Detailed information for compound 176643

Basic information

Technical information
  • TDR Targets ID: 176643
  • Name: [2-(4-chloro-3-methylphenyl)-2-oxoethyl]-[3-( 2-chlorophenothiazin-10-yl)propyl]-dimethylaz anium
  • MW: 486.476 | Formula: C26H27Cl2N2OS+
  • H donors: 0 H acceptors: 1 LogP: 7.19 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccc2c(c1)N(CCC[N+](CC(=O)c1ccc(c(c1)C)Cl)(C)C)c1c(S2)cccc1
  • InChi: 1S/C26H27Cl2N2OS/c1-18-15-19(9-11-21(18)28)24(31)17-30(2,3)14-6-13-29-22-7-4-5-8-25(22)32-26-12-10-20(27)16-23(26)29/h4-5,7-12,15-16H,6,13-14,17H2,1-3H3/q+1
  • InChiKey: SWWZIOLAAJNULB-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • [2-(4-chloro-3-methyl-phenyl)-2-oxo-ethyl]-[3-(2-chlorophenothiazin-10-yl)propyl]-dimethyl-ammonium
  • [2-(4-chloro-3-methylphenyl)-2-oxoethyl]-[3-(2-chloro-10-phenothiazinyl)propyl]-dimethylammonium
  • [2-(4-chloro-3-methyl-phenyl)-2-oxo-ethyl]-[3-(2-chlorophenothiazin-10-yl)propyl]-dimethyl-azanium
  • [2-(4-chloro-3-methyl-phenyl)-2-keto-ethyl]-[3-(2-chlorophenothiazin-10-yl)propyl]-dimethyl-ammonium

