Detailed information for compound 19544

Basic information

Technical information
  • TDR Targets ID: 19544
  • Name: N,N'-bis[3-[4-bromo-2-[3-(4-methylpiperazin-1 -yl)propanoylamino]phenyl]sulfanylphenyl]pent anediamide
  • MW: 994.899 | Formula: C45H54Br2N8O4S2
  • H donors: 4 H acceptors: 4 LogP: 5.64 Rotable bonds: 22
    Rule of 5 violations (Lipinski): 2
  • SMILES: CN1CCN(CC1)CCC(=O)Nc1cc(Br)ccc1Sc1cccc(c1)NC(=O)CCCC(=O)Nc1cccc(c1)Sc1ccc(cc1NC(=O)CCN1CCN(CC1)C)Br
  • InChi: 1S/C45H54Br2N8O4S2/c1-52-20-24-54(25-21-52)18-16-44(58)50-38-28-32(46)12-14-40(38)60-36-8-3-6-34(30-36)48-42(56)10-5-11-43(57)49-35-7-4-9-37(31-35)61-41-15-13-33(47)29-39(41)51-45(59)17-19-55-26-22-53(2)23-27-55/h3-4,6-9,12-15,28-31H,5,10-11,16-27H2,1-2H3,(H,48,56)(H,49,57)(H,50,58)(H,51,59)
  • InChiKey: PRHLZFLBXIHEDJ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N,N'-bis[3-[[4-bromo-2-[[3-(4-methyl-1-piperazinyl)-1-oxopropyl]amino]phenyl]thio]phenyl]pentanediamide
  • N,N'-bis[3-[[4-bromo-2-[3-(4-methylpiperazino)propanoylamino]phenyl]thio]phenyl]glutaramide
  • N,N'-bis[3-[[4-bromo-2-[3-(4-methylpiperazin-1-yl)propanoylamino]phenyl]thio]phenyl]glutaramide

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
Echinococcus granulosus thioredoxin 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
Plasmodium berghei thioredoxin reductase, 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
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
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 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
Cryptosporidium hominis 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
Neospora caninum Glutathione reductase, related Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania major 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
Brugia malayi glutathione 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
Leishmania braziliensis 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
Trypanosoma brucei trypanothione reductase 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
Loa Loa (eye worm) 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
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania mexicana trypanothione 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
Brugia malayi 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
Toxoplasma gondii thioredoxin 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
Theileria parva thioredoxin reductase, putative 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 cruzi 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
Plasmodium falciparum glutathione 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
Babesia bovis thiodoxin 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 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0107 1 0.5
Brugia malayi Nuclear hormone receptor-like 1 0.0107 1 1
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0107 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0107 1 1
Echinococcus multilocularis FTZ F1 alpha 0.0107 1 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0107 1 1
Loa Loa (eye worm) steroid hormone receptor 0.0107 1 1
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0107 1 1
Plasmodium vivax glutathione reductase, putative 0.0076 0.3895 0.5
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0107 1 1
Brugia malayi Steroid receptor seven-up type 2 0.0107 1 1
Loa Loa (eye worm) hypothetical protein 0.0107 1 1
Echinococcus granulosus ecdysone induced protein 78C 0.0107 1 1
Loa Loa (eye worm) hypothetical protein 0.0107 1 1
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0107 1 1
Brugia malayi nuclear hormone receptor 0.0107 1 1
Echinococcus granulosus FTZ F1 alpha 0.0107 1 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0107 1 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0107 1 1
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0107 1 1
Brugia malayi Thioredoxin reductase 0.0076 0.3895 0.3895
Schistosoma mansoni thyroid hormone receptor 0.0107 1 1
Schistosoma mansoni RAR-like nuclear receptor 0.0107 1 1
Loa Loa (eye worm) hypothetical protein 0.0107 1 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0107 1 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0107 1 1
Echinococcus multilocularis thioredoxin glutathione reductase 0.0076 0.3895 0.3895
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0107 1 1
Plasmodium falciparum glutathione reductase 0.0076 0.3895 0.5
Onchocerca volvulus Bile acid receptor homolog 0.0107 1 0.5
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0107 1 1
Plasmodium falciparum thioredoxin reductase 0.0076 0.3895 0.5
Brugia malayi glutathione reductase 0.0076 0.3895 0.3895
Echinococcus multilocularis thyroid hormone receptor alpha 0.0107 1 1
Schistosoma mansoni retinoic acid receptor RXR 0.0107 1 1
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0107 1 1
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0107 1 1
Trypanosoma cruzi trypanothione reductase, putative 0.0076 0.3895 0.5
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0107 1 1
Brugia malayi photoreceptor-specific nuclear receptor 0.0107 1 1
Plasmodium vivax thioredoxin reductase, putative 0.0076 0.3895 0.5
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0107 1 1
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0107 1 1
Echinococcus multilocularis ecdysone induced protein 78C 0.0107 1 1
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0107 1 1
Trypanosoma brucei trypanothione reductase 0.0076 0.3895 0.5
Schistosoma mansoni steroid hormone receptor ad4bp 0.0107 1 1
Brugia malayi nuclear receptor NHR-88 0.0107 1 1
Loa Loa (eye worm) hypothetical protein 0.0107 1 1
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0107 1 1
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0107 1 1
Onchocerca volvulus Protein ultraspiracle homolog 0.0107 1 0.5
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0107 1 1
Echinococcus granulosus thioredoxin glutathione reductase 0.0076 0.3895 0.3895
Schistosoma mansoni coup transcription factor 0.0107 1 1
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0107 1 1
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0107 1 1
Loa Loa (eye worm) hypothetical protein 0.0107 1 1
Loa Loa (eye worm) glutathione reductase 0.0076 0.3895 0.3895
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0107 1 1
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0107 1 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0107 1 1
Brugia malayi steroid hormone receptor 0.0107 1 1
Loa Loa (eye worm) hypothetical protein 0.0107 1 1
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0107 1 1
Schistosoma mansoni nuclear hormone receptor 0.0107 1 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0107 1 1
Schistosoma mansoni thyroid hormone receptor 0.0107 1 1
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0107 1 1
Leishmania major trypanothione reductase 0.0076 0.3895 0.5
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0076 0.3895 0.5
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0107 1 1
Toxoplasma gondii thioredoxin reductase 0.0076 0.3895 0.5
Loa Loa (eye worm) hypothetical protein 0.0107 1 1
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0107 1 1
Loa Loa (eye worm) thioredoxin reductase 0.0076 0.3895 0.3895
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0107 1 1
Loa Loa (eye worm) hypothetical protein 0.0107 1 1
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0107 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0107 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0107 1 1
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0107 1 1
Onchocerca volvulus 0.0107 1 0.5
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0107 1 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0107 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.55 uM Inhibition of trypanothione reductase from T. cruzi, in the presence 57 microM of trypanothione T(SH)2 ChEMBL. 9871730
IC50 (binding) = 0.55 uM Inhibition of trypanothione reductase from T. cruzi, in the presence 57 microM of trypanothione T(SH)2 ChEMBL. 9871730

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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