Detailed information for compound 1253345

Basic information

Technical information
  • TDR Targets ID: 1253345
  • Name: [2-methoxy-4-[(E)-2-nitroethenyl]phenyl] 2,4- dichlorobenzoate
  • MW: 368.168 | Formula: C16H11Cl2NO5
  • H donors: 0 H acceptors: 3 LogP: 4.81 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc(ccc1OC(=O)c1ccc(cc1Cl)Cl)/C=C/[N+](=O)[O-]
  • InChi: 1S/C16H11Cl2NO5/c1-23-15-8-10(6-7-19(21)22)2-5-14(15)24-16(20)12-4-3-11(17)9-13(12)18/h2-9H,1H3/b7-6+
  • InChiKey: OQSZQIVAQVEVDW-VOTSOKGWSA-N  


Substructure search Similarity search

Network

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Synonyms

  • [2-methoxy-4-(2-nitroethenyl)phenyl] 2,4-dichlorobenzoate
  • [2-methoxy-4-[(E)-2-nitrovinyl]phenyl] 2,4-dichlorobenzoate
  • [2-methoxy-4-(2-nitrovinyl)phenyl] 2,4-dichlorobenzoate
  • 2,4-dichlorobenzoic acid [2-methoxy-4-[(E)-2-nitrovinyl]phenyl] ester
  • 2,4-dichlorobenzoic acid [2-methoxy-4-(2-nitrovinyl)phenyl] ester
  • Oprea1_359746

