TDR Targets

Basic information

Technical information

TDR Targets ID: 78776
Name: bretazenil
MW: 418.284 | Formula: C19H20BrN3O3
H donors: 0 H acceptors: 3 LogP: 3.12 Rotable bonds: 3
Rule of 5 violations (Lipinski): 1
SMILES: O=C(c1ncn2c1C1CCCN1C(=O)c1c2cccc1Br)OC(C)(C)C
InChi: 1S/C19H20BrN3O3/c1-19(2,3)26-18(25)15-16-13-8-5-9-22(13)17(24)14-11(20)6-4-7-12(14)23(16)10-21-15/h4,6-7,10,13H,5,8-9H2,1-3H3
InChiKey: LWUDDYHYYNNIQI-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

No synonyms found for this compound

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Rattus norvegicus	GABA-A receptor; anion channel	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
Loa Loa (eye worm)	hypothetical protein	GABA-A receptor; anion channel	467 aa	494 aa	25.5 %
Loa Loa (eye worm)	hypothetical protein	GABA-A receptor; anion channel	467 aa	461 aa	27.8 %
Loa Loa (eye worm)	nicotinic acetylcholine receptor alpha subunit	GABA-A receptor; anion channel	467 aa	379 aa	19.3 %
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	GABA-A receptor; anion channel	467 aa	454 aa	29.5 %
Schistosoma mansoni	Cys-loop ligand gated ion channel subunit	GABA-A receptor; anion channel	467 aa	479 aa	29.2 %
Onchocerca volvulus	Eukaryotic initiation factor 4A-III homolog	GABA-A receptor; anion channel	467 aa	453 aa	26.9 %
Echinococcus multilocularis	glycine receptor subunit beta	GABA-A receptor; anion channel	467 aa	478 aa	28.7 %
Onchocerca volvulus	Acetylcholine receptor subunit alpha-type homolog	GABA-A receptor; anion channel	467 aa	418 aa	19.6 %
Brugia malayi	nicotinic acetylcholine receptor alpha subunit, putative	GABA-A receptor; anion channel	467 aa	384 aa	19.5 %
Echinococcus granulosus	glycine receptor subunit alpha 1	GABA-A receptor; anion channel	467 aa	430 aa	32.3 %
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	GABA-A receptor; anion channel	467 aa	375 aa	21.9 %
Onchocerca volvulus		GABA-A receptor; anion channel	467 aa	468 aa	28.6 %
Onchocerca volvulus	Gamma-aminobutyric acid receptor subunit beta homolog	GABA-A receptor; anion channel	467 aa	433 aa	34.6 %
Echinococcus multilocularis	glycine receptor subunit alpha 1	GABA-A receptor; anion channel	467 aa	430 aa	32.3 %
Echinococcus granulosus	glycine receptor subunit beta	GABA-A receptor; anion channel	467 aa	439 aa	29.6 %
Onchocerca volvulus		GABA-A receptor; anion channel	467 aa	454 aa	30.4 %
Loa Loa (eye worm)	hypothetical protein	GABA-A receptor; anion channel	467 aa	441 aa	33.8 %
Onchocerca volvulus		GABA-A receptor; anion channel	467 aa	434 aa	26.7 %
Onchocerca volvulus	Large subunit GTPase 1 homolog	GABA-A receptor; anion channel	467 aa	496 aa	26.0 %
Onchocerca volvulus		GABA-A receptor; anion channel	467 aa	447 aa	25.7 %
Brugia malayi	Cation transporter family protein	GABA-A receptor; anion channel	467 aa	453 aa	28.5 %
Onchocerca volvulus		GABA-A receptor; anion channel	467 aa	435 aa	29.7 %
Loa Loa (eye worm)	hypothetical protein	GABA-A receptor; anion channel	467 aa	446 aa	29.1 %
Onchocerca volvulus		GABA-A receptor; anion channel	467 aa	446 aa	28.0 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	hypothetical protein	0.0127	0.1554	0.1554
Schistosoma mansoni	hypothetical protein	0.0127	0.1554	0.6309
Brugia malayi	acetylcholine receptor, alpha-type subunit unc-38 precursor	0.0128	0.1569	0.2601
Echinococcus multilocularis	nAChR subunit	0.0128	0.1569	0.637
Onchocerca volvulus		0.0167	0.2463	1
Brugia malayi	Inhibitor of Apoptosis domain containing protein	0.0167	0.2463	0.4083
Trypanosoma brucei	Peptide deformylase 2	0.0089	0.068	0.5
