TDR Targets

Basic information

Technical information

TDR Targets ID: 132558
Name: 5-hydroxy-6,7,8,9-tetrahydro-1H-1-benzazepine -2,3-dione
MW: 193.199 | Formula: C10H11NO3
H donors: 2 H acceptors: 3 LogP: 0.21 Rotable bonds: 0
Rule of 5 violations (Lipinski): 1
SMILES: Oc1cc(=O)c(=O)[nH]c2c1CCCC2
InChi: 1S/C10H11NO3/c12-8-5-9(13)10(14)11-7-4-2-1-3-6(7)8/h5,12H,1-4H2,(H,11,13,14)
InChiKey: QCHLTINESSCNCF-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

5-hydroxy-6,7,8,9-tetrahydro-1H-1-benzazepine-2,3-quinone

Targets

Known targets for this compound

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

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
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
Schistosoma japonicum	Glutamate [NMDA] receptor subunit zeta-1 precursor, putative	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
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 japonicum	Glutamate [NMDA] receptor subunit zeta-1 precursor, putative	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
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
Schistosoma mansoni	glutamate receptor NMDA	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
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 %
Echinococcus multilocularis	glutamate (NMDA) receptor subunit	Glutamate (NMDA) receptor subunit zeta 1	938 aa	822 aa	23.2 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Schistosoma mansoni	glutamate receptor AMPA	0.0009	0.0123	0.0123
Echinococcus granulosus	lysine specific demethylase 6a	0.0015	0.0527	0.0527
Echinococcus multilocularis	glutamate receptor ionotropic kainate	0.0009	0.0123	0.0123
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0104	0.6098	0.6532
Echinococcus granulosus	DNA apurinic or apyrimidinic site lyase	0.002	0.0784	0.0784
Loa Loa (eye worm)	jmjC domain-containing protein	0.0015	0.0527	0.0457
Entamoeba histolytica	exodeoxyribonuclease III, putative	0.002	0.0784	0.5
Echinococcus granulosus	Ribosomal protein S1 RNA binding domain	0.0009	0.0123	0.0123
Treponema pallidum	amino acid ABC transporter, periplasmic binding protein	0.0023	0.1002	1
Echinococcus granulosus	phd:f box containing protein	0.0015	0.0527	0.0527
Schistosoma mansoni	glutamate receptor NMDA	0.0109	0.6385	0.6385
Leishmania major	apurinic/apyrimidinic endonuclease-redox protein	0.002	0.0784	1
Plasmodium vivax	AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative	0.002	0.0784	1
Brugia malayi	latrophilin 2 splice variant baaae	0.0071	0.4029	0.4279
Brugia malayi	calcium-independent alpha-latrotoxin receptor 2, putative	0.0033	0.1629	0.1664
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0014	0.0411	0.0411
Wolbachia endosymbiont of Brugia malayi	exonuclease III	0.002	0.0784	0.5
Brugia malayi	exodeoxyribonuclease III family protein	0.002	0.0784	0.0744
Echinococcus granulosus	GPCR family 2	0.0033	0.1629	0.1629
Loa Loa (eye worm)	jmjC domain-containing protein	0.0015	0.0527	0.0457
Echinococcus multilocularis	cpg binding protein	0.003	0.1431	0.1431
Brugia malayi	CXXC zinc finger family protein	0.0028	0.133	0.1339
Brugia malayi	jmjC domain containing protein	0.0015	0.0527	0.0464
Toxoplasma gondii	histone lysine methyltransferase SET1	0.0053	0.2913	1
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0051	0.2741	0.287
Brugia malayi	Muscleblind-like protein	0.0155	0.9282	1
Schistosoma mansoni	glutamate receptor NMDA	0.0009	0.0123	0.0123
Brugia malayi	Glutamate receptor 1 precursor	0.0009	0.0123	0.0024
Schistosoma mansoni	hypothetical protein	0.0071	0.4029	0.4029
Loa Loa (eye worm)	hypothetical protein	0.0104	0.6098	0.6529
Echinococcus granulosus	glutamate NMDA receptor subunit	0.0009	0.0123	0.0123
Schistosoma mansoni	cpg binding protein	0.003	0.1431	0.1431
Schistosoma mansoni	hypothetical protein	0.0009	0.0123	0.0123
Echinococcus multilocularis	nmda type glutamate receptor	0.0127	0.7539	0.7539
Plasmodium falciparum	AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative	0.002	0.0784	1
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0014	0.0411	0.0411
Echinococcus granulosus	lysine specific demethylase 5A	0.0059	0.3285	0.3285