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
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 granulosus Peptidase C19 ubiquitin carboxyl terminal hydrolase 2 0.0037 0.0276 0.0276
Schistosoma mansoni microtubule-associated protein tau 0.069 1 1
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0027 0.0127 0.0184
Entamoeba histolytica hypothetical protein 0.0022 0.0053 0.0258
Brugia malayi eukaryotic initiation factor 4A 0.0049 0.045 0.2193
Schistosoma mansoni fad oxidoreductase 0.004 0.0326 0.0326
Schistosoma mansoni hypothetical protein 0.017 0.2249 0.2249
Echinococcus multilocularis 3 oxo 5 alpha steroid 4 dehydrogenase, C terminal 0.0022 0.0053 0.0053
Trichomonas vaginalis Clan CA, family C19, ubiquitin hydrolase-like cysteine peptidase 0.0037 0.0276 0.1347
Brugia malayi Ubiquitin carboxyl-terminal hydrolase family protein 0.0037 0.0276 0.1347
Trichomonas vaginalis synaptic glycoprotein sc2, putative 0.0022 0.0053 0.0258
Echinococcus multilocularis ubiquitin carboxyl terminal hydrolase 8 0.0037 0.0276 0.0276
Trypanosoma brucei ubiquitin carboxyl-terminal hydrolase, putative 0.0037 0.0276 0.1347
Trypanosoma brucei glycerol-3-phosphate dehydrogenase (FAD-dependent), putative 0.004 0.0326 0.1591
Echinococcus multilocularis lactate dehydrogenase a 0.0047 0.0431 0.0431
Echinococcus granulosus lamin dm0 0.0027 0.0127 0.0127
Trypanosoma brucei 3-oxo-5-alpha-steroid 4-dehydrogenase-like, putative 0.0156 0.2052 1
Schistosoma mansoni d-amino acid oxidase 0.0484 0.6931 0.6931
Trichomonas vaginalis conserved hypothetical protein 0.0033 0.0218 0.1061
Echinococcus multilocularis lactate dehydrogenase a 0.0047 0.0431 0.0431
Onchocerca volvulus 0.0027 0.0127 0.1872
Echinococcus granulosus eukaryotic initiation factor 4A III 0.0049 0.045 0.045
Loa Loa (eye worm) hypothetical protein 0.0156 0.2052 0.2961
Echinococcus granulosus eukaryotic initiation factor 4A 0.0049 0.045 0.045
Echinococcus multilocularis synaptic glycoprotein sc2 0.0022 0.0053 0.0053
Trypanosoma brucei FAD dependent oxidoreductase, putative 0.004 0.0326 0.1591
Leishmania major hypothetical protein, conserved 0.004 0.0326 0.1591
Toxoplasma gondii malate dehydrogenase MDH 0.0047 0.0431 0.1891
Echinococcus multilocularis lamin dm0 0.0027 0.0127 0.0127
Echinococcus multilocularis geminin 0.017 0.2249 0.2249
Mycobacterium tuberculosis Probable D-amino acid oxidase Aao 0.0444 0.6331 1
Loa Loa (eye worm) hypothetical protein 0.0047 0.0431 0.0622
Trypanosoma cruzi peptidyl-prolyl cis-trans isomerase 0.0032 0.0206 0.1004
Trichomonas vaginalis synaptic glycoprotein sc2, putative 0.0022 0.0053 0.0258
Brugia malayi intermediate filament protein 0.0027 0.0127 0.0621
Schistosoma mansoni lamin 0.0027 0.0127 0.0127
Trypanosoma cruzi ubiquitin carboxyl-terminal hydrolase, putative 0.0037 0.0276 0.1347
Entamoeba histolytica peptidyl-prolyl cis-trans isomerase, putative 0.0032 0.0206 0.1004
Echinococcus granulosus geminin 0.017 0.2249 0.2249
Echinococcus granulosus lactate dehydrogenase a 0.0047 0.0431 0.0431
Plasmodium vivax 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0022 0.0053 0.1178
Plasmodium falciparum FAD-dependent glycerol-3-phosphate dehydrogenase, putative 0.004 0.0326 0.7253
Echinococcus granulosus L lactate dehydrogenase B chain 0.0047 0.0431 0.0431
Trypanosoma brucei L-2-hydroxyglutarate dehydrogenase, mitochondrial, putative 0.004 0.0326 0.1591
Loa Loa (eye worm) hypothetical protein 0.0037 0.0276 0.0399
Toxoplasma gondii hypothetical protein 0.004 0.0326 0.1368
Loa Loa (eye worm) hypothetical protein 0.004 0.0326 0.0471
Trypanosoma cruzi glycerol-3-phosphate dehydrogenase, putative 0.004 0.0326 0.1591
Plasmodium falciparum 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0022 0.0053 0.1178
Echinococcus granulosus lactate dehydrogenase a 0.0047 0.0431 0.0431
Schistosoma mansoni glycerol-3-phosphate dehydrogenase 0.004 0.0326 0.0326
Trichomonas vaginalis conserved hypothetical protein 0.0022 0.0053 0.0258
Onchocerca volvulus Pyruvate dehydrogenase phosphatase regulatory subunit, mitochondrial homolog 0.004 0.0326 0.6886