Mycobacterium leprae	PROBABLE POLYPEPTIDE DEFORMYLASE DEF (PDF) (FORMYLMETHIONINE DEFORMYLASE)	0.0233	0.3959	0.5
Loa Loa (eye worm)	hypothetical protein	0.0128	0.1569	0.1569
Schistosoma mansoni	nAChR subunit (ShAR1-beta2-like)	0.0128	0.1569	0.637
Echinococcus multilocularis	nicotinic acetylcholine receptor a11 subunit	0.0128	0.1569	0.637
Trypanosoma cruzi	polypeptide deformylase-like protein, putative	0.0089	0.068	0.5
Loa Loa (eye worm)	hypothetical protein	0.0069	0.0226	0.0226
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.0128	0.1569	0.2601
Schistosoma mansoni	inhibitor of apoptosis protein	0.0167	0.2463	1
Loa Loa (eye worm)	hypothetical protein	0.0265	0.4689	0.4689
Brugia malayi	Neurotransmitter-gated ion-channel transmembrane region family protein	0.0128	0.1569	0.2601
Onchocerca volvulus	Deterin homolog	0.0167	0.2463	1
Loa Loa (eye worm)	acetylcholine receptor alpha subunit	0.0128	0.1569	0.1569
Loa Loa (eye worm)	hypothetical protein	0.0128	0.1569	0.1569
Onchocerca volvulus		0.0128	0.1569	0.637
Loa Loa (eye worm)	hypothetical protein	0.0128	0.1569	0.1569
Brugia malayi	Cation transporter family protein	0.0128	0.1569	0.2601
Brugia malayi	excitatory GABA receptor EXP-1A	0.0128	0.1569	0.2601
Loa Loa (eye worm)	glutamate-gated chloride channel alpha3A subunit	0.0128	0.1569	0.1569
Mycobacterium ulcerans	peptide deformylase	0.0233	0.3959	0.5
Loa Loa (eye worm)	hypothetical protein	0.0128	0.1569	0.1569
Loa Loa (eye worm)	hypothetical protein	0.0128	0.1569	0.1569
Schistosoma mansoni	nAChR subunit	0.0128	0.1569	0.637
Loa Loa (eye worm)	hypothetical protein	0.0167	0.2463	0.2463
Trypanosoma cruzi	polypeptide deformylase-like protein, putative	0.0089	0.068	0.5
Echinococcus multilocularis	apoptotic protease activating factor 1	0.0127	0.1554	0.6309
Echinococcus granulosus	glycine receptor subunit alpha 1	0.0128	0.1569	0.637
Toxoplasma gondii	hypothetical protein	0.0233	0.3959	0.5
Schistosoma mansoni	nicotinic acetylcholine receptor alpha	0.0069	0.0226	0.0916
Schistosoma mansoni	nAChR subunit	0.0128	0.1569	0.637
Wolbachia endosymbiont of Brugia malayi	peptide deformylase	0.0233	0.3959	0.5
Loa Loa (eye worm)	hypothetical protein	0.0324	0.6033	0.6033
Echinococcus multilocularis	acetylcholine receptor subunit beta 1	0.0128	0.1569	0.637
Plasmodium falciparum	peptide deformylase	0.0233	0.3959	0.5
Echinococcus granulosus	glycine receptor subunit beta	0.0128	0.1569	0.637
Echinococcus granulosus	glycine receptor subunit alpha 1	0.0128	0.1569	0.637
Echinococcus multilocularis	caspase 2	0.0127	0.1554	0.6309
Trypanosoma cruzi	Peptide deformylase 2, putative	0.0089	0.068	0.5
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.0128	0.1569	0.2601
Onchocerca volvulus		0.0128	0.1569	0.637
Onchocerca volvulus		0.0127	0.1554	0.6309
Brugia malayi	acetylcholine receptor protein, alpha-like chain, putative	0.0128	0.1569	0.2601
Onchocerca volvulus		0.0128	0.1569	0.637
Loa Loa (eye worm)	LGC-31 protein	0.0128	0.1569	0.1569
Loa Loa (eye worm)	hypothetical protein	0.0128	0.1569	0.1569
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.0128	0.1569	0.2601
Brugia malayi	Hypothetical glycine receptor like protein T20B12.9 in chromosome III	0.0128	0.1569	0.2601
Echinococcus granulosus	nicotinic acetylcholine receptor alpha subunit	0.0128	0.1569	0.637
Loa Loa (eye worm)	ligand-Gated ion Channel family member	0.0128	0.1569	0.1569
Loa Loa (eye worm)	hypothetical protein	0.0128	0.1569	0.1569
Loa Loa (eye worm)	hypothetical protein	0.0069	0.0226	0.0226
Echinococcus multilocularis	inhibitor of apoptosis protein	0.0167	0.2463	1
Loa Loa (eye worm)	hypothetical protein	0.0128	0.1569	0.1569
