Detailed information for compound 205735

Basic information

Technical information
  • TDR Targets ID: 205735
  • Name: 4-[4-(2,3-dihydroxypropylcarbamoyl)phenoxy]th ieno[2,3-c]pyridine-2-carboxamide
  • MW: 387.41 | Formula: C18H17N3O5S
  • H donors: 4 H acceptors: 5 LogP: 0.58 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: OCC(CNC(=O)c1ccc(cc1)Oc1cncc2c1cc(s2)C(=O)N)O
  • InChi: 1S/C18H17N3O5S/c19-17(24)15-5-13-14(7-20-8-16(13)27-15)26-12-3-1-10(2-4-12)18(25)21-6-11(23)9-22/h1-5,7-8,11,22-23H,6,9H2,(H2,19,24)(H,21,25)
  • InChiKey: CHMGXWSYAHYYLD-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-[4-[(2,3-dihydroxypropylamino)-oxomethyl]phenoxy]-2-thieno[2,3-c]pyridinecarboxamide
  • 4-[4-(glycerylcarbamoyl)phenoxy]thieno[2,3-c]pyridine-2-carboxamide
  • 4-[4-(2,3-dihydroxypropylcarbamoyl)phenoxy]thieno[5,4-c]pyridine-2-carboxamide
  • 4-[4-[(2,3-dihydroxypropylamino)-oxomethyl]phenoxy]-2-thieno[5,4-c]pyridinecarboxamide
  • 4-[4-(glycerylcarbamoyl)phenoxy]thieno[5,4-c]pyridine-2-carboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
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
Trypanosoma cruzi trypanothione reductase, putative Curated by TDR Targets References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
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
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
Toxoplasma gondii 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
Plasmodium falciparum glutathione 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
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
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
Plasmodium berghei glutathione 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
Leishmania braziliensis trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium yoelii thioredoxin reductase 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
Loa Loa (eye worm) 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 knowlesi thioredoxin reductase, putative 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 infantum 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
Leishmania major trypanothione 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 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
Schistosoma japonicum ko:K00384 thioredoxin reductase (NADPH) [EC1.8.1.9], putative 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
Brugia malayi 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
Leishmania mexicana 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
Plasmodium berghei 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
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast trypanothione reductase, putative 492 aa 548 aa 21.5 %
Echinococcus granulosus c4b binding protein beta chain selectin E 610 aa 551 aa 22.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) glutathione reductase 0.0076 1 1
Echinococcus granulosus C type lectin domian containing protein 0.0014 0.0016 0.0016
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0026 0.1979 0.1979
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast 0.0026 0.1979 0.1966
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.0015 0.0128 0.0128
Trichomonas vaginalis mercuric reductase, putative 0.0026 0.1979 0.5
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase, dimerisation domain containing protein 0.0019 0.085 0.0836
Loa Loa (eye worm) thioredoxin reductase 0.0076 1 1
Trichomonas vaginalis glutathione reductase, putative 0.0026 0.1979 0.5
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0026 0.1979 0.5
Echinococcus granulosus c4b binding protein beta chain 0.0014 0.0016 0.0016
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0026 0.1979 0.5
Onchocerca volvulus 0.0014 0.0016 0.5
Onchocerca volvulus 0.0014 0.0016 0.5
Echinococcus granulosus roundabout 2 0.0018 0.0591 0.0591
Trypanosoma brucei trypanothione reductase 0.0076 1 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0026 0.1979 0.5
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0026 0.1979 0.5
Toxoplasma gondii NADPH-glutathione reductase 0.0026 0.1979 0.1966
Treponema pallidum NADH oxidase 0.0026 0.1979 0.5
Loa Loa (eye worm) hypothetical protein 0.0022 0.1256 0.1242
Echinococcus multilocularis roundabout 2 0.0018 0.0591 0.0591
Trypanosoma cruzi trypanothione reductase, putative 0.0076 1 1
Giardia lamblia NADH oxidase lateral transfer candidate 0.0026 0.1979 0.5
Echinococcus multilocularis c4b binding protein beta chain 0.0014 0.0016 0.0016
Brugia malayi GCC2 and GCC3 family protein 0.0022 0.1256 0.1242
Loa Loa (eye worm) hypothetical protein 0.0018 0.0591 0.0575
Onchocerca volvulus 0.0014 0.0016 0.5
Plasmodium falciparum thioredoxin reductase 0.0026 0.1979 0.1966
Echinococcus granulosus thioredoxin glutathione reductase 0.0076 1 1
Toxoplasma gondii thioredoxin reductase 0.0076 1 1
Plasmodium vivax thioredoxin reductase, putative 0.0076 1 1
Onchocerca volvulus 0.0014 0.0016 0.5
Brugia malayi Immunoglobulin I-set domain containing protein 0.0015 0.0128 0.0112
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0026 0.1979 0.5
Onchocerca volvulus 0.0014 0.0016 0.5
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative 0.0026 0.1979 0.1966
Plasmodium falciparum glutathione reductase 0.0076 1 1
Brugia malayi Thioredoxin reductase 0.0076 1 1
Loa Loa (eye worm) hypothetical protein 0.0015 0.0128 0.0112
Brugia malayi alpha keto acid dehydrogenase complex, E3 component, lipoamide dehydrogenase 0.0019 0.085 0.0836
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0026 0.1979 0.1979
Onchocerca volvulus 0.0014 0.0016 0.5
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0026 0.1979 0.5
Leishmania major trypanothione reductase 0.0076 1 1
Onchocerca volvulus 0.0014 0.0016 0.5
Echinococcus multilocularis C type lectin domian containing protein 0.0014 0.0016 0.0016
Loa Loa (eye worm) hypothetical protein 0.0016 0.0273 0.0257
Onchocerca volvulus 0.0014 0.0016 0.5
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0026 0.1979 0.1966
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0076 1 1
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.0026 0.1979 0.1966
Schistosoma mansoni c4b-binding protein beta chain 0.0014 0.0016 0.0016
Onchocerca volvulus 0.0014 0.0016 0.5
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0015 0.0128 0.0112
Schistosoma mansoni cell adhesion molecule 0.0015 0.0128 0.0128
Plasmodium falciparum thioredoxin reductase 0.0076 1 1
Loa Loa (eye worm) hypothetical protein 0.0018 0.0591 0.0575
Plasmodium falciparum glutathione reductase 0.0026 0.1979 0.1966
Onchocerca volvulus 0.0014 0.0016 0.5
Plasmodium vivax glutathione reductase, putative 0.0076 1 1
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0026 0.1979 0.1979
Echinococcus multilocularis thioredoxin glutathione reductase 0.0076 1 1
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial 0.0026 0.1979 0.1966
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0026 0.1979 0.5
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative 0.0026 0.1979 0.1966

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) > 1000 nM Inhibition of selectin E in human endothelial cells ChEMBL. 11585452
IC50 (binding) > 1000 nM Inhibition of intercellular adhesion molecule-1 (ICAM1) 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 selectin E in human endothelial cells ChEMBL. 11585452
IC50 (binding) > 1000 nM Inhibition of intercellular adhesion molecule-1 (ICAM1) in human endothelial cells ChEMBL. 11585452
IC50 (binding) > 1000 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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