Schistosoma mansoni hypothetical protein 0.017 0.2249 0.2249
Trichomonas vaginalis rotamase, putative 0.0032 0.0206 0.1004
Entamoeba histolytica DEAD/DEAH box helicase, putative 0.0049 0.045 0.2193
Mycobacterium leprae Possible thiamine biosynthesis oxidoreductase ThiO 0.004 0.0326 0.0471
Trichomonas vaginalis 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0156 0.2052 1
Entamoeba histolytica steroid 5-alpha reductase, putative 0.0156 0.2052 1
Mycobacterium ulcerans glycerol-3-phosphate dehydrogenase GlpD2 0.004 0.0326 0.0471
Echinococcus multilocularis FAD dependent oxidoreductase domain containing protein 0.004 0.0326 0.0326
Brugia malayi cDNA sequence BC016226 0.004 0.0326 0.1591
Schistosoma mansoni DEAD box ATP-dependent RNA helicase 0.0049 0.045 0.045
Schistosoma mansoni DEAD box ATP-dependent RNA helicase 0.0049 0.045 0.045
Brugia malayi Intermediate filament tail domain containing protein 0.0027 0.0127 0.0621
Trichomonas vaginalis 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0022 0.0053 0.0258
Leishmania major glycerol-3-phosphate dehydrogenase-like protein 0.004 0.0326 0.1591
Trypanosoma cruzi 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0022 0.0053 0.0258
Trichomonas vaginalis synaptic glycoprotein sc2, putative 0.0022 0.0053 0.0258
Trypanosoma brucei 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0022 0.0053 0.0258
Trypanosoma cruzi glycerol-3-phosphate dehydrogenase (FAD-dependent), putative 0.004 0.0326 0.1591
Trichomonas vaginalis conserved hypothetical protein 0.0022 0.0053 0.0258
Echinococcus granulosus intermediate filament protein 0.0027 0.0127 0.0127
Entamoeba histolytica ubiquitin carboxyl-terminal hydrolase domain containing protein 0.0037 0.0276 0.1347
Echinococcus multilocularis eukaryotic initiation factor 4A III 0.0049 0.045 0.045
Loa Loa (eye worm) hypothetical protein 0.0484 0.6931 1
Entamoeba histolytica malate dehydrogenase, putative 0.0047 0.0431 0.2101
Echinococcus multilocularis glycerol 3 phosphate dehydrogenase 0.004 0.0326 0.0326
Brugia malayi Pin1-type peptidyl-prolyl cis-trans isomerase, BmPin1 0.0033 0.0218 0.1061
Echinococcus multilocularis lactate dehydrogenase protein 0.0047 0.0431 0.0431
Schistosoma mansoni synaptic glycoprotein sc2 related 0.0022 0.0053 0.0053
Loa Loa (eye worm) intermediate filament protein 0.0027 0.0127 0.0184
Schistosoma mansoni fad oxidoreductase 0.004 0.0326 0.0326
Brugia malayi 3-oxo-5-alpha-steroid 4-dehydrogenase 1 0.0156 0.2052 1
Loa Loa (eye worm) hypothetical protein 0.004 0.0326 0.0471
Loa Loa (eye worm) hypothetical protein 0.0026 0.012 0.0173
Trypanosoma cruzi L-2-hydroxyglutarate dehydrogenase, mitochondrial, putative 0.004 0.0326 0.1591
Echinococcus granulosus lamin 0.0027 0.0127 0.0127
Echinococcus granulosus ubiquitin carboxyl terminal hydrolase 8 0.0037 0.0276 0.0276
Mycobacterium ulcerans glycerol-3-phosphate dehydrogenase 0.004 0.0326 0.0471
Trypanosoma cruzi Eukaryotic initiation factor 4A-1 0.0049 0.045 0.2193
Leishmania major hypothetical protein, conserved 0.004 0.0326 0.1591
Trichomonas vaginalis rotamase, putative 0.0033 0.0218 0.1061
Chlamydia trachomatis D-amino acid dehydrogenase 0.004 0.0326 1
Trichomonas vaginalis 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0156 0.2052 1
Schistosoma mansoni lamin 0.0027 0.0127 0.0127
Echinococcus granulosus 3 oxo 5 alpha steroid 4 dehydrogenase C terminal 0.0022 0.0053 0.0053
Onchocerca volvulus Eukaryotic initiation factor 4A homolog 0.0049 0.045 1
Leishmania major malate dehydrogenase, putative 0.0047 0.0431 0.2101
Plasmodium vivax polyprenol reductase, putative 0.0022 0.0053 0.1178
Echinococcus granulosus FAD dependent oxidoreductase domain containing protein 0.004 0.0326 0.0326
Trichomonas vaginalis DEAD box ATP-dependent RNA helicase, putative 0.0049 0.045 0.2193
Trichomonas vaginalis DEAD box ATP-dependent RNA helicase, putative 0.0049 0.045 0.2193
Trypanosoma cruzi 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0156 0.2052 1