Echinococcus granulosus	baculoviral IAP repeat containing protein	0.0167	0.2463	1
Onchocerca volvulus		0.0128	0.1569	0.637
Loa Loa (eye worm)	GABA receptor subunit	0.0069	0.0226	0.0226
Brugia malayi	gamma-aminobutyric-acid receptor beta subunit precursor	0.0324	0.6033	1
Loa Loa (eye worm)	hypothetical protein	0.0128	0.1569	0.1569
Loa Loa (eye worm)	hypothetical protein	0.0128	0.1569	0.1569
Echinococcus granulosus	inhibitor of apoptosis protein	0.0167	0.2463	1
Loa Loa (eye worm)	hypothetical protein	0.0128	0.1569	0.1569
Schistosoma mansoni	inhibitor of apoptosis (iap) domain family member	0.0167	0.2463	1
Loa Loa (eye worm)	hypothetical protein	0.0069	0.0226	0.0226
Loa Loa (eye worm)	hypothetical protein	0.0128	0.1569	0.1569
Echinococcus multilocularis	glycine receptor subunit alpha 1	0.0128	0.1569	0.637
Loa Loa (eye worm)	hypothetical protein	0.0128	0.1569	0.1569
Onchocerca volvulus		0.0128	0.1569	0.637
Brugia malayi	Cell death protein 3 precursor	0.0127	0.1554	0.2576
Loa Loa (eye worm)	nicotinic acetylcholine receptor alpha subunit	0.0128	0.1569	0.1569
Echinococcus granulosus	nAChR subunit	0.0069	0.0226	0.0916
Onchocerca volvulus		0.0069	0.0226	0.0916
Leishmania major	polypeptide deformylase-like protein, putative	0.0089	0.068	0.5
Brugia malayi	hypothetical protein	0.0127	0.1554	0.2576
Chlamydia trachomatis	peptide deformylase	0.0233	0.3959	0.5
Loa Loa (eye worm)	hypothetical protein	0.0128	0.1569	0.1569
Echinococcus multilocularis	nicotinic acetylcholine receptor subunit alpha 8	0.0128	0.1569	0.637
Echinococcus multilocularis	glycine receptor subunit alpha 1	0.0128	0.1569	0.637
Loa Loa (eye worm)	hypothetical protein	0.0069	0.0226	0.0226
Loa Loa (eye worm)	ACC-1 protein	0.0128	0.1569	0.1569
Schistosoma mansoni	nAChR subunit	0.0128	0.1569	0.637
Loa Loa (eye worm)	hypothetical protein	0.0069	0.0226	0.0226
Echinococcus granulosus	glycine receptor subunit alpha 1	0.0128	0.1569	0.637
Echinococcus multilocularis	nicotinic acetylcholine receptor alpha subunit	0.0128	0.1569	0.637
Brugia malayi	Hypothetical glycine receptor like protein T20B12.9 in chromosome III	0.0069	0.0226	0.0374
Echinococcus multilocularis	baculoviral IAP repeat containing protein	0.0167	0.2463	1
Schistosoma mansoni	nAChR subunit (ShAR1-beta-like)	0.0128	0.1569	0.637
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.0128	0.1569	0.2601
Mycobacterium tuberculosis	Probable polypeptide deformylase Def (PDF) (formylmethionine deformylase)	0.0233	0.3959	0.5
Echinococcus granulosus	nicotinic acetylcholine receptor subunit type	0.0128	0.1569	0.637
Schistosoma mansoni	nAChR subunit	0.0128	0.1569	0.637
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.0128	0.1569	0.2601
Brugia malayi	Neurotransmitter-gated ion-channel transmembrane region family protein	0.0069	0.0226	0.0374
Onchocerca volvulus		0.0069	0.0226	0.0916
Echinococcus multilocularis	Cys loop ligand gated ion channel subunit	0.0128	0.1569	0.637
Loa Loa (eye worm)	excitatory GABA receptor EXP-1A	0.0128	0.1569	0.1569
Brugia malayi	nicotinic acetylcholine receptor alpha subunit, putative	0.0128	0.1569	0.2601
Echinococcus granulosus	nAChR subunit	0.0128	0.1569	0.637
Entamoeba histolytica	hypothetical protein	0.0069	0.0226	0.5
Loa Loa (eye worm)	hypothetical protein	0.0128	0.1569	0.1569
Brugia malayi	glutamate-gated chloride channel alpha3A subunit, putative	0.0069	0.0226	0.0374
Echinococcus granulosus	apoptotic protease activating factor 1	0.0127	0.1554	0.6309
Loa Loa (eye worm)	ACC-1 protein	0.0128	0.1569	0.1569
Brugia malayi	Neurotransmitter-gated ion-channel transmembrane region family protein	0.0128	0.1569	0.2601
