Detailed information for compound 203508

Basic information

Technical information
  • TDR Targets ID: 203508
  • Name: 4-[4-[1-(hydroxymethyl)cyclopropyl]phenoxy]-N -methylthieno[2,3-c]pyridine-2-carboxamide
  • MW: 354.423 | Formula: C19H18N2O3S
  • H donors: 2 H acceptors: 3 LogP: 2.88 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: CNC(=O)c1sc2c(c1)c(cnc2)Oc1ccc(cc1)C1(CO)CC1
  • InChi: 1S/C19H18N2O3S/c1-20-18(23)16-8-14-15(9-21-10-17(14)25-16)24-13-4-2-12(3-5-13)19(11-22)6-7-19/h2-5,8-10,22H,6-7,11H2,1H3,(H,20,23)
  • InChiKey: ORLGNFCLIXMMAV-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-[4-[1-(hydroxymethyl)cyclopropyl]phenoxy]-N-methyl-thieno[2,3-c]pyridine-2-carboxamide
  • 4-[4-[1-(hydroxymethyl)cyclopropyl]phenoxy]-N-methyl-2-thieno[2,3-c]pyridinecarboxamide
  • N-methyl-4-[4-(1-methylolcyclopropyl)phenoxy]thieno[2,3-c]pyridine-2-carboxamide
  • 4-[4-[1-(hydroxymethyl)cyclopropyl]phenoxy]-N-methylthieno[5,4-c]pyridine-2-carboxamide
  • 4-[4-[1-(hydroxymethyl)cyclopropyl]phenoxy]-N-methyl-thieno[5,4-c]pyridine-2-carboxamide
  • 4-[4-[1-(hydroxymethyl)cyclopropyl]phenoxy]-N-methyl-2-thieno[5,4-c]pyridinecarboxamide
  • N-methyl-4-[4-(1-methylolcyclopropyl)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
Trypanosoma cruzi trypanothione reductase, putative Curated by TDR Targets 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
Babesia bovis thiodoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi 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
Neospora caninum Glutathione reductase, related 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
Loa Loa (eye worm) glutathione 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 yoelii thioredoxin 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
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
Trypanosoma cruzi 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
Trypanosoma brucei 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
Plasmodium berghei thioredoxin reductase, 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
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr Get druggable targets OG5_126785 All targets in OG5_126785
Toxoplasma gondii thioredoxin 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
Echinococcus granulosus thioredoxin 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
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
Trypanosoma brucei gambiense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania braziliensis trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Cryptosporidium hominis thioredoxin 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
Plasmodium knowlesi thioredoxin 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
Leishmania donovani 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
Plasmodium berghei glutathione 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
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
Brugia malayi Immunoglobulin I-set domain containing protein 0.0015 0.0045 0.0045
Echinococcus multilocularis uncharacterized sodium dependent transporter 0.0029 0.0935 0.0935
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.0029 0.0935 0.0935
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast 0.0026 0.0788 0.1966
Giardia lamblia NADH oxidase lateral transfer candidate 0.0026 0.0788 0.5
Onchocerca volvulus 0.0029 0.0935 0.0935
Echinococcus granulosus serotonin transporter 0.0169 1 1
Echinococcus granulosus roundabout 2 0.0018 0.0231 0.0231
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0026 0.0788 0.5
Onchocerca volvulus 0.0029 0.0935 0.0935
Plasmodium vivax glutathione reductase, putative 0.0076 0.4007 1
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.0029 0.0935 0.2333
Loa Loa (eye worm) hypothetical protein 0.0029 0.0935 0.0935
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0015 0.0045 0.0045
Loa Loa (eye worm) hypothetical protein 0.0018 0.0231 0.0231
Echinococcus multilocularis sodium dependent neurotransmitter transporter 0.0029 0.0935 0.0935
Echinococcus granulosus sodium and chloride dependent glycine 0.0029 0.0935 0.0935
Brugia malayi Thioredoxin reductase 0.0076 0.4007 0.4007
Brugia malayi alpha keto acid dehydrogenase complex, E3 component, lipoamide dehydrogenase 0.0019 0.0335 0.0335
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0026 0.0788 0.0788
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0029 0.0935 0.0935
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0026 0.0788 0.0788
Schistosoma mansoni sodium/chloride dependent transporter 0.0169 1 1
Schistosoma mansoni cell adhesion molecule 0.0015 0.0045 0.0045
Plasmodium falciparum glutathione reductase 0.0026 0.0788 0.1966
Echinococcus granulosus sodium and chloride dependent glycine 0.0029 0.0935 0.0935
Echinococcus granulosus sodium:chloride dependent neurotransmitter 0.0029 0.0935 0.0935
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0029 0.0935 0.0935
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0029 0.0935 0.0935
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0029 0.0935 0.0935
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0026 0.0788 0.5
Plasmodium falciparum amino acid transporter, putative 0.0029 0.0935 0.2333
Brugia malayi GCC2 and GCC3 family protein 0.0022 0.0498 0.0498
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative 0.0026 0.0788 0.1966
Loa Loa (eye worm) hypothetical protein 0.0029 0.0935 0.0935
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0029 0.0935 0.0935
Plasmodium falciparum transporter, putative 0.0029 0.0935 0.2333
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase, dimerisation domain containing protein 0.0019 0.0335 0.0335
