Detailed information for compound 509667

Basic information

Technical information
  • TDR Targets ID: 509667
  • Name: 3-[5-(1,3-benzothiazol-2-ylmethoxy)-2-chlorop henoxy]-5-chlorobenzonitrile
  • MW: 427.303 | Formula: C21H12Cl2N2O2S
  • H donors: 0 H acceptors: 2 LogP: 6.38 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#Cc1cc(Cl)cc(c1)Oc1cc(OCc2nc3c(s2)cccc3)ccc1Cl
  • InChi: 1S/C21H12Cl2N2O2S/c22-14-7-13(11-24)8-16(9-14)27-19-10-15(5-6-17(19)23)26-12-21-25-18-3-1-2-4-20(18)28-21/h1-10H,12H2
  • InChiKey: MGLVBVHKXIGSHJ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3-[5-(1,3-benzothiazol-2-ylmethoxy)-2-chloro-phenoxy]-5-chloro-benzonitrile
  • 3-[5-(1,3-benzothiazol-2-ylmethoxy)-2-chloro-phenoxy]-5-chloro-benzenecarbonitrile

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Human immunodeficiency virus 1 Reverse transcriptase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Plasmodium yoelii integrase-related Get druggable targets OG5_139608 All targets in OG5_139608
Schistosoma mansoni hypothetical protein Get druggable targets OG5_139608 All targets in OG5_139608
Trypanosoma brucei RNA helicase, putative Get druggable targets OG5_139608 All targets in OG5_139608
Trypanosoma congolense RNA helicase, putative Get druggable targets OG5_139608 All targets in OG5_139608
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Dictyostelium discoideum hypothetical protein Reverse transcriptase   259 aa 226 aa 24.3 %
Dictyostelium discoideum hypothetical protein Reverse transcriptase   259 aa 245 aa 25.7 %
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) Reverse transcriptase   259 aa 227 aa 26.4 %
Candida albicans ReverseTranscriptase similar to fruit fly Tom element Reverse transcriptase   259 aa 244 aa 27.9 %
Trypanosoma congolense Retroviral aspartyl protease/Reverse transcriptase (RNA-dependent DNA polymerase)/RNase H, putative Reverse transcriptase   259 aa 237 aa 29.1 %
Candida albicans polyprotein of retrotransposon Tca8 Reverse transcriptase   259 aa 238 aa 26.5 %
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) Reverse transcriptase   259 aa 227 aa 26.4 %
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) Reverse transcriptase   259 aa 208 aa 26.4 %
Dictyostelium discoideum hypothetical protein Reverse transcriptase   259 aa 222 aa 22.5 %
Candida albicans hypothetical protein Reverse transcriptase   259 aa 223 aa 29.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium tuberculosis Probable zinc-type alcohol dehydrogenase AdhD (aldehyde reductase) 0.0072 0.4026 1
Mycobacterium tuberculosis Probable zinc-type alcohol dehydrogenase (E subunit) AdhE1 0.0064 0.3467 0.8612
Echinococcus granulosus mitochondrial trans 2 enoyl coenzyme A reductase 0.0009 0 0.5
Toxoplasma gondii Zn-containing alcohol dehydrogenase 0.0072 0.4026 1
Loa Loa (eye worm) alcohol dehydrogenase class III 0.0072 0.4026 1
Mycobacterium ulcerans zinc-containing alcohol dehydrogenase NAD dependent AdhB 0.0072 0.4026 1
Trichomonas vaginalis alcohol dehydrogenase, putative 0.0009 0 0.5
Leishmania major quinone oxidoreductase, putative 0.0009 0 0.5
Trypanosoma cruzi NADP-dependent alcohol hydrogenase, putative 0.0009 0 0.5
Mycobacterium ulcerans zinc-containing alcohol dehydrogenase NAD-dependent AdhB 0.0072 0.4026 1
Trypanosoma cruzi oxidoreductase, putative 0.0009 0 0.5
Mycobacterium ulcerans zinc-type alcohol dehydrogenase AdhD 0.0072 0.4026 1
Leishmania major oxidoreductase-like protein 0.0009 0 0.5
Trypanosoma cruzi NADP-dependent alcohol hydrogenase, putative 0.0009 0 0.5
Trypanosoma cruzi nuclear receptor binding factor, putative 0.0009 0 0.5
Trypanosoma cruzi NADP-dependent alcohol hydrogenase, putative 0.0009 0 0.5
Mycobacterium ulcerans zinc-dependent alcohol dehydrogenase 0.0072 0.4026 1
Mycobacterium tuberculosis Possible zinc-containing alcohol dehydrogenase NAD dependent AdhB 0.0064 0.3467 0.8612
Wolbachia endosymbiont of Brugia malayi NADPH:quinone reductase 0.0009 0 0.5
Trypanosoma cruzi nuclear receptor binding factor, putative 0.0009 0 0.5
Brugia malayi Alcohol dehydrogenase class III 0.0072 0.4026 1
Trypanosoma cruzi NADP-dependent alcohol hydrogenase, putative 0.0009 0 0.5
Leishmania major d-xylulose reductase, putative 0.0009 0 0.5
Schistosoma mansoni alcohol dehydrogenase 0.0072 0.4026 0.4026
Entamoeba histolytica NADP-dependent alcohol dehydrogenase 0.0009 0 0.5
Leishmania major NADP-dependent alcohol dehydrogenase, putative 0.0009 0 0.5
Echinococcus multilocularis mitochondrial trans 2 enoyl coenzyme A reductase 0.0009 0 0.5
Trichomonas vaginalis alcohol dehydrogenase, putative 0.0009 0 0.5
Trypanosoma brucei RNA helicase, putative 0.0167 1 1
Trypanosoma cruzi oxidoreductase, putative 0.0009 0 0.5
Mycobacterium leprae Probable S-nitrosomycothiol reductase MscR 0.0072 0.4026 1
Mycobacterium ulcerans zinc-dependent alcohol dehydrogenase AdhE2 0.0072 0.4026 1
Entamoeba histolytica NADP-dependent alcohol dehydrogenase, putative 0.0009 0 0.5
Leishmania major zinc binding dehydrogenase-like protein 0.0009 0 0.5
Leishmania major oxidoreductase, putative 0.0009 0 0.5
Trichomonas vaginalis alcohol dehydrogenase, putative 0.0009 0 0.5
Entamoeba histolytica NADP-dependent alcohol dehydrogenase, putative 0.0009 0 0.5
Onchocerca volvulus Putative alcohol dehydrogenase 0.0072 0.4026 1

