Detailed information for compound 677845

Basic information

Technical information
  • TDR Targets ID: 677845
  • Name: 1-(4-methoxy-3-methylphenyl)sulfonyl-2-methyl benzimidazole
  • MW: 316.375 | Formula: C16H16N2O3S
  • H donors: 0 H acceptors: 3 LogP: 3.4 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1C)S(=O)(=O)n1c(C)nc2c1cccc2
  • InChi: 1S/C16H16N2O3S/c1-11-10-13(8-9-16(11)21-3)22(19,20)18-12(2)17-14-6-4-5-7-15(14)18/h4-10H,1-3H3
  • InChiKey: WXGIUWYVLONZRR-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-(4-methoxy-3-methyl-phenyl)sulfonyl-2-methyl-benzimidazole
  • 1-[(4-methoxy-3-methylphenyl)sulfonyl]-2-methyl-1H-benzimidazole
  • MLS001163484
  • SMR000497473
  • Oprea1_262721
  • ST5325266
  • Oprea1_649719
  • ZINC04302588

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens aldehyde dehydrogenase 3 family, member A1 Starlite/ChEMBL References
Mus musculus RAR-related orphan receptor gamma Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus ras gtp binding protein rho1 Get druggable targets OG5_127094 All targets in OG5_127094
Trypanosoma congolense aldehyde dehydrogenase family, putative Get druggable targets OG5_127094 All targets in OG5_127094
Candida albicans similar to aldehyde dehydrogenases Get druggable targets OG5_127094 All targets in OG5_127094
Mycobacterium ulcerans aldehyde dehydrogenase (NAD+) dependent Get druggable targets OG5_127094 All targets in OG5_127094
Schistosoma japonicum ko:K00128 aldehyde dehydrogenase (NAD+) [EC1.2.1.3], putative Get druggable targets OG5_127094 All targets in OG5_127094
Trypanosoma congolense aldehyde dehydrogenase family, putative Get druggable targets OG5_127094 All targets in OG5_127094
Trypanosoma brucei aldehyde dehydrogenase family, putative Get druggable targets OG5_127094 All targets in OG5_127094
Loa Loa (eye worm) aldehyde dehydrogenase 4 Get druggable targets OG5_127094 All targets in OG5_127094
Echinococcus multilocularis Fatty aldehyde dehydrogenase Get druggable targets OG5_127094 All targets in OG5_127094
Echinococcus multilocularis ras gtp binding protein rho1 Get druggable targets OG5_127094 All targets in OG5_127094
Brugia malayi Aldehyde dehydrogenase protein 4 Get druggable targets OG5_127094 All targets in OG5_127094
Trichomonas vaginalis succinate semialdehyde dehydrogenase, putative Get druggable targets OG5_127094 All targets in OG5_127094
Trypanosoma cruzi aldehyde dehydrogenase family, putative Get druggable targets OG5_127094 All targets in OG5_127094
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_127094 All targets in OG5_127094
Trypanosoma brucei gambiense aldehyde dehydrogenase family, putative Get druggable targets OG5_127094 All targets in OG5_127094
Candida albicans hypothetical protein Get druggable targets OG5_127094 All targets in OG5_127094
Candida albicans similar to aldehyde dehydrogenases Get druggable targets OG5_127094 All targets in OG5_127094
Candida albicans similar to aldehyde dehydrogenases Get druggable targets OG5_127094 All targets in OG5_127094
Candida albicans similar to aldehyde dehydrogenases Get druggable targets OG5_127094 All targets in OG5_127094
Schistosoma japonicum Rho-related GTP-binding protein RhoC precursor, putative Get druggable targets OG5_127094 All targets in OG5_127094
Echinococcus granulosus Fatty aldehyde dehydrogenase Get druggable targets OG5_127094 All targets in OG5_127094
Echinococcus granulosus aldehyde dehydrogenase family 3 member B1 Get druggable targets OG5_127094 All targets in OG5_127094
Mycobacterium leprae PROBABLE ALDEHYDE DEHYDROGENASE (NAD+) DEPENDENT Get druggable targets OG5_127094 All targets in OG5_127094
Entamoeba histolytica aldehyde dehydrogenase 1, putative Get druggable targets OG5_127094 All targets in OG5_127094
Echinococcus multilocularis aldehyde dehydrogenase family 3 member B1 Get druggable targets OG5_127094 All targets in OG5_127094
Trypanosoma cruzi aldehyde dehydrogenase family, putative Get druggable targets OG5_127094 All targets in OG5_127094
