Detailed information for compound 1433516

Basic information

Technical information
  • TDR Targets ID: 1433516
  • Name: 4-methoxy-N-[5-(2-methoxyethylsulfanyl)-1,3,4 -thiadiazol-2-yl]-3-nitrobenzamide
  • MW: 370.404 | Formula: C13H14N4O5S2
  • H donors: 1 H acceptors: 5 LogP: 2.03 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: COCCSc1nnc(s1)NC(=O)c1ccc(c(c1)[N+](=O)[O-])OC
  • InChi: 1S/C13H14N4O5S2/c1-21-5-6-23-13-16-15-12(24-13)14-11(18)8-3-4-10(22-2)9(7-8)17(19)20/h3-4,7H,5-6H2,1-2H3,(H,14,15,18)
  • InChiKey: LPLGNCFAQKGPKW-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 4-methoxy-N-[5-(2-methoxyethylsulfanyl)-1,3,4-thiadiazol-2-yl]-3-nitro-benzamide
  • 4-methoxy-N-[5-(2-methoxyethylthio)-1,3,4-thiadiazol-2-yl]-3-nitrobenzamide
  • 4-methoxy-N-[5-(2-methoxyethylthio)-1,3,4-thiadiazol-2-yl]-3-nitro-benzamide
  • MLS000664093
  • ZINC02865417
  • STK176123
  • SMR000295178
  • 4-methoxy-N-{5-[(2-methoxyethyl)thio]-1,3,4-thiadiazol-2-yl}-3-nitrobenzamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens geminin, DNA replication inhibitor Starlite/ChEMBL No references
Homo sapiens aldehyde dehydrogenase 1 family, member A1 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K00128 aldehyde dehydrogenase (NAD+) [EC1.2.1.3], putative Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania infantum aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania major aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Neospora caninum hypothetical protein Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Toxoplasma gondii aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania braziliensis aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium tuberculosis Probable aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus granulosus aldehyde dehydrogenase mitochondrial Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans Mitochondrial aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania mexicana aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum Aldehyde dehydrogenase, mitochondrial precursor, putative Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum Retinal dehydrogenase 1, putative Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania donovani aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans Mitochondrial aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum Aldehyde dehydrogenase X, mitochondrial precursor, putative Get druggable targets OG5_126638 All targets in OG5_126638
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Hypothetical 65.5 kDa Trp-Asp repeats containing protein F02E8.5 inchromosome X geminin, DNA replication inhibitor 209 aa 176 aa 27.8 %
Mycobacterium tuberculosis Succinate-semialdehyde dehydrogenase [NADP+] dependent (SSDH) GabD1 aldehyde dehydrogenase 1 family, member A1 501 aa 456 aa 33.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis serine protein kinase ATM 0.0094 0.1278 0.1231
Trichomonas vaginalis PIKK family atypical protein kinase 0.0094 0.1278 0.1278
Trypanosoma cruzi cytochrome P450, putative 0.0063 0.0605 0.0022
Trypanosoma brucei phosphatidylinositol 3-kinase tor, putative 0.0234 0.433 0.3965
Trichomonas vaginalis PIKK family atypical protein kinase 0.0393 0.7799 0.7799
Trichomonas vaginalis PIKK family atypical protein kinase 0.0422 0.8427 0.8427
Loa Loa (eye worm) hypothetical protein 0.0062 0.0584 0.0534
Trypanosoma cruzi Phosphatidylinositol 3-kinase tor2 0.0495 1 1
Schistosoma mansoni hypothetical protein 0.0072 0.0816 0.0698
Trypanosoma brucei phosphatidylinositol 3-kinase, putative 0.0166 0.2851 0.2391
Brugia malayi FAT domain containing protein 0.0072 0.0816 0.0767
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0073 0.0838 0.0249
Plasmodium vivax 70 kDa peptidylprolyl isomerase, putative 0.0108 0.1596 0.5