Activities

Activity type Activity value Assay description Source Reference
CIC95 (functional) 0 Antiviral activity against HIV1 with RT K103N mutation in human MT4 cells in presence of 10% fetal bovine serum ChEMBL. 18396399
CIC95 (functional) 0 Antiviral activity against HIV1 with RT Y181C mutation in human MT4 cells in presence of 10% fetal bovine serum ChEMBL. 18396399
CIC95 (functional) = 312 nM Antiviral activity against HIV1 in human MT4 cells in RPMI1640 media containing fetal bovine serum ChEMBL. 18396399
CIC95 (functional) = 1250 nM Antiviral activity against HIV1 in human MT4 cells in presence of 50% normal human serum ChEMBL. 18396399
IC50 (binding) = 19.29 nM Inhibition of HIV1 reverse transcriptase by SPA assay ChEMBL. 18396399
IC50 (binding) = 19.29 nM Inhibition of HIV1 reverse transcriptase by SPA assay ChEMBL. 18396399
IC50 (binding) = 54.92 nM Inhibition of HIV1 reverse transcriptase Y181C mutant by SPA assay ChEMBL. 18396399
IC50 (binding) = 79.24 nM Inhibition of HIV1 reverse transcriptase K103N mutant by SPA assay ChEMBL. 18396399

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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