Detailed information for compound 203108

Basic information

Technical information
  • TDR Targets ID: 203108
  • Name: 4-(3-chlorophenoxy)thieno[2,3-c]pyridine-2-ca rboxamide
  • MW: 304.751 | Formula: C14H9ClN2O2S
  • H donors: 1 H acceptors: 2 LogP: 3.24 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1cccc(c1)Oc1cncc2c1cc(s2)C(=O)N
  • InChi: 1S/C14H9ClN2O2S/c15-8-2-1-3-9(4-8)19-11-6-17-7-13-10(11)5-12(20-13)14(16)18/h1-7H,(H2,16,18)
  • InChiKey: LIVRSWZNTAGKAI-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-(3-chlorophenoxy)-2-thieno[2,3-c]pyridinecarboxamide
  • 4-(3-chlorophenoxy)thieno[5,4-c]pyridine-2-carboxamide
  • 4-(3-chlorophenoxy)-2-thieno[5,4-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 intercellular adhesion molecule 1 Starlite/ChEMBL References
Homo sapiens selectin E Starlite/ChEMBL References
Homo sapiens vascular cell adhesion molecule 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Toxoplasma gondii thioredoxin reductase 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
Loa Loa (eye worm) glutathione 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
Schistosoma japonicum ko:K00384 thioredoxin reductase (NADPH) [EC1.8.1.9], putative Get druggable targets OG5_126785 All targets in OG5_126785
Cryptosporidium hominis thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania braziliensis trypanothione reductase 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
Trypanosoma brucei gambiense trypanothione 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
Brugia malayi glutathione 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
Cryptosporidium parvum thioredoxin reductase 1 Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium yoelii thioredoxin 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
Leishmania donovani trypanothione 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
Plasmodium knowlesi glutathione 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
Echinococcus multilocularis thioredoxin glutathione 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
Babesia bovis thiodoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania major trypanothione reductase 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
Trypanosoma congolense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium yoelii glutathione reductase 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
Plasmodium knowlesi 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
Neospora caninum MGC84926 protein, related 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
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma brucei trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania infantum trypanothione reductase 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
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 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma brucei Aminopeptidase M1, putative 0.0077 0.0437 1
Leishmania major trypanothione reductase 0.0076 0.0434 0.9913
Plasmodium falciparum M1-family alanyl aminopeptidase, putative 0.0077 0.0437 1
Echinococcus multilocularis aminopeptidase N 0.0077 0.0437 0.0437
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0026 0.0085 0.5
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0077 0.0437 0.0437
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.0015 0.0005 0.0005
Leishmania major puromycin-sensitive aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1 0.0077 0.0437 1
Mycobacterium ulcerans aminopeptidase N PepN 0.0077 0.0437 1
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0026 0.0085 0.5
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.0077 0.0437 0.0437
Brugia malayi Peptidase family M1 containing protein 0.0077 0.0437 0.0962
Brugia malayi hypothetical protein 0.0663 0.4544 1
Brugia malayi TATA binding protein associated factor 0.0077 0.0437 0.0962
Trypanosoma cruzi trypanothione reductase, putative 0.0076 0.0434 0.9913
Trypanosoma brucei trypanothione reductase 0.0076 0.0434 0.9913
Toxoplasma gondii NADPH-glutathione reductase 0.0026 0.0085 0.1953
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0026 0.0085 0.0085
Toxoplasma gondii thioredoxin reductase 0.0076 0.0434 0.993
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative 0.0026 0.0085 0.1953
Brugia malayi Peptidase family M1 containing protein 0.0077 0.0437 0.0962
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0077 0.0437 0.0437
Trypanosoma brucei aminopeptidase, putative 0.0077 0.0437 1
Brugia malayi GCC2 and GCC3 family protein 0.0022 0.0054 0.0119
Treponema pallidum NADH oxidase 0.0026 0.0085 0.5
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0026 0.0085 0.0188
Brugia malayi alpha keto acid dehydrogenase complex, E3 component, lipoamide dehydrogenase 0.0019 0.0036 0.008
Echinococcus multilocularis leukotriene A 4 hydrolase 0.1441 1 1
Leishmania major aminopeptidase, putative,metallo-peptidase, Clan MA(E), Family M1 0.0077 0.0437 1
Loa Loa (eye worm) peptidase family M1 containing protein 0.0077 0.0437 0.0437
Trypanosoma cruzi aminopeptidase, putative 0.0077 0.0437 1
Plasmodium vivax M1-family alanyl aminopeptidase, putative 0.0077 0.0437 1
Echinococcus granulosus thioredoxin glutathione reductase 0.0076 0.0434 0.0434
Echinococcus multilocularis roundabout 2 0.0018 0.0025 0.0025
Leishmania major aminopeptidase, putative,metallo-peptidase, Clan MA(E), Family M1 0.0077 0.0437 1
Loa Loa (eye worm) TATA binding protein associated factor 0.0077 0.0437 0.0437
Loa Loa (eye worm) hypothetical protein 0.0077 0.0437 0.0437
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0015 0.0005 0.0005
Giardia lamblia NADH oxidase lateral transfer candidate 0.0026 0.0085 0.5
Loa Loa (eye worm) hypothetical protein 0.0015 0.0005 0.0005
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial 0.0026 0.0085 0.1953