Trichomonas vaginalis PIKK family atypical protein kinase 0.0267 0.5043 0.5043
Trichomonas vaginalis PIKK family atypical protein kinase 0.0393 0.7799 0.7799
Leishmania major phosphatidylinositol 3-related kinase, putative 0.0166 0.2851 0.2391
Schistosoma mansoni immunophilin FK506 binding protein FKBP12 0.0108 0.1596 0.1487
Trichomonas vaginalis PIKK family atypical protein kinase 0.0267 0.5052 0.5052
Toxoplasma gondii target of rapamycin (TOR), putative 0.0368 0.7244 1
Toxoplasma gondii non-specific serine/threonine protein kinase 0.0104 0.151 0.1049
Loa Loa (eye worm) CYP4Cod1 0.0063 0.0605 0.0554
Trichomonas vaginalis PIKK family atypical protein kinase 0.0495 1 1
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.0838 0.072
Echinococcus multilocularis fk506 binding protein 0.0108 0.1596 0.155
Trichomonas vaginalis fk506-binding protein, putative 0.0108 0.1596 0.1596
Trypanosoma cruzi phosphatidylinositol 3-related kinase, putative 0.0166 0.2851 0.2407
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0094 0.1278 0.1231
Trichomonas vaginalis PIKK family atypical protein kinase 0.0133 0.213 0.213
Loa Loa (eye worm) hypothetical protein 0.0101 0.1436 0.139
Trichomonas vaginalis PIKK family atypical protein kinase 0.0321 0.6226 0.6226
Leishmania major fk506-binding protein 1-like protein 0.0108 0.1596 0.1054
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0166 0.2851 0.2812
Trichomonas vaginalis conserved hypothetical protein 0.0062 0.0584 0.0584
Trichomonas vaginalis PIKK family atypical protein kinase 0.0293 0.5607 0.5607
Trypanosoma cruzi Phosphatidylinositol 3-kinase tor1 0.0495 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0072 0.0816 0.0816
Schistosoma mansoni ataxia telangiectasia mutated (atm)-related 0.0495 1 1
Loa Loa (eye worm) FKBP5 protein 0.0108 0.1596 0.155
Leishmania major phosphatidylinositol 3-kinase, putative 0.0166 0.2851 0.2391
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0838 0.2359
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0073 0.0838 0.5
Plasmodium falciparum peptidyl-prolyl cis-trans isomerase FKBP35 0.0108 0.1596 0.5
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0073 0.0838 0.0789
Giardia lamblia GTOR 0.0495 1 1
Echinococcus multilocularis geminin 0.0205 0.3695 0.3661
Trichomonas vaginalis PIKK family atypical protein kinase 0.0295 0.5671 0.5671
Trichomonas vaginalis PIKK family atypical protein kinase 0.0166 0.2851 0.2851
Trichomonas vaginalis PIKK family atypical protein kinase 0.0166 0.2851 0.2851
Schistosoma mansoni phosphatidylinositol 3-and 4-kinase 0.0166 0.2851 0.2758
Leishmania major target of rapamycin (TOR) kinase 1, putative 0.0495 1 1
Schistosoma mansoni fkbp-rapamycin associated protein 0.0094 0.1278 0.1165
Schistosoma mansoni immunophilin 0.0093 0.1272 0.1159
Treponema pallidum peptidyl-prolyl cis-trans isomerase, FKBP-type, 22 kDa (fklB) 0.0108 0.1596 0.5
Schistosoma mansoni hypothetical protein 0.0205 0.3695 0.3613
Loa Loa (eye worm) cytochrome P450 family protein 0.0063 0.0605 0.0554
Trypanosoma brucei FAT domain/Rapamycin binding domain/Phosphatidylinositol 3- and 4-kinase, putative 0.0205 0.3711 0.3306
Echinococcus granulosus peptidyl prolyl cis trans isomerase FKBP4 0.0093 0.1272 0.1225
Trichomonas vaginalis PIKK family atypical protein kinase 0.0166 0.2851 0.2851
Schistosoma mansoni immunophilin 0.0108 0.1596 0.1487
Trichomonas vaginalis PIKK family atypical protein kinase 0.0495 1 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0166 0.2851 0.2851
Mycobacterium ulcerans FK-506 binding protein, peptidyl-prolyl cis-trans isomerase 0.0108 0.1596 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0393 0.7799 0.7799
Trypanosoma cruzi cytochrome P450, putative 0.0063 0.0605 0.0022
Trichomonas vaginalis PIKK family atypical protein kinase 0.0368 0.7244 0.7244
