TDR Targets

Basic information

Technical information

TDR Targets ID: 205504
Name: 4-(4-bromophenoxy)-N-(2-hydroxyethyl)thieno[2 ,3-c]pyridine-2-carboxamide
MW: 393.255 | Formula: C16H13BrN2O3S
H donors: 2 H acceptors: 3 LogP: 3.02 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: OCCNC(=O)c1sc2c(c1)c(cnc2)Oc1ccc(cc1)Br
InChi: 1S/C16H13BrN2O3S/c17-10-1-3-11(4-2-10)22-13-8-18-9-15-12(13)7-14(23-15)16(21)19-5-6-20/h1-4,7-9,20H,5-6H2,(H,19,21)
InChiKey: IZBOFIUTXBWHRE-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

4-(4-bromophenoxy)-N-(2-hydroxyethyl)-2-thieno[2,3-c]pyridinecarboxamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Trypanosoma cruzi	trypanothione reductase, putative	Curated by TDR Targets	References
Homo sapiens	vascular cell adhesion molecule 1	Starlite/ChEMBL	References
Homo sapiens	intercellular adhesion molecule 1	Starlite/ChEMBL	References
Homo sapiens	selectin E	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Leishmania braziliensis	trypanothione reductase	Get druggable targets OG5_126785	All targets in OG5_126785
Plasmodium berghei	thioredoxin reductase, putative	Get druggable targets OG5_126785	All targets in OG5_126785
Mycobacterium tuberculosis	NADPH-dependent mycothiol reductase Mtr	Get druggable targets OG5_126785	All targets in OG5_126785
Echinococcus multilocularis	thioredoxin glutathione reductase	Get druggable targets OG5_126785	All targets in OG5_126785
Trypanosoma brucei	trypanothione reductase	Get druggable targets OG5_126785	All targets in OG5_126785
Loa Loa (eye worm)	glutathione reductase	Get druggable targets OG5_126785	All targets in OG5_126785
Leishmania donovani	trypanothione reductase	Get druggable targets OG5_126785	All targets in OG5_126785
Trypanosoma cruzi	trypanothione reductase, putative	Get druggable targets OG5_126785	All targets in OG5_126785
Toxoplasma gondii	thioredoxin reductase	Get druggable targets OG5_126785	All targets in OG5_126785
Plasmodium falciparum	thioredoxin reductase	Get druggable targets OG5_126785	All targets in OG5_126785
Brugia malayi	Thioredoxin reductase	Get druggable targets OG5_126785	All targets in OG5_126785
Neospora caninum	MGC84926 protein, related	Get druggable targets OG5_126785	All targets in OG5_126785
Candida albicans	similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase	Get druggable targets OG5_126785	All targets in OG5_126785
Cryptosporidium hominis	thioredoxin reductase	Get druggable targets OG5_126785	All targets in OG5_126785
Echinococcus granulosus	thioredoxin glutathione reductase	Get druggable targets OG5_126785	All targets in OG5_126785
Babesia bovis	thiodoxin reductase, putative	Get druggable targets OG5_126785	All targets in OG5_126785
Leishmania mexicana	trypanothione reductase	Get druggable targets OG5_126785	All targets in OG5_126785
Plasmodium vivax	thioredoxin reductase, putative	Get druggable targets OG5_126785	All targets in OG5_126785
Theileria parva	thioredoxin reductase, putative	Get druggable targets OG5_126785	All targets in OG5_126785
Plasmodium berghei	glutathione reductase, putative	Get druggable targets OG5_126785	All targets in OG5_126785
Schistosoma japonicum	ko:K00384 thioredoxin reductase (NADPH) [EC1.8.1.9], putative	Get druggable targets OG5_126785	All targets in OG5_126785
Plasmodium vivax	glutathione reductase, putative	Get druggable targets OG5_126785	All targets in OG5_126785
Brugia malayi	glutathione reductase	Get druggable targets OG5_126785	All targets in OG5_126785
Cryptosporidium parvum	thioredoxin reductase 1	Get druggable targets OG5_126785	All targets in OG5_126785
Plasmodium falciparum	glutathione reductase	Get druggable targets OG5_126785	All targets in OG5_126785
Trypanosoma congolense	trypanothione reductase, putative	Get druggable targets OG5_126785	All targets in OG5_126785
Leishmania infantum	trypanothione reductase	Get druggable targets OG5_126785	All targets in OG5_126785
Leishmania major	trypanothione reductase	Get druggable targets OG5_126785	All targets in OG5_126785
Plasmodium knowlesi	glutathione reductase, putative	Get druggable targets OG5_126785	All targets in OG5_126785
Loa Loa (eye worm)	thioredoxin reductase	Get druggable targets OG5_126785	All targets in OG5_126785
Plasmodium knowlesi	thioredoxin reductase, putative	Get druggable targets OG5_126785	All targets in OG5_126785
Plasmodium yoelii	glutathione reductase	Get druggable targets OG5_126785	All targets in OG5_126785
Trypanosoma brucei gambiense	trypanothione reductase, putative	Get druggable targets OG5_126785	All targets in OG5_126785
Neospora caninum	Glutathione reductase, related	Get druggable targets OG5_126785	All targets in OG5_126785
Candida albicans	similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase	Get druggable targets OG5_126785	All targets in OG5_126785
Plasmodium yoelii	thioredoxin reductase	Get druggable targets OG5_126785	All targets in OG5_126785