Trypanosoma brucei metallo-peptidase, Clan MA(E) Family M1 0.0077 0.0437 1
Echinococcus multilocularis Peptidase M1, membrane alanine aminopeptidase, N terminal 0.0077 0.0437 0.0437
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase, dimerisation domain containing protein 0.0019 0.0036 0.008
Loa Loa (eye worm) aminopeptidase N 0.0077 0.0437 0.0437
Loa Loa (eye worm) hypothetical protein 0.0016 0.0011 0.0011
Plasmodium vivax glutathione reductase, putative 0.0076 0.0434 0.993
Schistosoma mansoni Tata binding protein associated factor (M01 family) 0.0077 0.0437 0.0437
Loa Loa (eye worm) hypothetical protein 0.0022 0.0054 0.0054
Toxoplasma gondii aminopeptidase n, putative 0.0077 0.0437 1
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0077 0.0437 0.0437
Plasmodium vivax thioredoxin reductase, putative 0.0076 0.0434 0.993
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast 0.0026 0.0085 0.1953
Leishmania major aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1 0.0077 0.0437 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0026 0.0085 0.5
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0026 0.0085 0.0085
Brugia malayi Immunoglobulin I-set domain containing protein 0.0015 0.0005 0.0011
Brugia malayi Peptidase family M1 containing protein 0.0077 0.0437 0.0962
Toxoplasma gondii aminopeptidase N protein 0.0077 0.0437 1
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0026 0.0085 0.5
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0077 0.0437 0.0437
Trypanosoma brucei Aminopeptidase M1, putative 0.0077 0.0437 1
Loa Loa (eye worm) leukotriene A4 hydrolase 0.1441 1 1
Trypanosoma cruzi metallo-peptidase, Clan MA(E) Family M1 0.0077 0.0437 1
Trypanosoma cruzi metallo-peptidase, clan MA(E), family M1, putative 0.0077 0.0437 1
Loa Loa (eye worm) glutathione reductase 0.0076 0.0434 0.0434
Trypanosoma cruzi metallo-peptidase, clan MA(E), family M1, putative 0.0077 0.0437 1
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0077 0.0437 0.0437
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.0026 0.0085 0.1953
Plasmodium falciparum thioredoxin reductase 0.0026 0.0085 0.1953
Trypanosoma cruzi puromycin-sensitive aminopeptidase-like protein, putative 0.0077 0.0437 1
Onchocerca volvulus 0.0077 0.0437 1
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0077 0.0437 1
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0077 0.0437 0.0437
Echinococcus granulosus aminopeptidase N 0.0077 0.0437 0.0437
Echinococcus granulosus roundabout 2 0.0018 0.0025 0.0025
Onchocerca volvulus 0.0077 0.0437 1
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0077 0.0437 0.0437
Echinococcus multilocularis thioredoxin glutathione reductase 0.0076 0.0434 0.0434
Loa Loa (eye worm) hypothetical protein 0.0018 0.0025 0.0025
Plasmodium falciparum glutathione reductase 0.0026 0.0085 0.1953
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0076 0.0434 1
Trypanosoma cruzi puromycin-sensitive aminopeptidase-like protein, putative 0.0077 0.0437 1
Loa Loa (eye worm) hypothetical protein 0.0077 0.0437 0.0437
Brugia malayi hypothetical protein 0.0077 0.0437 0.0962
Loa Loa (eye worm) thioredoxin reductase 0.0076 0.0434 0.0434
Plasmodium falciparum thioredoxin reductase 0.0076 0.0434 0.993
Schistosoma mansoni leukotriene A4 hydrolase (M01 family) 0.1441 1 1
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0077 0.0437 0.0437
Plasmodium falciparum glutathione reductase 0.0076 0.0434 0.993
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0077 0.0437 1
Loa Loa (eye worm) hypothetical protein 0.0018 0.0025 0.0025
Entamoeba histolytica aminopeptidase, putative 0.0077 0.0437 0.5
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative 0.0026 0.0085 0.1953
Toxoplasma gondii aminopeptidase N, putative 0.0077 0.0437 1
Schistosoma mansoni cytosol alanyl aminopeptidase (M01 family) 0.0077 0.0437 0.0437
Brugia malayi hypothetical protein 0.0077 0.0437 0.0962
Brugia malayi glutathione reductase 0.0076 0.0434 0.0955
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0026 0.0085 0.0085
Trypanosoma cruzi Aminopeptidase M1, putative 0.0077 0.0437 1
Trypanosoma cruzi aminopeptidase, putative 0.0077 0.0437 1
Plasmodium falciparum M1-family alanyl aminopeptidase 0.0077 0.0437 1
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0077 0.0437 0.0437
Schistosoma mansoni cell adhesion molecule 0.0015 0.0005 0.0005
Loa Loa (eye worm) hypothetical protein 0.0077 0.0437 0.0437
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0077 0.0437 0.0437
Plasmodium vivax M1-family alanyl aminopeptidase, putative 0.0077 0.0437 1
Onchocerca volvulus 0.0077 0.0437 1
Mycobacterium ulcerans aminopeptidase N PepN 0.0077 0.0437 1
Schistosoma mansoni aminopeptidase A (M01 family) 0.0077 0.0437 0.0437
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0077 0.0437 1
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0077 0.0437 0.0437
Brugia malayi Thioredoxin reductase 0.0076 0.0434 0.0955

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 770 nM Inhibition of intercellular adhesion molecule-1 (ICAM1) in human endothelial cells ChEMBL. 11585452
IC50 (binding) = 770 nM Inhibition of intercellular adhesion molecule-1 (ICAM1) in human endothelial cells ChEMBL. 11585452
IC50 (binding) = 800 nM Inhibition of selectin E in human endothelial cells ChEMBL. 11585452
IC50 (binding) = 800 nM Inhibition of selectin E in human endothelial cells ChEMBL. 11585452
IC50 (binding) = 850 nM Inhibition of VCAM-1 in human endothelial cells ChEMBL. 11585452
IC50 (binding) = 850 nM Inhibition of VCAM-1 in human endothelial cells 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

Bibliographic References

1 literature reference was collected for this gene.

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