Echinococcus granulosus serine protein kinase ATM 0.0094 0.1278 0.1231
Entamoeba histolytica FKBP-rapamycin associated protein (FRAP), putative 0.0495 1 1
Trypanosoma cruzi peptidyl-prolyl cis-trans isomerase, putative 0.0108 0.1596 0.1074
Trypanosoma cruzi phosphatidylinositol kinase related protein, putative 0.0094 0.1278 0.0737
Trichomonas vaginalis PIKK family atypical protein kinase 0.0267 0.5052 0.5052
Brugia malayi FKBP-type peptidyl-prolyl cis-trans isomerase-12, BmFKBP-12 0.0108 0.1596 0.155
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0838 0.2359
Trichomonas vaginalis PIKK family atypical protein kinase 0.0094 0.1278 0.1278
Trichomonas vaginalis PIKK family atypical protein kinase 0.0393 0.7799 0.7799
Trypanosoma cruzi FK506-binding protein (FKBP)-type peptidyl-prolyl isomerase, putative 0.0108 0.1596 0.1074
Loa Loa (eye worm) hypothetical protein 0.0094 0.1278 0.1231
Leishmania major target of rapamycin kinase (TOR) kinase 3 0.0394 0.7808 0.7667
Loa Loa (eye worm) cytochrome P450 family protein 0.0063 0.0605 0.0554
Entamoeba histolytica peptidyl-prolyl cis-trans isomerase, FKBP-type , putative 0.0108 0.1596 0.0364
Trichomonas vaginalis PIKK family atypical protein kinase 0.0295 0.5671 0.5671
Trypanosoma brucei peptidyl-prolyl cis-trans isomerase, putative 0.0108 0.1596 0.1054
Trichomonas vaginalis PIKK family atypical protein kinase 0.0267 0.5052 0.5052
Trypanosoma brucei phosphatidylinositol kinase related protein, putative 0.0094 0.1278 0.0716
Loa Loa (eye worm) hypothetical protein 0.0104 0.151 0.1465
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.0838 0.072
Trichomonas vaginalis PIKK family atypical protein kinase 0.0293 0.5607 0.5607
Leishmania major target of rapamycin (TOR) kinase 2, putative 0.0495 1 1
Echinococcus multilocularis FKBP12 rapamycin complex associated protein 0.0495 1 1
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0838 0.2359
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0094 0.1278 0.1231
Trypanosoma cruzi phosphatidylinositol 3-kinase, putative 0.0094 0.1278 0.0737
Trichomonas vaginalis peptidylprolyl isomerase, putative 0.0108 0.1596 0.1596
Echinococcus multilocularis phosphatidylinositol 3 and 4 kinase 0.0166 0.2851 0.2812
Loa Loa (eye worm) phosphatidylinositol 3 0.0495 1 1
Trichomonas vaginalis peptidylprolyl isomerase, putative 0.0108 0.1596 0.1596
Trichomonas vaginalis PIKK family atypical protein kinase 0.0368 0.7244 0.7244
Trichomonas vaginalis PIKK family atypical protein kinase 0.0332 0.6459 0.6459
Brugia malayi FKBP-type peptidyl-prolyl cis-trans isomerase-59, BmFKBP59 0.0108 0.1596 0.155
Trypanosoma brucei target of rapamycin kinase 3, putative 0.0394 0.7808 0.7667
Trypanosoma brucei FK506-binding protein (FKBP)-type peptidyl-prolyl isomerase, putative 0.0108 0.1596 0.1054
Trichomonas vaginalis PIKK family atypical protein kinase 0.0368 0.7244 0.7244
Echinococcus multilocularis PIK kinase, FAT and Armadillo domain containing protein 0.0072 0.0816 0.0767
Entamoeba histolytica phosphatidylinositol3-kinaseTor2, putative 0.0495 1 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0368 0.7244 0.7244
Trypanosoma cruzi FK506-binding protein (FKBP)-type peptidyl-prolyl isomerase, putative 0.0108 0.1596 0.1074
Echinococcus granulosus geminin 0.0205 0.3695 0.3661
Loa Loa (eye worm) hypothetical protein 0.0072 0.0816 0.0767
Brugia malayi Cytochrome P450 family protein 0.0063 0.0605 0.0554
Trichomonas vaginalis PIKK family atypical protein kinase 0.0368 0.7244 0.7244
Trichomonas vaginalis PIKK family atypical protein kinase 0.0368 0.7244 0.7244
Trichomonas vaginalis PIKK family atypical protein kinase 0.0295 0.5671 0.5671
Trichomonas vaginalis PIKK family atypical protein kinase 0.0267 0.5043 0.5043
Trypanosoma brucei phosphatidylinositol 4-kinase, putative 0.0495 1 1