Loa Loa (eye worm)	hypothetical protein	0.0015	0.0527	0.0457
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0051	0.2741	0.2741
Echinococcus granulosus	jumonji domain containing 1A	0.0015	0.0527	0.0527
Schistosoma mansoni	hypothetical protein	0.0033	0.1629	0.1629
Echinococcus multilocularis	diuretic hormone 44 receptor GPRdih2	0.0033	0.1629	0.1629
Echinococcus granulosus	nmda type glutamate receptor	0.0127	0.7539	0.7539
Brugia malayi	jmjC domain containing protein	0.0015	0.0527	0.0464
Loa Loa (eye worm)	hypothetical protein	0.0155	0.9282	1
Schistosoma mansoni	ubiquitously transcribed sex (X/Y) chromosome tetratricopeptide repeat protein-related	0.0015	0.0527	0.0527
Echinococcus granulosus	muscleblind protein	0.0155	0.9282	0.9282
Echinococcus multilocularis	histone lysine N methyltransferase MLL3	0.0009	0.0108	0.0108
Echinococcus granulosus	glutamate receptor ionotropic kainate 3	0.0009	0.0123	0.0123
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 3	0.0032	0.1565	0.1565
Echinococcus multilocularis	glutamate receptor 2	0.0009	0.0123	0.0123
Echinococcus multilocularis	muscleblind protein 1	0.0155	0.9282	0.9282
Echinococcus multilocularis	glutamate receptor 2	0.0014	0.0411	0.0411
Schistosoma mansoni	cpg binding protein	0.003	0.1431	0.1431
Echinococcus granulosus	glutamate receptor ionotropic kainate	0.0009	0.0123	0.0123
Loa Loa (eye worm)	hypothetical protein	0.0071	0.4029	0.4275
Echinococcus multilocularis	Transcription factor, JmjC domain containing protein	0.0058	0.3184	0.3184
Schistosoma mansoni	hypothetical protein	0.0033	0.1629	0.1629
Echinococcus multilocularis	muscleblind protein	0.0155	0.9282	0.9282
Echinococcus multilocularis	DNA (apurinic or apyrimidinic site) lyase	0.002	0.0784	0.0784
Brugia malayi	jmjC domain containing protein	0.0015	0.0527	0.0464
Schistosoma mansoni	jumonji/arid domain-containing protein	0.0059	0.3285	0.3285
Brugia malayi	Glutamate receptor 2 precursor	0.0009	0.0123	0.0024
Loa Loa (eye worm)	hypothetical protein	0.0015	0.0527	0.0457
Schistosoma mansoni	ap endonuclease	0.002	0.0784	0.0784
Chlamydia trachomatis	arginine ABC transporter substrate-binding protein ArtJ	0.0023	0.1002	0.5
Echinococcus granulosus	cadherin EGF LAG seven pass G type receptor	0.0033	0.1629	0.1629
Brugia malayi	Latrophilin receptor protein 2	0.0033	0.1629	0.1664
Mycobacterium ulcerans	glutamine-binding lipoprotein GlnH	0.0023	0.1002	1
Brugia malayi	jmjC domain containing protein	0.0015	0.0527	0.0464
Schistosoma mansoni	glutamate receptor kainate	0.0009	0.0123	0.0123
Loa Loa (eye worm)	hypothetical protein	0.0015	0.0527	0.0457
Schistosoma mansoni	cpg binding protein	0.0028	0.133	0.133
Echinococcus multilocularis	nmda type glutamate receptor	0.01	0.5823	0.5823
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0051	0.2741	0.2741
Loa Loa (eye worm)	glutamate receptor 1	0.0009	0.0123	0.0017
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0051	0.2741	0.2741
Schistosoma mansoni	hypothetical protein	0.0033	0.1629	0.1629
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0051	0.2741	0.2741
Trypanosoma cruzi	apurinic/apyrimidinic endonuclease, putative	0.002	0.0784	1
Onchocerca volvulus		0.0028	0.133	0.5
Echinococcus multilocularis	NMDA receptor	0.0009	0.0123	0.0123
Echinococcus multilocularis	phd:f box containing protein	0.0015	0.0527	0.0527
Trichomonas vaginalis	ap endonuclease, putative	0.002	0.0784	0.5
Chlamydia trachomatis	glutamine binding protein	0.0023	0.1002	0.5
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0051	0.2741	0.2741
Loa Loa (eye worm)	jmjC domain-containing protein	0.0015	0.0527	0.0457
Schistosoma mansoni	phosphatidylserine receptor	0.0015	0.0527	0.0527
Schistosoma mansoni	jumonji domain containing protein	0.0058	0.3184	0.3184
Echinococcus multilocularis	JmjC domain containing protein 4	0.0015	0.0527	0.0527
Trichomonas vaginalis	ap endonuclease, putative	0.002	0.0784	0.5
Echinococcus granulosus	glutamate receptor 2	0.0014	0.0411	0.0411
Echinococcus multilocularis	Glutamate receptor, ionotropic kainate 2	0.0014	0.0411	0.0411
Echinococcus granulosus	Transcription factor JmjC domain containing protein	0.0058	0.3184	0.3184