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0026 0.0788 0.5
Brugia malayi Sodium:neurotransmitter symporter family protein 1, putative 0.0029 0.0935 0.0935
Loa Loa (eye worm) thioredoxin reductase 0.0076 0.4007 0.4007
Loa Loa (eye worm) hypothetical protein 0.0029 0.0935 0.0935
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.0029 0.0935 0.0935
Loa Loa (eye worm) hypothetical protein 0.0169 1 1
Echinococcus multilocularis serotonin transporter 0.0169 1 1
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative 0.0026 0.0788 0.1966
Echinococcus granulosus uncharacterized sodium dependent transporter 0.0029 0.0935 0.0935
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.0026 0.0788 0.1966
Trypanosoma brucei trypanothione reductase 0.0076 0.4007 1
Loa Loa (eye worm) hypothetical protein 0.0016 0.0103 0.0103
Loa Loa (eye worm) hypothetical protein 0.0029 0.0935 0.0935
Plasmodium vivax thioredoxin reductase, putative 0.0076 0.4007 1
Echinococcus granulosus thioredoxin glutathione reductase 0.0076 0.4007 0.4007
Toxoplasma gondii hypothetical protein 0.0029 0.0935 0.2333
Echinococcus multilocularis sodium and chloride dependent glycine 0.0029 0.0935 0.0935
Plasmodium vivax hypothetical protein, conserved 0.0029 0.0935 0.2333
Loa Loa (eye worm) hypothetical protein 0.0018 0.0231 0.0231
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0026 0.0788 0.0788
Schistosoma mansoni sodium/chloride dependent transporter 0.0029 0.0935 0.0935
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0029 0.0935 0.0935
Treponema pallidum sodium- and chloride- dependent transporter 0.0169 1 1
Loa Loa (eye worm) serotonin transporter b 0.0169 1 1
Schistosoma mansoni sodium-dependent amino acid transporter 0.0029 0.0935 0.0935
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0029 0.0935 0.0935
Loa Loa (eye worm) hypothetical protein 0.0029 0.0935 0.0935
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0169 1 1
Onchocerca volvulus 0.0029 0.0935 0.0935
Loa Loa (eye worm) hypothetical protein 0.0169 1 1
Plasmodium falciparum thioredoxin reductase 0.0076 0.4007 1
Echinococcus multilocularis sodium and chloride dependent glycine 0.0029 0.0935 0.0935
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.0015 0.0045 0.0045
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0026 0.0788 0.5
Brugia malayi glutathione reductase 0.0076 0.4007 0.4007
Trypanosoma cruzi trypanothione reductase, putative 0.0076 0.4007 1
Schistosoma mansoni sodium/chloride dependent transporter 0.0029 0.0935 0.0935
Toxoplasma gondii hypothetical protein 0.0029 0.0935 0.2333
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0026 0.0788 0.5
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0026 0.0788 0.5
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.0029 0.0935 0.2333
Loa Loa (eye worm) hypothetical protein 0.0029 0.0935 0.0935
Echinococcus granulosus sodium dependent neurotransmitter transporter 0.0029 0.0935 0.0935
Loa Loa (eye worm) hypothetical protein 0.0015 0.0045 0.0045
Brugia malayi hypothetical protein 0.0029 0.0935 0.0935
Plasmodium falciparum thioredoxin reductase 0.0026 0.0788 0.1966
Trichomonas vaginalis mercuric reductase, putative 0.0026 0.0788 0.5
Echinococcus multilocularis sodium:chloride dependent neurotransmitter 0.0029 0.0935 0.0935
Toxoplasma gondii thioredoxin reductase 0.0076 0.4007 1
Loa Loa (eye worm) hypothetical protein 0.0022 0.0498 0.0498
Plasmodium falciparum glutathione reductase 0.0076 0.4007 1
Trichomonas vaginalis glutathione reductase, putative 0.0026 0.0788 0.5
Chlamydia trachomatis Ssodium-dependent amino acid transporter 0.0029 0.0935 1
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0026 0.0788 0.0788
Echinococcus multilocularis thioredoxin glutathione reductase 0.0076 0.4007 0.4007
Plasmodium vivax amine transporter, putative 0.0029 0.0935 0.2333
Leishmania major trypanothione reductase 0.0076 0.4007 1
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0029 0.0935 0.0935
Loa Loa (eye worm) hypothetical protein 0.0169 1 1
Loa Loa (eye worm) glutathione reductase 0.0076 0.4007 0.4007
Echinococcus multilocularis roundabout 2 0.0018 0.0231 0.0231
Onchocerca volvulus 0.0169 1 1
Echinococcus granulosus uncharacterized sodium dependent transporter 0.0029 0.0935 0.0935
Loa Loa (eye worm) solute carrier family 6 member 4 0.0169 1 1
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.0029 0.0935 0.2333
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0076 0.4007 1
Loa Loa (eye worm) norepinephrine transporter 0.0169 1 1
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0029 0.0935 0.0935
Toxoplasma gondii NADPH-glutathione reductase 0.0026 0.0788 0.1966
Loa Loa (eye worm) hypothetical protein 0.0029 0.0935 0.0935
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial 0.0026 0.0788 0.1966
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0029 0.0935 0.0935
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0029 0.0935 0.0935

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 31 nM Inhibition of selectin E in human endothelial cells ChEMBL. 11585452
IC50 (binding) = 31 nM Inhibition of selectin E in human endothelial cells ChEMBL. 11585452
IC50 (binding) = 46 nM Inhibition of intercellular adhesion molecule-1 (ICAM1) in human endothelial cells ChEMBL. 11585452
IC50 (binding) = 46 nM Inhibition of intercellular adhesion molecule-1 (ICAM1) in human endothelial cells ChEMBL. 11585452
IC50 (binding) = 74 nM Inhibition of VCAM-1 in human endothelial cells ChEMBL. 11585452
IC50 (binding) = 74 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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