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Echinococcus granulosus	c4b binding protein beta chain	selectin E	610 aa	551 aa	22.1 %
Plasmodium falciparum	dihydrolipoyl dehydrogenase, apicoplast	trypanothione reductase, putative	492 aa	548 aa	21.5 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus granulosus	thioredoxin glutathione reductase	0.0076	0.4854	0.4854
Echinococcus multilocularis	dihydrolipoamide dehydrogenase	0.0026	0.091	0.0699
Trichomonas vaginalis	glutathione reductase, putative	0.0026	0.091	0.5
Brugia malayi	Thioredoxin reductase	0.0076	0.4854	0.7125
Onchocerca volvulus	Dual oxidase homolog	0.0094	0.6296	0.961
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0688	0.101
Echinococcus granulosus	dihydrolipoamide dehydrogenase	0.0026	0.091	0.091
Loa Loa (eye worm)	animal heme peroxidase	0.0097	0.6523	0.9574
Loa Loa (eye worm)	hypothetical protein	0.0022	0.0555	0.0814
Brugia malayi	Animal haem peroxidase family protein	0.0094	0.6296	0.924
Loa Loa (eye worm)	glutathione reductase	0.0076	0.4854	0.7125
Onchocerca volvulus		0.0094	0.6296	0.961
Treponema pallidum	NADH oxidase	0.0026	0.091	0.5
Mycobacterium ulcerans	dihydrolipoamide dehydrogenase	0.0026	0.091	0.5
Plasmodium vivax	glutathione reductase, putative	0.0076	0.4854	1
Brugia malayi	Animal haem peroxidase family protein	0.0097	0.6523	0.9574
Schistosoma mansoni	peroxidasin	0.0098	0.6586	0.6586
Plasmodium falciparum	dihydrolipoyl dehydrogenase, mitochondrial	0.0026	0.091	0.0534
Chlamydia trachomatis	dihydrolipoyl dehydrogenase	0.0026	0.091	0.5
Mycobacterium ulcerans	dihydrolipoamide dehydrogenase, LpdB	0.0026	0.091	0.5
Schistosoma mansoni	dihydrolipoamide dehydrogenase	0.0026	0.091	0.091
Schistosoma mansoni	peroxidasin	0.0094	0.6296	0.6296
Echinococcus multilocularis	peroxidasin	0.0101	0.6813	0.6739
Echinococcus multilocularis	lipoxygenase domain containing protein	0.0024	0.0688	0.0471
Brugia malayi	Animal haem peroxidase family protein	0.0094	0.6296	0.924
Trichomonas vaginalis	mercuric reductase, putative	0.0026	0.091	0.5
Brugia malayi	Blistered cuticle protein 3	0.0094	0.6296	0.924
Plasmodium falciparum	glutathione reductase	0.0026	0.091	0.0534
Mycobacterium leprae	DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE	0.0026	0.091	0.5
Brugia malayi	Animal haem peroxidase family protein	0.0094	0.6296	0.924
Plasmodium vivax	dihydrolipoyl dehydrogenase, mitochondrial, putative	0.0026	0.091	0.0534
Brugia malayi	Animal haem peroxidase family protein	0.0094	0.6296	0.924
Wolbachia endosymbiont of Brugia malayi	dihydrolipoamide dehydrogenase E3 component	0.0026	0.091	0.5
Toxoplasma gondii	thioredoxin reductase	0.0076	0.4854	1
Loa Loa (eye worm)	hypothetical protein	0.0094	0.6296	0.924
Brugia malayi	hypothetical protein	0.0024	0.0688	0.101
Loa Loa (eye worm)	hypothetical protein	0.0094	0.6296	0.924
Loa Loa (eye worm)	hypothetical protein	0.0094	0.6296	0.924
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0227	0.0334
Echinococcus multilocularis	Polycystic kidney disease protein	0.0024	0.0688	0.0471
Plasmodium falciparum	thioredoxin reductase	0.0026	0.091	0.0534
Schistosoma mansoni	hypothetical protein	0.0024	0.0688	0.0688
Brugia malayi	Peroxidasin	0.0101	0.6813	1
Brugia malayi	Doublecortin family protein	0.0024	0.0688	0.101
Plasmodium vivax	thioredoxin reductase, putative	0.0076	0.4854	1
Onchocerca volvulus	Chorion peroxidase homolog	0.0094	0.6296	0.961
Brugia malayi	dihydrolipoyl dehydrogenase, mitochondrial precursor, putative	0.0026	0.091	0.1336
Mycobacterium tuberculosis	NADPH-dependent mycothiol reductase Mtr	0.0076	0.4854	1
Echinococcus multilocularis	thioredoxin glutathione reductase	0.0076	0.4854	0.4735