Echinococcus granulosus	nicotinic acetylcholine receptor beta 1 subunit	0.0128	0.1569	0.637
Echinococcus granulosus	Cys loop ligand gated ion channel subunit	0.0128	0.1569	0.637
Echinococcus multilocularis	glycine receptor subunit beta	0.0128	0.1569	0.637
Schistosoma mansoni	nAChR subunit	0.0128	0.1569	0.637
Schistosoma mansoni	hypothetical protein	0.0167	0.2463	1
Trypanosoma brucei	Polypeptide deformylase 1	0.0089	0.068	0.5
Echinococcus multilocularis	glycine receptor subunit alpha 1	0.0128	0.1569	0.637
Brugia malayi	Neurotransmitter-gated ion-channel transmembrane region family protein	0.0069	0.0226	0.0374
Onchocerca volvulus		0.0128	0.1569	0.637
Echinococcus multilocularis	neuronal acetylcholine receptor subunit alpha 4	0.0128	0.1569	0.637
Schistosoma mansoni	nAChR subunit	0.0128	0.1569	0.637
Schistosoma mansoni	Cys-loop ligand gated ion channel subunit	0.0128	0.1569	0.637
Treponema pallidum	polypeptide deformylase (def)	0.0233	0.3959	0.5
Brugia malayi	nicotinic acetylcholine receptor beta-1 chain precursor	0.0128	0.1569	0.2601
Brugia malayi	acetylcholine receptor alpha subunit precursor, putative	0.0128	0.1569	0.2601
Loa Loa (eye worm)	hypothetical protein	0.0167	0.2463	0.2463
Echinococcus granulosus	acetylcholine receptor subunit beta 1	0.0128	0.1569	0.637
Brugia malayi	Neurotransmitter-gated ion-channel ligand binding domain containing protein	0.0128	0.1569	0.2601
Loa Loa (eye worm)	hypothetical protein	0.0127	0.1554	0.1554
Echinococcus granulosus	nicotinic acetylcholine receptor subunit alpha 8	0.0128	0.1569	0.637
Brugia malayi	Neurotransmitter-gated ion-channel transmembrane region family protein	0.0128	0.1569	0.2601
Echinococcus multilocularis	nAChR subunit	0.0069	0.0226	0.0916
Onchocerca volvulus	Putative nachr subunit	0.0128	0.1569	0.637
Echinococcus multilocularis	nicotinic acetylcholine receptor beta 1 subunit	0.0128	0.1569	0.637
Echinococcus granulosus	nicotinic acetylcholine receptor a11 subunit	0.0128	0.1569	0.637
Loa Loa (eye worm)	hypothetical protein	0.0069	0.0226	0.0226
Echinococcus multilocularis	glycine receptor subunit beta	0.0128	0.1569	0.637
Schistosoma mansoni	Cys-loop ligand gated ion channel subunit	0.0128	0.1569	0.637
Loa Loa (eye worm)	hypothetical protein	0.0069	0.0226	0.0226
Schistosoma mansoni	nAChR subunit	0.0128	0.1569	0.637
Loa Loa (eye worm)	hypothetical protein	0.0128	0.1569	0.1569
Schistosoma mansoni	Cys-loop ligand gated ion channel subunit	0.0069	0.0226	0.0916
Schistosoma mansoni	caspase-7 (C14 family)	0.0127	0.1554	0.6309
Echinococcus granulosus	glycine receptor subunit beta	0.0128	0.1569	0.637
Loa Loa (eye worm)	hypothetical protein	0.0069	0.0226	0.0226
Loa Loa (eye worm)	hypothetical protein	0.0128	0.1569	0.1569
Plasmodium vivax	peptide deformylase, putative	0.0233	0.3959	0.5
Trypanosoma cruzi	Peptide deformylase 2, putative	0.0089	0.068	0.5
Echinococcus granulosus	neuronal acetylcholine receptor subunit alpha 4	0.0128	0.1569	0.637
Onchocerca volvulus	Cell death protein 3 homolog	0.0127	0.1554	0.6309
Schistosoma mansoni	neurotransmitter gated ion channel	0.0069	0.0226	0.0916
Schistosoma mansoni	Cys-loop ligand gated ion channel subunit	0.0128	0.1569	0.637
Brugia malayi	Cation transporter family protein	0.0128	0.1569	0.2601
Loa Loa (eye worm)	nicotinic acetylcholine receptor non-alpha subunit	0.0128	0.1569	0.1569
Brugia malayi	Inhibitor of Apoptosis domain containing protein	0.0167	0.2463	0.4083
Echinococcus granulosus	caspase 2	0.0127	0.1554	0.6309
Brugia malayi	Cation transporter family protein	0.0128	0.1569	0.2601
Schistosoma mansoni	nAChR subunit (ShAR1-alpha-like)	0.0128	0.1569	0.637

