Detailed information for compound 826487

Basic information

Technical information
  • TDR Targets ID: 826487
  • Name: 1-[(4-chlorophenyl)methyl]-5,6-dimethylbenzim idazole
  • MW: 270.757 | Formula: C16H15ClN2
  • H donors: 0 H acceptors: 1 LogP: 4.39 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccc(cc1)Cn1cnc2c1cc(C)c(c2)C
  • InChi: 1S/C16H15ClN2/c1-11-7-15-16(8-12(11)2)19(10-18-15)9-13-3-5-14(17)6-4-13/h3-8,10H,9H2,1-2H3
  • InChiKey: AGMQHEBJQCVRFK-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-[(4-chlorophenyl)methyl]-5,6-dimethyl-benzimidazole
  • 1-(4-chlorobenzyl)-5,6-dimethyl-benzimidazole
  • ZINC00049456
  • AG-205/36981057
  • ST008177

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Toxoplasma gondii enoyl-acyl carrier reductase ENR Starlite/ChEMBL References
Homo sapiens potassium voltage-gated channel, subfamily H (eag-related), member 2 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Plasmodium knowlesi enoyl-acyl carrier reductase, putative Get druggable targets OG5_130466 All targets in OG5_130466
Plasmodium yoelii enoyl-acyl carrier reductase Get druggable targets OG5_130466 All targets in OG5_130466
Schistosoma japonicum ko:K04910 potassium voltage-gated channel, Eag-related subfamily H, member 7, putative Get druggable targets OG5_128858 All targets in OG5_128858
Trichomonas vaginalis voltage and ligand gated potassium channel, putative Get druggable targets OG5_128858 All targets in OG5_128858
Mycobacterium tuberculosis NADH-dependent enoyl-[acyl-carrier-protein] reductase InhA (NADH-dependent enoyl-ACP reductase) Get druggable targets OG5_130466 All targets in OG5_130466
Schistosoma mansoni voltage-gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
Echinococcus granulosus potassium voltage gated channel subfamily H Get druggable targets OG5_128858 All targets in OG5_128858
Mycobacterium ulcerans enoyl-(acyl carrier protein) reductase Get druggable targets OG5_130466 All targets in OG5_130466
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog Get druggable targets OG5_128858 All targets in OG5_128858
Schistosoma japonicum Potassium voltage-gated channel subfamily H member 2, putative Get druggable targets OG5_128858 All targets in OG5_128858
Toxoplasma gondii enoyl-acyl carrier reductase ENR Get druggable targets OG5_130466 All targets in OG5_130466
Mycobacterium leprae NADH-DEPENDENT ENOYL-[ACYL-CARRIER-PROTEIN] REDUCTASE INHA (NADH-DEPENDENT ENOYL-ACP REDUCTASE) Get druggable targets OG5_130466 All targets in OG5_130466
Trichomonas vaginalis hypothetical protein Get druggable targets OG5_130466 All targets in OG5_130466
Schistosoma mansoni voltage-gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
Plasmodium berghei enoyl-acyl carrier reductase Get druggable targets OG5_130466 All targets in OG5_130466
Schistosoma japonicum ko:K04910 potassium voltage-gated channel, Eag-related subfamily H, member 7, putative Get druggable targets OG5_128858 All targets in OG5_128858
Loa Loa (eye worm) voltage and ligand gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
Trichomonas vaginalis voltage and ligand gated potassium channel, putative Get druggable targets OG5_128858 All targets in OG5_128858
Plasmodium falciparum enoyl-acyl carrier reductase Get druggable targets OG5_130466 All targets in OG5_130466
Wolbachia endosymbiont of Brugia malayi enoyl-ACP reductase Get druggable targets OG5_130466 All targets in OG5_130466
Neospora caninum enoyl-acyl carrier reductase, putative Get druggable targets OG5_130466 All targets in OG5_130466
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128858 All targets in OG5_128858
Echinococcus multilocularis potassium voltage gated channel subfamily H Get druggable targets OG5_128858 All targets in OG5_128858
Plasmodium vivax enoyl-acyl carrier protein reductase Get druggable targets OG5_130466 All targets in OG5_130466
Chlamydia trachomatis enoyl-acyl-carrier protein reductase Get druggable targets OG5_130466 All targets in OG5_130466
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0013 0.0191 0.1145
Loa Loa (eye worm) retinol dehydrogenase 12 0.0015 0.0294 0.1769
Onchocerca volvulus 0.0015 0.0294 0.5
Trypanosoma brucei pteridine reductase 1 0.0015 0.0294 0.5
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0045 0.1665 1
Echinococcus multilocularis voltage gated potassium channel 0.0013 0.0191 0.1145
Trypanosoma cruzi beta-ketoacyl-ACP reductase 0.0015 0.0294 0.5
Mycobacterium ulcerans enoyl-(acyl carrier protein) reductase 0.0223 1 1
Entamoeba histolytica 3-oxoacyl-(acyl-carrier protein) reductase, putative 0.0015 0.0294 0.5
Trichomonas vaginalis hypothetical protein 0.0223 1 1
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.0045 0.1665 1
Leishmania major pteridine reductase 1 0.0015 0.0294 0.5
Toxoplasma gondii enoyl-acyl carrier reductase ENR 0.0223 1 1
Echinococcus granulosus voltage gated potassium channel 0.0013 0.0191 0.1145
Wolbachia endosymbiont of Brugia malayi enoyl-ACP reductase 0.0223 1 1
Schistosoma mansoni voltage-gated potassium channel 0.0013 0.0191 0.1028
Schistosoma mansoni voltage-gated potassium channel 0.0049 0.1855 1
Trypanosoma cruzi oxidoreductase-like protein, putative 0.0015 0.0294 0.5
Mycobacterium tuberculosis NADH-dependent enoyl-[acyl-carrier-protein] reductase InhA (NADH-dependent enoyl-ACP reductase) 0.0223 1 1
Schistosoma mansoni voltage-gated potassium channel 0.0013 0.0191 0.1028
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0042 0.1528 0.1528
Loa Loa (eye worm) hypothetical protein 0.0039 0.1391 0.8354
Leishmania major dehydrogenase/oxidoreductase-like protein 0.0015 0.0294 0.5
Brugia malayi oxidoreductase, short chain dehydrogenase/reductase family protein 0.0015 0.0294 0.1769
Leishmania major oxidoreductase-like protein 0.0015 0.0294 0.5
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0013 0.0191 0.1145
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0045 0.1665 1
Leishmania major 3-oxoacyl-ACP reductase, putative 0.0015 0.0294 0.5
Mycobacterium leprae NADH-DEPENDENT ENOYL-[ACYL-CARRIER-PROTEIN] REDUCTASE INHA (NADH-DEPENDENT ENOYL-ACP REDUCTASE) 0.0223 1 1
Trypanosoma brucei beta-ketoacyl-ACP reductase 0.0015 0.0294 0.5
Echinococcus multilocularis 3 oxoacyl acyl carrier protein reductase 0.0015 0.0294 0.1769
Loa Loa (eye worm) oxidoreductase 0.0015 0.0294 0.1769
Onchocerca volvulus 0.0015 0.0294 0.5
Loa Loa (eye worm) 3-hydroxyacyl-CoA dehydrogenase type II 0.0015 0.0294 0.1769
Loa Loa (eye worm) hypothetical protein 0.0013 0.0191 0.1145
Trypanosoma cruzi beta-ketoacyl-ACP reductase 0.0015 0.0294 0.5
Schistosoma mansoni 3-oxoacyl-[ACP] reductase 0.0015 0.0294 0.1587
Schistosoma mansoni dihydropteridine reductase 0.0015 0.0294 0.1587
Brugia malayi Voltage-gated potassium channel, EAG (KCNH1)-related. C. elegans egl-2 ortholog 0.0013 0.0191 0.1145
Loa Loa (eye worm) hypothetical protein 0.0015 0.0294 0.1769
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0042 0.1528 0.1528
Trypanosoma brucei oxidoreductase-like protein 0.0015 0.0294 0.5
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.0045 0.1665 1
Plasmodium falciparum enoyl-acyl carrier reductase 0.0223 1 1
Leishmania major dehydrogenase/oxidoreductase-like protein 0.0015 0.0294 0.5
Plasmodium vivax enoyl-acyl carrier protein reductase 0.0223 1 1
Schistosoma mansoni voltage-gated potassium channel 0.0049 0.1855 1
Brugia malayi oxidoreductase, short chain dehydrogenase/reductase family protein 0.0015 0.0294 0.1769
Echinococcus granulosus 3 oxoacyl acyl carrier protein reductase 0.0015 0.0294 0.1769