Mycobacterium tuberculosis Probable aldehyde dehydrogenase (NAD+) dependent Get druggable targets OG5_127094 All targets in OG5_127094
Onchocerca volvulus Aldehyde dehydrogenase homolog Get druggable targets OG5_127094 All targets in OG5_127094
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Mycobacterium tuberculosis Probable aldehyde dehydrogenase NAD dependent AldA (aldehyde dehydrogenase [NAD+]) aldehyde dehydrogenase 3 family, member A1 453 aa 438 aa 27.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0012 0.2395 0.2395
Loa Loa (eye worm) hypothetical protein 0.0012 0.2395 0.2395
Trypanosoma cruzi aldehyde dehydrogenase family, putative 0.003 1 0.5
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0012 0.2395 0.2395
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0012 0.2395 0.2395
Loa Loa (eye worm) hypothetical protein 0.0012 0.2395 0.2395
Loa Loa (eye worm) hypothetical protein 0.0012 0.2395 0.2395
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0012 0.2395 0.2395
Loa Loa (eye worm) hypothetical protein 0.0012 0.2395 0.2395
Echinococcus granulosus aldehyde dehydrogenase family 3 member B1 0.003 1 1
Loa Loa (eye worm) hypothetical protein 0.0012 0.2395 0.2395
Schistosoma mansoni nuclear hormone receptor 0.0012 0.2395 0.2395
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0012 0.2395 0.2395
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0012 0.2395 0.2395
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0012 0.2395 0.2395
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0012 0.2395 0.2395
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0012 0.2395 0.2395
Loa Loa (eye worm) steroid hormone receptor 0.0012 0.2395 0.2395
Loa Loa (eye worm) aldehyde dehydrogenase 4 0.003 1 1
Brugia malayi ecdysteroid receptor 0.0012 0.2395 0.2395
Brugia malayi Steroid receptor seven-up type 2 0.0012 0.2395 0.2395
Trypanosoma cruzi aldehyde dehydrogenase family, putative 0.003 1 0.5
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0012 0.2395 0.2395
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0012 0.2395 0.2395
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0012 0.2395 0.2395
Loa Loa (eye worm) hypothetical protein 0.0012 0.2395 0.2395
Schistosoma mansoni retinoic acid receptor RXR 0.0012 0.2395 0.2395
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0012 0.2395 0.2395
Echinococcus granulosus FTZ F1 alpha 0.0012 0.2395 0.2395
Trypanosoma brucei aldehyde dehydrogenase family, putative 0.003 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0012 0.2395 0.2395
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0012 0.2395 0.2395
Echinococcus multilocularis aldehyde dehydrogenase family 3 member B1 0.003 1 1
Brugia malayi nuclear hormone receptor 0.0012 0.2395 0.2395
Brugia malayi photoreceptor-specific nuclear receptor 0.0012 0.2395 0.2395
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0012 0.2395 0.2395
Schistosoma mansoni steroid hormone receptor ad4bp 0.0012 0.2395 0.2395
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0012 0.2395 0.2395
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0012 0.2395 0.2395
Schistosoma mansoni thyroid hormone receptor 0.0012 0.2395 0.2395
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0012 0.2395 0.2395
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0012 0.2395 0.2395
Mycobacterium leprae PROBABLE ALDEHYDE DEHYDROGENASE (NAD+) DEPENDENT 0.003 1 0.5
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0012 0.2395 0.2395
Echinococcus multilocularis FTZ F1 alpha 0.0012 0.2395 0.2395
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0012 0.2395 0.2395
Brugia malayi nuclear receptor NHR-88 0.0012 0.2395 0.2395
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0012 0.2395 0.2395
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0012 0.2395 0.2395
Mycobacterium ulcerans aldehyde dehydrogenase (NAD+) dependent 0.003 1 0.5