Trypanosoma cruzi target of rapamycin kinase 3 0.0394 0.7808 0.7672
Echinococcus granulosus phosphatidylinositol 3 and 4 kinase 0.0166 0.2851 0.2812
Echinococcus granulosus serine:threonine protein kinase SMG1 0.0094 0.1278 0.1231
Leishmania major peptidylprolyl isomerase-like protein 0.0108 0.1596 0.1054
Trichomonas vaginalis immunophilin, putative 0.0108 0.1596 0.1596
Schistosoma mansoni ataxia telangiectasia mutated (atm) 0.0094 0.1278 0.1165
Echinococcus granulosus FKBP12 rapamycin complex associated protein 0.0495 1 1
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0073 0.0838 0.0789
Loa Loa (eye worm) FKBP-type peptidyl-prolyl cis-trans isomerase-12 0.0108 0.1596 0.155
Trypanosoma cruzi phosphatidylinositol 3-related kinase, putative 0.0166 0.2851 0.2407
Entamoeba histolytica peptidyl-prolyl cis-trans isomerase, FKBP-type, putative 0.0108 0.1596 0.0364
Trichomonas vaginalis PIKK family atypical protein kinase 0.0062 0.0584 0.0584
Schistosoma mansoni hypothetical protein 0.0205 0.3695 0.3613
Toxoplasma gondii FATC domain-containing protein 0.0094 0.1278 0.0686
Loa Loa (eye worm) phosphatidylinositol 3 0.0166 0.2851 0.2812
Trypanosoma brucei Phosphatidylinositol 3-kinase tor1 0.0495 1 1
Echinococcus granulosus PIK kinase FAT and Armadillo domain containing protein 0.0072 0.0816 0.0767
Echinococcus granulosus peptidyl prolyl cis trans isomerase FKBP4 0.0108 0.1596 0.155
Echinococcus multilocularis serine:threonine protein kinase SMG1 0.0094 0.1278 0.1231
Brugia malayi Cytochrome P450 family protein 0.0063 0.0605 0.0554
Loa Loa (eye worm) hypothetical protein 0.0045 0.0213 0.0161
Schistosoma mansoni immunophilin 0.0108 0.1596 0.1487
Trichomonas vaginalis PIKK family atypical protein kinase 0.0368 0.7244 0.7244
Loa Loa (eye worm) hypothetical protein 0.0093 0.1272 0.1225
Echinococcus multilocularis peptidyl prolyl cis trans isomerase FKBP4 0.0093 0.1272 0.1225
Trichomonas vaginalis PIKK family atypical protein kinase 0.0094 0.1278 0.1278
Echinococcus multilocularis peptidyl prolyl cis trans isomerase FKBP4 0.0108 0.1596 0.155
Trichomonas vaginalis conserved hypothetical protein 0.0104 0.151 0.151
Trichomonas vaginalis PIKK family atypical protein kinase 0.0267 0.5043 0.5043
Trichomonas vaginalis PIKK family atypical protein kinase 0.0393 0.7799 0.7799
Trichomonas vaginalis PIKK family atypical protein kinase 0.0495 1 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0267 0.5052 0.5052
Echinococcus granulosus peptidyl prolyl cis trans isomerase FKBP1A 0.0108 0.1596 0.155
Trypanosoma cruzi peptidyl-prolyl cis-trans isomerase, putative 0.0108 0.1596 0.1074
Trichomonas vaginalis PIKK family atypical protein kinase 0.0166 0.2851 0.2851
Trypanosoma brucei phosphatidylinositol 3-related kinase, putative 0.0166 0.2851 0.2391

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 0.3696 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 3.6626 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 5.0119 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Aldehyde Dehydrogenase 1 (ALDH1A1). (Class of assay: confirmatory) [Related pubchem assays: 1030 (qHTS Validation Assay for Inhibitors of aldehyde dehydrogenase 1 (ALDH1A1))] ChEMBL. No reference
Potency (functional) = 31.6228 um PUBCHEM_BIOASSAY: qHTS Assay for the Inhibitors of Schistosoma Mansoni Peroxiredoxins. (Class of assay: confirmatory) [Related pubchem assays: 1011 (Confirmation Concentration-Response Assay for Inhibitors of the Schistosoma mansoni Redox Cascade ), 448 (Schistosoma Mansoni Peroxiredoxins (Prx2) and thioredoxin glutathione reductase (TGR) coupled assay)] 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

No literature references available for this target.

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