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) > 1000 nM Inhibition of Toxoplasma gondii enoyl-ACP reductase-NADH complex ChEMBL. 24398298
IC50 (binding) = 7000 nM BindingDB_Patents: Potassium Channel Assay. Drugs belonging to different classes have been shown to be associated with QT prolongation and in some cases serious ventricular arrhythmias. The most common mechanism for these adverse events is the inhibition of one or more cardiac potassium channels, in particular hERG. This current is important for cardiac myocyte repolarization and is a common target for drugs that prolong the QT interval. Test articles in this study were therefore characterized to determine their ability to inhibit the hERG channel. Ion channel activity was measured using a stably transfected Chinese Hamster Ovary (CHO) cell line expressing the hERG mRNA. The pharmacology of this cloned channel expressed in the CHO cell line is very similar to that observed in native tissue. ChEMBL. No reference
MIC (functional) = 12.5 ug ml-1 Antibacterial activity against Escherichia coli BW251113 harboring TolC deletion mutation after overnight incubation ChEMBL. 22098466
MIC (functional) > 50 ug ml-1 Antibacterial activity against Escherichia coli BW251113 after overnight incubation ChEMBL. 22098466
MIC50 (functional) = 4 uM Antiparasitic activity against tachyzoite stage of Toxoplasma gondii RH infected in HFF assessed as inhibition of parasite growth after 72 hrs by yellow fluorescence reporter gene assay ChEMBL. 24398298

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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