Activities

Activity type	Activity value	Assay description	Source	Reference
GABA shift (binding)	= 1.34	Ratio of binding affinity to the GABA-A receptor in the presence and absence of GABA	ChEMBL.	2552115
GABA shift (binding)	= 1.34	Ratio of binding affinity to the GABA-A receptor in the presence and absence of GABA	ChEMBL.	2552115
IC50 (binding)	= 0.6 nM	Inhibition of radiolabeled antagonist [3H]-Ro- 15-1788 binding to benzodiazepine receptor from rat cortical membranes	ChEMBL.	2552115
IC50 (binding)	= 0.6 nM	Inhibition of radiolabeled antagonist [3H]-Ro- 15-1788 binding to benzodiazepine receptor from rat cortical membranes	ChEMBL.	2552115
IC50 (binding)	= 6.1 nM	Ability to allosterically modulate the binding of [35S]-TBPS to gamma-aminobutyric-acid A receptor in rat brain cortical P2 membranes.	ChEMBL.	9016329
IC50 (binding)	= 6.1 nM	Ability to allosterically modulate the binding of [35S]-TBPS to gamma-aminobutyric-acid A receptor in rat brain cortical P2 membranes.	ChEMBL.	9016329
Imax (functional)	= 27 %	Percent of maximal extent of inhibition was calculated by fitting [35S]-TBPS inhibition data to a sigmoid function (rat brain cortical P2 membranes).	ChEMBL.	9016329
Ki (binding)	= 0.5 nM	Binding affinity for diazepam sensitive (DS) isoform of the benzodiazepine (Bz) binding site on GABAA receptors	ChEMBL.	8390574
Ki (binding)	= 0.5 nM	Binding affinity for diazepam sensitive (DS) isoform of the benzodiazepine (Bz) binding site on GABAA receptors	ChEMBL.	8390574
Ki (binding)	= 10 nM	Binding affinity for diazepam insensitive (DI) isoform of the benzodiazepine (Bz) binding site on GABAA receptors	ChEMBL.	8390574
Ki (binding)	= 10 nM	Binding affinity for diazepam insensitive (DI) isoform of the benzodiazepine (Bz) binding site on GABAA receptors	ChEMBL.	8390574
Ratio (binding)	= 20	Ratio of binding affinity against DI Bz receptor to that of DS Bz receptor	ChEMBL.	8390574
Ratio (binding)	= 20	Ratio of binding affinity against DI Bz receptor to that of DS Bz receptor	ChEMBL.	8390574

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: CHEMBL444045
PubChem: 9823370

Bibliographic References

3 literature references were 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 78776