Echinococcus multilocularis ecdysone induced protein 78C 0.0012 0.2395 0.2395
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0012 0.2395 0.2395
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0012 0.2395 0.2395
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0012 0.2395 0.2395
Trichomonas vaginalis succinate semialdehyde dehydrogenase, putative 0.003 1 0.5
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0012 0.2395 0.2395
Echinococcus multilocularis Fatty aldehyde dehydrogenase 0.003 1 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0012 0.2395 0.2395
Entamoeba histolytica aldehyde dehydrogenase 1, putative 0.003 1 0.5
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0012 0.2395 0.2395
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0012 0.2395 0.2395
Mycobacterium tuberculosis Probable aldehyde dehydrogenase (NAD+) dependent 0.003 1 0.5
Echinococcus granulosus Fatty aldehyde dehydrogenase 0.003 1 1
Echinococcus granulosus ras gtp binding protein rho1 0.0026 0.8322 0.8322
Echinococcus multilocularis thyroid hormone receptor alpha 0.0012 0.2395 0.2395
Echinococcus multilocularis ras gtp binding protein rho1 0.0026 0.8322 0.8322
Brugia malayi Nuclear hormone receptor-like 1 0.0012 0.2395 0.2395
Schistosoma mansoni thyroid hormone receptor 0.0012 0.2395 0.2395
Schistosoma mansoni aldehyde dehydrogenase 0.003 1 1
Brugia malayi steroid hormone receptor 0.0012 0.2395 0.2395
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0012 0.2395 0.2395
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0012 0.2395 0.2395
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0012 0.2395 0.2395
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0012 0.2395 0.2395
Echinococcus granulosus ecdysone induced protein 78C 0.0012 0.2395 0.2395
Schistosoma mansoni coup transcription factor 0.0012 0.2395 0.2395
Loa Loa (eye worm) hypothetical protein 0.0012 0.2395 0.2395
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0012 0.2395 0.2395
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0012 0.2395 0.2395
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0012 0.2395 0.2395
Onchocerca volvulus Aldehyde dehydrogenase homolog 0.003 1 1
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0012 0.2395 0.2395
Schistosoma mansoni RAR-like nuclear receptor 0.0012 0.2395 0.2395
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0012 0.2395 0.2395

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) Inhibition of human ALDH2 using propionaldehyde as substrate preincubated for 1 min followed by substrate addition by spectrophotometric analysis ChEMBL. 24387105
IC50 (binding) Inhibition of human ALDH1A1 using propionaldehyde as substrate preincubated for 1 min followed by substrate addition by spectrophotometric analysis ChEMBL. 24387105
IC50 (binding) = 2000 nM Inhibiton Assay BINDINGDB. No reference
IC50 (binding) = 2 uM Inhibition of human ALDH3A1-mediated benzaldehyde oxidation preincubated for 1 min followed by substrate addition by spectrophotometric analysis ChEMBL. 24387105
Inhibition (binding) Inhibition of human ALDH1A2 using propionaldehyde as substrate up to 100 uM preincubated for 1 min followed by substrate addition by spectrophotometric analysis ChEMBL. 24387105
Inhibition (binding) Inhibition of human ALDH1A3 using propionaldehyde as substrate up to 100 uM preincubated for 1 min followed by substrate addition by spectrophotometric analysis ChEMBL. 24387105
Inhibition (binding) Inhibition of human ALDH1B1 using propionaldehyde as substrate up to 100 uM preincubated for 1 min followed by substrate addition by spectrophotometric analysis ChEMBL. 24387105
Potency (functional) 3.6964 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) = 19.9526 um PUBCHEM_BIOASSAY: qHTS for inhibitors of ROR gamma transcriptional activity. (Class of assay: confirmatory) ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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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