.0065	0.0191	0.0205
Chlamydia trachomatis	glutamine binding protein	0.0052	0.0118	0.0259
Echinococcus granulosus	nmda type glutamate receptor	0.0113	0.0459	0.0539
Loa Loa (eye worm)	dihydrofolate reductase	0.0742	0.3941	0.3911
Echinococcus multilocularis	glutamate receptor 2	0.008	0.0273	0.0307
Loa Loa (eye worm)	hypothetical protein	0.0044	0.0074	0.0024
Mycobacterium leprae	DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE)	0.0742	0.3941	0.487
Schistosoma mansoni	carbonic anhydrase II (carbonate dehydratase II)	0.1485	0.8055	1
Schistosoma mansoni	carbonic anhydrase	0.1484	0.8046	0.9989
Schistosoma mansoni	glutamate receptor kainate	0.008	0.0273	0.0307

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 0.11 uM	Binding affinity was determined against ionotropic glutamate receptor AMPA in rat brain synaptic membranes using [3H]-AMPA as radioligand	ChEMBL.	7562904
IC50 (binding)	= 0.11 uM	Binding affinity was determined against ionotropic glutamate receptor AMPA in rat brain synaptic membranes using [3H]-AMPA as radioligand	ChEMBL.	7562904
IC50 (binding)	= 0.86 uM	Affinity for N-methyl-D-aspartate glutamate receptor 1 in rat brain synaptic membranes, using [3H]-Glycine as radioligand	ChEMBL.	7562904
IC50 (binding)	= 0.86 uM	Affinity for N-methyl-D-aspartate glutamate receptor 1 in rat brain synaptic membranes, using [3H]-Glycine as radioligand	ChEMBL.	7562904
IC50 (binding)	= 1.18 uM	Binding affinity for the ionotropic glutamate receptor kainate in rat brain synaptic membranes using [3H]-kainate as radioligand	ChEMBL.	7562904
IC50 (binding)	= 1.18 uM	Binding affinity for the ionotropic glutamate receptor kainate in rat brain synaptic membranes using [3H]-kainate as radioligand	ChEMBL.	7562904
IC50 (functional)	= 5 uM	Antagonistic activity against Ionotropic glutamate receptor AMPA induced LDH release in cultured rat cortical neurons after 24 hr 100 uM AMPA	ChEMBL.	7562904
IC50 (functional)	= 5 uM	Concentration of compound that inhibits by 50% LDH released by 24 hr application of 100 uM AMPA	ChEMBL.	7562904
IC50 (functional)	= 5 uM	Antagonistic activity against Ionotropic glutamate receptor AMPA induced LDH release in cultured rat cortical neurons after 24 hr 100 uM AMPA	ChEMBL.	7562904
IC50 (functional)	= 7 uM	Antagonistic activity against Ionotropic glutamate receptor kainate induced LDH release in cultured cortical neurons in rat after 24 hr application of 500 uM of kainate	ChEMBL.	7562904
IC50 (functional)	= 7 uM	Concentration of compound that inhibits by 50% LDH released by 24 hr application of 500 uM kainate	ChEMBL.	7562904
IC50 (functional)	= 7 uM	Antagonistic activity against Ionotropic glutamate receptor kainate induced LDH release in cultured cortical neurons in rat after 24 hr application of 500 uM of kainate	ChEMBL.	7562904

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

ChEMBL: CHEMBL331547
PubChem: 10246171

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.

Detailed information for compound 211807