Brugia malayi	GCC2 and GCC3 family protein	0.0022	0.0555	0.0814
Brugia malayi	hypothetical protein	0.0094	0.6296	0.924
Loa Loa (eye worm)	hypothetical protein	0.0094	0.6296	0.924
Trypanosoma brucei	trypanothione reductase	0.0076	0.4854	1
Echinococcus multilocularis	RUN	0.0024	0.0688	0.0471
Brugia malayi	Pyridine nucleotide-disulphide oxidoreductase, dimerisation domain containing protein	0.0019	0.0355	0.0521
Mycobacterium ulcerans	flavoprotein disulfide reductase	0.0026	0.091	0.5
Schistosoma mansoni	rab6-interacting	0.0024	0.0688	0.0688
Schistosoma mansoni	polycystin 1-related	0.0024	0.0688	0.0688
Loa Loa (eye worm)	hypothetical protein	0.0094	0.6296	0.924
Loa Loa (eye worm)	hypothetical protein	0.0094	0.6296	0.924
Onchocerca volvulus	Peroxidasin homolog	0.0097	0.6523	1
Loa Loa (eye worm)	blistered cuticle protein 3	0.0094	0.6296	0.924
Echinococcus granulosus	RUN	0.0024	0.0688	0.0688
Brugia malayi	hypothetical protein	0.0024	0.0688	0.101
Onchocerca volvulus	Peroxidase homolog	0.0094	0.6296	0.961
Loa Loa (eye worm)	hypothetical protein	0.0094	0.6296	0.924
Loa Loa (eye worm)	thioredoxin reductase	0.0076	0.4854	0.7125
Brugia malayi	glutathione reductase	0.0076	0.4854	0.7125
Echinococcus multilocularis	arachidonate 5 lipoxygenase	0.0141	1	1
Loa Loa (eye worm)	hypothetical protein	0.0101	0.6813	1
Echinococcus granulosus	lipoxygenase domain containing protein	0.0024	0.0688	0.0688
Echinococcus granulosus	peroxidasin	0.0101	0.6813	0.6813
Schistosoma mansoni	loxhd1	0.0024	0.0688	0.0688
Trypanosoma cruzi	trypanothione reductase, putative	0.0076	0.4854	1
Loa Loa (eye worm)	hypothetical protein	0.0024	0.0688	0.101
Loa Loa (eye worm)	doublecortin family protein	0.0024	0.0688	0.101
Leishmania major	trypanothione reductase	0.0076	0.4854	1
Loa Loa (eye worm)	hypothetical protein	0.0094	0.6296	0.924
Loa Loa (eye worm)	hypothetical protein	0.0094	0.6296	0.924
Schistosoma mansoni	lipoxygenase	0.0099	0.6635	0.6635
Schistosoma mansoni	rab6-interacting	0.0024	0.0688	0.0688
Plasmodium vivax	dihydrolipoyl dehydrogenase, apicoplast, putative	0.0026	0.091	0.0534
Schistosoma mansoni	lipoxygenase	0.0141	1	1
Giardia lamblia	NADH oxidase lateral transfer candidate	0.0026	0.091	0.5
Echinococcus granulosus	lipoxygenase domain containing protein	0.0024	0.0688	0.0688
Loa Loa (eye worm)	animal heme peroxidase	0.0094	0.6296	0.924
Loa Loa (eye worm)	hypothetical protein	0.0016	0.0071	0.0105
Loa Loa (eye worm)	animal heme peroxidase	0.0094	0.6296	0.924
Plasmodium falciparum	dihydrolipoyl dehydrogenase, apicoplast	0.0026	0.091	0.0534
Echinococcus granulosus	Polycystic kidney disease protein	0.0024	0.0688	0.0688
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0227	0.0334
Loa Loa (eye worm)	hypothetical protein	0.0094	0.6296	0.924
Loa Loa (eye worm)	animal heme peroxidase	0.0094	0.6296	0.924
Echinococcus granulosus	roundabout 2	0.0018	0.0227	0.0227
Plasmodium falciparum	thioredoxin reductase	0.0076	0.4854	1
Wolbachia endosymbiont of Brugia malayi	dihydrolipoamide dehydrogenase E3 component	0.0026	0.091	0.5
Echinococcus multilocularis	lipoxygenase domain containing protein	0.0024	0.0688	0.0471
Loa Loa (eye worm)	hypothetical protein	0.0094	0.6296	0.924
Brugia malayi	alpha keto acid dehydrogenase complex, E3 component, lipoamide dehydrogenase	0.0019	0.0355	0.0521
Plasmodium falciparum	glutathione reductase	0.0076	0.4854	1
Loa Loa (eye worm)	hypothetical protein	0.0094	0.6296	0.924
Onchocerca volvulus	Peroxidase homolog	0.0094	0.6296	0.961
Onchocerca volvulus		0.0094	0.6296	0.961
Loa Loa (eye worm)	hypothetical protein	0.0094	0.6296	0.924
Onchocerca volvulus		0.0094	0.6296	0.961
Onchocerca volvulus	Peroxidasin homolog	0.0097	0.6523	1