Trypanosoma brucei peptidyl-prolyl cis-trans isomerase/rotamase, putative 0.0032 0.0206 0.1004
Trypanosoma cruzi glycerol-3-phosphate dehydrogenase (FAD-dependent), putative 0.004 0.0326 0.1591
Loa Loa (eye worm) hypothetical protein 0.0022 0.0053 0.0077
Schistosoma mansoni synaptic glycoprotein sc2 related 0.0022 0.0053 0.0053
Loa Loa (eye worm) hypothetical protein 0.004 0.0326 0.0471
Mycobacterium ulcerans D-amino acid oxidase Aao 0.004 0.0326 0.0471
Entamoeba histolytica NAD(FAD)-dependent dehydrogenase, putative 0.004 0.0326 0.1591
Echinococcus granulosus L lactate dehydrogenase 0.0029 0.0157 0.0157
Mycobacterium leprae Probable cholesterol oxidase precursor ChoD (cholesterol-O2 oxidoreductase) 0.004 0.0326 0.0471
Trypanosoma brucei glycerol-3-phosphate dehydrogenase (FAD-dependent), mitochondrial 0.004 0.0326 0.1591
Schistosoma mansoni L-lactate dehydrogenase 0.0047 0.0431 0.0431
Wolbachia endosymbiont of Brugia malayi malate dehydrogenase 0.0047 0.0431 0.5
Leishmania major eukaryotic initiation factor 4a, putative 0.0049 0.045 0.2193
Trypanosoma brucei electron transfer flavoprotein-ubiquinone oxidoreductase, putative 0.004 0.0326 0.1591
Mycobacterium tuberculosis Probable cold-shock DeaD-box protein A homolog DeaD (ATP-dependent RNA helicase dead homolog) 0.0049 0.045 0.0711
Echinococcus multilocularis musashi 0.0027 0.0127 0.0127
Toxoplasma gondii lactate dehydrogenase LDH1 0.0047 0.0431 0.1891
Schistosoma mansoni rotamase 0.0033 0.0218 0.0218
Trypanosoma cruzi FAD dependent oxidoreductase, putative 0.004 0.0326 0.1591
Echinococcus multilocularis L lactate dehydrogenase 0.0029 0.0157 0.0157
Plasmodium vivax malate dehydrogenase, putative 0.0047 0.0431 0.9579
Loa Loa (eye worm) Pin1-type peptidyl-prolyl cis-trans isomerase 0.0033 0.0218 0.0314
Trichomonas vaginalis 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0156 0.2052 1
Leishmania major ubiquitin hydrolase, putative,cysteine peptidase, Clan CA, family C19, putative 0.0037 0.0276 0.1347
Trypanosoma cruzi Eukaryotic initiation factor 4A-1 0.0049 0.045 0.2193
Onchocerca volvulus Dimethylglycine dehydrogenase, mitochondrial homolog 0.004 0.0326 0.6886
Toxoplasma gondii 3-oxo-5-alpha-steroid 4-dehydrogenase 0.0156 0.2052 1
Toxoplasma gondii FAD-dependent glycerol-3-phosphate dehydrogenase 0.004 0.0326 0.1368
Loa Loa (eye worm) hypothetical protein 0.0027 0.0127 0.0184
Leishmania major 3-oxo-5-alpha-steroid 4-dehydrogenase-like protein 0.0156 0.2052 1
Giardia lamblia Synaptic glycoprotein SC2 0.0022 0.0053 0.1178
Trichomonas vaginalis DEAD box ATP-dependent RNA helicase, putative 0.0049 0.045 0.2193
Toxoplasma gondii eukaryotic initiation factor-4A, putative 0.0049 0.045 0.1986
Toxoplasma gondii peptidylprolyl isomerase 0.0032 0.0206 0.0765
Echinococcus multilocularis microtubule associated protein 2 0.069 1 1
Mycobacterium tuberculosis Possible thiamine biosynthesis oxidoreductase ThiO 0.004 0.0326 0.0516
Onchocerca volvulus Putative fad oxidoreductase 0.004 0.0326 0.6886
Mycobacterium ulcerans hypothetical protein 0.0156 0.2052 0.2961
Brugia malayi lactate dehydrogenase. 0.0047 0.0431 0.2101
Plasmodium vivax RNA helicase-1, putative 0.0049 0.045 1
Entamoeba histolytica 3-oxo-5-alpha-steroid 4-dehydrogenase domain-containing protein 0.0022 0.0053 0.0258
Trypanosoma cruzi Present in the outer mitochondrial membrane proteome 20 0.004 0.0326 0.1591
Schistosoma mansoni ubiquitin-specific peptidase 8 (C19 family) 0.0037 0.0276 0.0276
Plasmodium falciparum L-lactate dehydrogenase 0.0047 0.0431 0.9579
Treponema pallidum ATP-dependent RNA helicase 0.0049 0.045 0.5
Mycobacterium ulcerans thiamine biosynthesis oxidoreductase ThiO 0.004 0.0326 0.0471
Giardia lamblia Glycerol-3-phosphate dehydrogenase 0.004 0.0326 0.7253
Schistosoma mansoni malate dehydrogenase 0.0047 0.0431 0.0431
Echinococcus granulosus ubiquitin specific protease 41 0.0037 0.0276 0.0276
Trypanosoma cruzi ubiquitin carboxyl-terminal hydrolase, putative 0.0037 0.0276 0.1347
Plasmodium vivax lactate dehydrogenase 0.0047 0.0431 0.9579