Mycobacterium tuberculosis	Probable glutamine-binding lipoprotein GlnH (GLNBP)	0.0023	0.1002	1
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0014	0.0411	0.0411
Loa Loa (eye worm)	jmjC domain-containing protein	0.0059	0.3285	0.3463
Echinococcus multilocularis	GPCR, family 2	0.0033	0.1629	0.1629
Schistosoma mansoni	jumonji domain containing protein	0.0015	0.0527	0.0527
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0051	0.2741	0.2741
Echinococcus granulosus	glutamate receptor subunit protein glur	0.0009	0.0123	0.0123
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0014	0.0411	0.0411
Echinococcus granulosus	diuretic hormone 44 receptor GPRdih2	0.0033	0.1629	0.1629
Echinococcus multilocularis	lysine specific demethylase 5A	0.0058	0.3184	0.3184
Trypanosoma brucei	apurinic/apyrimidinic endonuclease, putative	0.002	0.0784	1
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0104	0.6098	0.6532
Loa Loa (eye worm)	CXXC zinc finger family protein	0.0028	0.133	0.1332
Brugia malayi	jmjC domain containing protein	0.0058	0.3184	0.3358
Echinococcus multilocularis	lysine specific demethylase 6a	0.0015	0.0527	0.0527
Treponema pallidum	amino acid ABC transporter, periplasmic binding protein (hisJ)	0.0023	0.1002	1
Echinococcus granulosus	Jumonji AT rich interactive domain 1B	0.0017	0.0628	0.0628
Echinococcus granulosus	Glutamate receptor ionotropic kainate 2	0.0014	0.0411	0.0411
Echinococcus multilocularis	cadherin EGF LAG seven pass G type receptor	0.0033	0.1629	0.1629
Echinococcus granulosus	nmda type glutamate receptor	0.01	0.5823	0.5823
Echinococcus multilocularis	Ribosomal protein S1, RNA binding domain	0.0009	0.0123	0.0123
Schistosoma mansoni	protein phosphatase 2C	0.0015	0.0527	0.0527
Schistosoma mansoni	hypothetical protein	0.0033	0.1629	0.1629
Brugia malayi	jmjC domain containing protein	0.0059	0.3285	0.3468
Echinococcus granulosus	histone lysine N methyltransferase MLL3	0.0009	0.0108	0.0108
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0051	0.2741	0.2741
Schistosoma mansoni	phd/f-box containing protein	0.0015	0.0527	0.0527
Echinococcus multilocularis	glutamate receptor NMDA	0.0095	0.5534	0.5534
Echinococcus multilocularis	jumonji domain containing 1A	0.0015	0.0527	0.0527
Loa Loa (eye worm)	glutamate receptor 2	0.0009	0.0123	0.0017
Schistosoma mansoni	glutamate receptor kainate	0.0009	0.0123	0.0123
Echinococcus multilocularis	geminin	0.0166	1	1
Schistosoma mansoni	glutamate receptor AMPA	0.0009	0.0123	0.0123
Loa Loa (eye worm)	hypothetical protein	0.0155	0.9282	1
Loa Loa (eye worm)	exodeoxyribonuclease III family protein	0.002	0.0784	0.0737
Schistosoma mansoni	ATP-binding cassette transporter	0.0009	0.0123	0.0123
Schistosoma mansoni	hypothetical protein	0.0166	1	1
Trypanosoma cruzi	apurinic/apyrimidinic endonuclease	0.002	0.0784	1
Schistosoma mansoni	mixed-lineage leukemia protein mll	0.006	0.3313	0.3313
Schistosoma mansoni	hypothetical protein	0.0166	1	1
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0104	0.6098	0.6529
Echinococcus multilocularis	glutamate receptor, ionotrophic, AMPA 3	0.0014	0.0411	0.0411
Schistosoma mansoni	jumonji/arid domain-containing protein	0.0059	0.3285	0.3285
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0051	0.2741	0.2876
Schistosoma mansoni	ap endonuclease	0.002	0.0784	0.0784
Echinococcus granulosus	JmjC domain containing protein 4	0.0015	0.0527	0.0527
Loa Loa (eye worm)	latrophilin receptor protein 2	0.0033	0.1629	0.1658
Giardia lamblia	Endonuclease/Exonuclease/phosphatase	0.002	0.0784	0.5
Schistosoma mansoni	glutamate receptor kainate	0.0009	0.0123	0.0123
Toxoplasma gondii	exonuclease III APE	0.002	0.0784	0.108
Echinococcus multilocularis	glutamate receptor subunit protein glur	0.0009	0.0123	0.0123
Echinococcus granulosus	glutamate receptor ionotrophic AMPA 3	0.0014	0.0411	0.0411
Echinococcus granulosus	glutamate receptor NMDA	0.0095	0.5534	0.5534
Echinococcus multilocularis	Jumonji, AT rich interactive domain 1B	0.0017	0.0628	0.0628
Loa Loa (eye worm)	hypothetical protein	0.0033	0.1629	0.1658
Echinococcus granulosus	cpg binding protein	0.003	0.1431	0.1431
Echinococcus multilocularis	glutamate (NMDA) receptor subunit	0.0009	0.0123	0.0123