Activities

Activity type	Activity value	Assay description	Source	Reference
Efficacy (functional)	= 23 %	% Efficacy of the compound in eosinophils at 30 mg/kg of oral dosing in an inhaled allergen-induced cell influx in mice.	ChEMBL.	11585452
Efficacy (functional)	= 23 %	% Efficacy of the compound in eosinophils at 30 mg/kg of oral dosing in an inhaled allergen-induced cell influx in mice.	ChEMBL.	11585452
Efficacy (functional)	= 45 %	% Efficacy of the compound in neutrophils at 30 mg/kg of oral dosing in an inhaled allergen-induced cell influx in mice.	ChEMBL.	11585452
Efficacy (functional)	= 45 %	% Efficacy of the compound in neutrophils at 30 mg/kg of oral dosing in an inhaled allergen-induced cell influx in mice.	ChEMBL.	11585452
Efficacy (functional)	= 119 number ul-1	Efficacy of the compound in lavage cells at 30 mg/kg of oral dosing in an inhaled allergen-induced cell influx in mice.	ChEMBL.	11585452
Efficacy (functional)	= 119 number ul-1	Efficacy of the compound in lavage cells at 30 mg/kg of oral dosing in an inhaled allergen-induced cell influx in mice.	ChEMBL.	11585452
Efficacy (functional)	= 1.95 ug ml-1	Efficacy of the compound in lBAL sICAM-1 at 30 mg/kg of oral dosing in an inhaled allergen-induced cell influx in mice.	ChEMBL.	11585452
Efficacy (functional)	= 1.95 ug ml-1	Efficacy of the compound in lBAL sICAM-1 at 30 mg/kg of oral dosing in an inhaled allergen-induced cell influx in mice.	ChEMBL.	11585452
Efficacy (functional)	= 19.1 ug ml-1	Efficacy of the compound in serum sICAM-1 at 30 mg/kg of oral dosing in an inhaled allergen-induced cell influx in mice.	ChEMBL.	11585452
Efficacy (functional)	= 19.1 ug ml-1	Efficacy of the compound in serum sICAM-1 at 30 mg/kg of oral dosing in an inhaled allergen-induced cell influx in mice.	ChEMBL.	11585452
IC50 (binding)	= 75 nM	Inhibition of intercellular adhesion molecule-1 (ICAM1) in human endothelial cells	ChEMBL.	11585452
IC50 (binding)	= 75 nM	Inhibition of intercellular adhesion molecule-1 (ICAM1) in human endothelial cells	ChEMBL.	11585452
IC50 (binding)	= 120 nM	Inhibition of selectin E in human endothelial cells	ChEMBL.	11585452
IC50 (binding)	= 120 nM	Inhibition of selectin E in human endothelial cells	ChEMBL.	11585452
IC50 (binding)	> 1000 nM	Inhibition of VCAM-1 in human endothelial cells	ChEMBL.	11585452
IC50 (binding)	> 1000 nM	Inhibition of VCAM-1 in human endothelial cells	ChEMBL.	11585452
IC50 (ADMET)	> 100 uM	Toxicity of the compound was tested in HUVEC cell lysates.	ChEMBL.	11585452

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: CHEMBL119886
PubChem: 9952465

Bibliographic References

1 literature reference was collected for this gene.

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Detailed information for compound 205504