Loa Loa (eye worm) hypothetical protein 0.0049 0.045 0.0649
Echinococcus granulosus synaptic glycoprotein sc2 0.0022 0.0053 0.0053
Plasmodium falciparum eukaryotic initiation factor 4A 0.0049 0.045 1
Loa Loa (eye worm) hypothetical protein 0.0022 0.0053 0.0077
Brugia malayi Synaptic glycoprotein SC2 0.0022 0.0053 0.0258
Echinococcus multilocularis L lactate dehydrogenase B chain 0.0047 0.0431 0.0431
Echinococcus multilocularis ubiquitin specific protease 41 0.0037 0.0276 0.0276
Leishmania major eukaryotic initiation factor 4a, putative 0.0049 0.045 0.2193
Trypanosoma cruzi 3-oxo-5-alpha-steroid 4-dehydrogenase, putative 0.0156 0.2052 1
Mycobacterium leprae PROBABLE D-AMINO ACID OXIDASE AAO 0.0484 0.6931 1
Trypanosoma cruzi L-2-hydroxyglutarate dehydrogenase, mitochondrial, putative 0.004 0.0326 0.1591
Brugia malayi pyruvate dehydrogenase phosphatase regulatory subunit precursor 0.004 0.0326 0.1591
Mycobacterium ulcerans D-amino acid oxidase Aao 0.0484 0.6931 1
Loa Loa (eye worm) glycerol-3-phosphate dehydrogenase 0.004 0.0326 0.0471
Plasmodium vivax FAD-dependent glycerol-3-phosphate dehydrogenase, putative 0.004 0.0326 0.7253
Brugia malayi RE18450p 0.004 0.0326 0.1591
Trichomonas vaginalis Clan CA, family C19, ubiquitin hydrolase-like cysteine peptidase 0.0037 0.0276 0.1347
Plasmodium falciparum malate dehydrogenase 0.0047 0.0431 0.9579
Echinococcus granulosus expressed protein 0.0033 0.0218 0.0218
Schistosoma mansoni NAD dehydrogenase 0.004 0.0326 0.0326
Schistosoma mansoni ATP:guanidino kinase (Smc74) 0.004 0.0326 0.0326
Echinococcus granulosus lactate dehydrogenase protein 0.0047 0.0431 0.0431
Entamoeba histolytica anaerobic glycerol-3-phosphate dehydrogenase subunit A, putative 0.004 0.0326 0.1591
Giardia lamblia Translation initiation factor eIF-4A, putative 0.0049 0.045 1
Echinococcus multilocularis expressed protein 0.0033 0.0218 0.0218
Plasmodium falciparum polyprenol reductase, putative 0.0022 0.0053 0.1178
Trichomonas vaginalis conserved hypothetical protein 0.0037 0.0276 0.1347
Schistosoma mansoni intermediate filament proteins 0.0027 0.0127 0.0127
Echinococcus multilocularis lactate dehydrogenase a 0.0047 0.0431 0.0431
Trypanosoma brucei Eukaryotic initiation factor 4A-1 0.0049 0.045 0.2193
Trypanosoma cruzi peptidyl-prolyl cis-trans isomerase 0.0032 0.0206 0.1004
Leishmania major peptidyl-prolyl cis-trans isomerase/rotamase, putative,PPIase, putative 0.0032 0.0206 0.1004
Echinococcus multilocularis lamin 0.0027 0.0127 0.0127
Schistosoma mansoni ubiquitin-specific peptidase 2 (C19 family) 0.0037 0.0276 0.0276
Giardia lamblia Ubiquitin carboxyl-terminal hydrolase 4 0.0037 0.0276 0.6141
Echinococcus multilocularis eukaryotic initiation factor 4A 0.0049 0.045 0.045
Brugia malayi dimethylglycine dehydrogenase, mitochondrial precursor, putative 0.004 0.0326 0.1591
Onchocerca volvulus 0.0027 0.0127 0.1872
Echinococcus granulosus glycerol 3 phosphate dehydrogenase 0.004 0.0326 0.0326
Entamoeba histolytica trans-2,3-enoyl-CoA reductase, putative 0.0022 0.0053 0.0258
Toxoplasma gondii lactate dehydrogenase LDH2 0.0047 0.0431 0.1891
Echinococcus multilocularis Peptidase C19, ubiquitin carboxyl terminal hydrolase 2 0.0037 0.0276 0.0276

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) > 20 uM Cytotoxicity against human MDA-MB-231 cells after 72 hrs by MTT assay ChEMBL. 20850977
IC50 (functional) > 20 uM Cytotoxicity against human HBL100 cells after 72 hrs by MTT assay ChEMBL. 20850977
Inhibition (functional) = -0.1 % Cytotoxicity against human MDA-MB-231 cells at 20 uM after 72 hrs by MTT assay ChEMBL. 20850977
Inhibition (functional) = 9.9 % Cytotoxicity against human HBL100 cells at 20 uM after 72 hrs by MTT assay ChEMBL. 20850977

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.
 
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External resources for this compound

Bibliographic References

No literature references available for this target.

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