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 3205 nM	Tested for the inhibition of [3H]5,7-dichlorokynurenic acid (DCKA) binding to NMDA receptor	ChEMBL.	No reference
IC50 (binding)	= 3205 nM	Tested for the inhibition of [3H]5,7-dichlorokynurenic acid (DCKA) binding to NMDA receptor	ChEMBL.	No reference
IC50 (functional)	= 3.2 uM	Antagonism of N-methyl-D-aspartate glutamate receptor 1 glycine sites using [3H]-DCKA as a radioligand	ChEMBL.	9240357
IC50 (functional)	= 3.2 uM	Antagonism of N-methyl-D-aspartate glutamate receptor 1 glycine sites using [3H]-DCKA as a radioligand	ChEMBL.	9240357
Kb (binding)	= 0.74 uM	Inhibition of N-methyl-D-aspartate glutamate receptor was measured in oocytes expressing cloned rat brain receptor subunits (NR1A/2C)	ChEMBL.	9240357
Kb (binding)	= 0.74 uM	Inhibition of N-methyl-D-aspartate glutamate receptor was measured in oocytes expressing cloned rat brain receptor subunits (NR1A/2C)	ChEMBL.	9240357
Kb (binding)	= 23 uM	Inhibition of Ionotropic glutamate receptor AMPA-preferring non-NMDA receptors was measured in oocytes expressing rat brain poly(A)+ RNA isolatedfrom the cerebral cortex.	ChEMBL.	9240357
Kb (binding)	= 23 uM	Inhibition of Ionotropic glutamate receptor AMPA-preferring non-NMDA receptors was measured in oocytes expressing rat brain poly(A)+ RNA isolatedfrom the cerebral cortex.	ChEMBL.	9240357
Selectivity index (binding)	= 31	Selectivity index measured as the kb ratio of AMPA to that of NMDA.	ChEMBL.	9240357

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: CHEMBL311085
PubChem: 19710553

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 132558