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Trypanosoma cruzi trypanothione reductase, putative 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
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
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 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 falciparum 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
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) 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
Schistosoma japonicum ko:K00384 thioredoxin reductase (NADPH) [EC1.8.1.9], putative 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 glutathione reductase, putative 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 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
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
Theileria parva thioredoxin 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) 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
Plasmodium falciparum 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
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
Mycobacterium leprae PROBABLE 3-ISOPROPYLMALATE DEHYDROGENASE LEUB (BETA-IPM DEHYDROGENASE) (IMDH) (3-IPM-DH) 0.0027 0.0028 1
Brugia malayi glutathione reductase 0.0076 0.2548 0.2548
Toxoplasma gondii thioredoxin reductase 0.0076 0.2548 0.2548
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0222 1 1
Plasmodium vivax glutathione reductase, putative 0.0076 0.2548 0.2548
Plasmodium vivax isocitrate dehydrogenase [NADP], mitochondrial, putative 0.0222 1 1
Treponema pallidum NADH oxidase 0.0026 0 0.5
Brugia malayi isocitrate dehydrogenase [NAD] subunit alpha, mitochondrial 0.0027 0.0028 0.0028
Loa Loa (eye worm) thioredoxin reductase 0.0076 0.2548 0.2527
Loa Loa (eye worm) glutathione reductase 0.0076 0.2548 0.2527
Echinococcus granulosus isocitrate dehydrogenase NAD subunit 0.0027 0.0028 0.0028
Leishmania major trypanothione reductase 0.0076 0.2548 0.2548
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0026 0 0.5
Schistosoma mansoni Isocitrate dehydrogenase [NAD] subunit gamma mitochondrial 0.0027 0.0028 0.0028
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0222 1 1
Loa Loa (eye worm) isocitrate dehydrogenase 0.0222 1 1
Brugia malayi Probable isocitrate dehydrogenase 0.0027 0.0028 0.0028
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0222 1 1
Mycobacterium tuberculosis Probable isocitrate dehydrogenase [NADP] Icd1 (oxalosuccinate decarboxylase) (IDH) (NADP+-specific ICDH) (IDP) 0.0222 1 1
Trypanosoma cruzi isocitrate dehydrogenase, putative 0.0222 1 1
Echinococcus granulosus isocitrate dehydrogenase NAD 0.0027 0.0028 0.0028
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0222 1 1
Trypanosoma cruzi trypanothione reductase, putative 0.0076 0.2548 0.2548
Schistosoma mansoni isocitrate dehydrogenase 0.0027 0.0028 0.0028
Brugia malayi Isocitrate dehydrogenase 0.0222 1 1
Plasmodium falciparum thioredoxin reductase 0.0076 0.2548 0.2548
Toxoplasma gondii isocitrate dehydrogenase 0.0222 1 1
Brugia malayi Thioredoxin reductase 0.0076 0.2548 0.2548
Plasmodium vivax thioredoxin reductase, putative 0.0076 0.2548 0.2548
Echinococcus multilocularis thioredoxin glutathione reductase 0.0076 0.2548 0.2548
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0076 0.2548 0.2548
Echinococcus multilocularis isocitrate dehydrogenase (NAD+) 0.0027 0.0028 0.0028
Leishmania major isocitrate dehydrogenase, putative 0.0027 0.0028 0.0028
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.0222 1 1
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0222 1 1
Entamoeba histolytica tartrate dehydrogenase, putative 0.0027 0.0028 0.5
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.0222 1 1
Plasmodium falciparum glutathione reductase 0.0076 0.2548 0.2548
Trypanosoma brucei trypanothione reductase 0.0076 0.2548 0.2548
Brugia malayi Isocitrate dehydrogenase subunit gamma, mitochondrial precursor 0.0027 0.0028 0.0028
Brugia malayi Probable isocitrate dehydrogenase 0.0027 0.0028 0.0028
Trichomonas vaginalis isocitrate dehydrogenase, putative 0.0027 0.0028 1
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0222 1 1
Echinococcus multilocularis isocitrate dehydrogenase 0.0222 1 1
Wolbachia endosymbiont of Brugia malayi isocitrate dehydrogenase 0.0027 0.0028 1
Echinococcus granulosus thioredoxin glutathione reductase 0.0076 0.2548 0.2548
Mycobacterium tuberculosis Probable 3-isopropylmalate dehydrogenase LeuB (beta-IPM dehydrogenase) (IMDH) (3-IPM-DH) 0.0027 0.0028 0.0028
Schistosoma mansoni unc-13 (munc13) 0.0027 0.0028 0.0028
Mycobacterium ulcerans 3-isopropylmalate dehydrogenase 0.0027 0.0028 1
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0222 1 1
Toxoplasma gondii isocitrate dehydrogenase 0.0222 1 1
Trypanosoma brucei isocitrate dehydrogenase, putative 0.0222 1 1
Brugia malayi isocitrate dehydrogenase [NAD] subunit beta, mitochondrial 0.0027 0.0028 0.0028
Giardia lamblia NADH oxidase lateral transfer candidate 0.0026 0 0.5
Echinococcus multilocularis isocitrate dehydrogenase (NAD) subunit 0.0027 0.0028 0.0028
Plasmodium falciparum isocitrate dehydrogenase [NADP], mitochondrial 0.0222 1 1

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) = 0.159 ug ml-1 Antiparasitic activity against T. brucei ChEMBL. 10956223
ED50 (functional) = 0.159 ug ml-1 Antiparasitic activity against T. brucei ChEMBL. 10956223
ED50 (functional) = 0.28 uM Antiparasitic activity against T. brucei ChEMBL. 10956223
ED50 (functional) = 0.28 uM Antiparasitic activity against T. brucei ChEMBL. 10956223
IC50 (binding) = 8.6 uM Inhibitory activity against T. cruzi trypanothione reductase ChEMBL. 10956223
IC50 (binding) = 8.6 uM Inhibitory activity against T. cruzi trypanothione reductase ChEMBL. 10956223
Ki (binding) = 1.43 uM Inhibitory activity against T. cruzi trypanothione reductase ChEMBL. 10956223
Ki (binding) = 1.43 uM Inhibitory activity against T. cruzi trypanothione reductase ChEMBL. 10956223

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.