Detailed information for compound 605848

Basic information

Technical information
  • TDR Targets ID: 605848
  • Name: ethyl 2-[(2,6-dichloro-4-sulfamoylphenyl)amin o]-4-methyl-1,3-thiazole-5-carboxylate
  • MW: 410.296 | Formula: C13H13Cl2N3O4S2
  • H donors: 2 H acceptors: 4 LogP: 3.6 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOC(=O)c1sc(nc1C)Nc1c(Cl)cc(cc1Cl)S(=O)(=O)N
  • InChi: 1S/C13H13Cl2N3O4S2/c1-3-22-12(19)11-6(2)17-13(23-11)18-10-8(14)4-7(5-9(10)15)24(16,20)21/h4-5H,3H2,1-2H3,(H,17,18)(H2,16,20,21)
  • InChiKey: JMGSBZKUBXYCAK-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • ethyl 2-[(2,6-dichloro-4-sulfamoyl-phenyl)amino]-4-methyl-thiazole-5-carboxylate
  • 2-[(2,6-dichloro-4-sulfamoylphenyl)amino]-4-methyl-5-thiazolecarboxylic acid ethyl ester
  • 2-[(2,6-dichloro-4-sulfamoyl-phenyl)amino]-4-methyl-thiazole-5-carboxylic acid ethyl ester
  • ethyl 2-[(2,6-dichloro-4-sulfamoyl-phenyl)amino]-4-methyl-1,3-thiazole-5-carboxylate
  • ZINC02348658
  • STK332178

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
Schistosoma mansoni tar DNA-binding protein 0.0392 0.9778 0.9777
Trichomonas vaginalis glutathione reductase, putative 0.0017 0.0054 0.5
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0048 0.0871 0.2985
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0017 0.0054 0.0054
Echinococcus granulosus sodium:glucose cotransporter 0.0044 0.0766 0.0739
Loa Loa (eye worm) MH2 domain-containing protein 0.0016 0.0029 0.0029
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0017 0.0054 0.0025
Echinococcus granulosus intermediate filament protein 0.0027 0.0328 0.03
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.011 0.2472 0.8837
Plasmodium vivax ataxin-2 like protein, putative 0.0024 0.0255 0.2459
Echinococcus multilocularis tar DNA binding protein 0.0392 0.9778 0.9777
Mycobacterium tuberculosis Probable reductase 0.011 0.2472 0.8837
Brugia malayi TAR-binding protein 0.0392 0.9778 0.9778
Trichomonas vaginalis mercuric reductase, putative 0.0017 0.0054 0.5
Loa Loa (eye worm) MH2 domain-containing protein 0.0231 0.5608 0.5608
Brugia malayi Intermediate filament tail domain containing protein 0.0027 0.0328 0.0328
Brugia malayi RNA binding protein 0.0392 0.9778 0.9778
Echinococcus granulosus sodium:myo inositol cotransporter 0.0044 0.0766 0.0739
Mycobacterium tuberculosis Probable oxidoreductase 0.0122 0.279 1
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0122 0.279 1
Echinococcus granulosus sodium:glucose cotransporter 2 0.0044 0.0766 0.0739
Echinococcus granulosus solute carrier family 5 0.0044 0.0766 0.0739
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0392 0.9778 0.9778
Plasmodium falciparum ataxin-2 like protein, putative 0.0024 0.0255 0.2459
Echinococcus multilocularis musashi 0.0027 0.0328 0.03
Plasmodium falciparum ataxin-2 like protein, putative 0.0024 0.0255 0.2459
Plasmodium falciparum glutathione reductase 0.0048 0.0871 1
Schistosoma mansoni tar DNA-binding protein 0.0392 0.9778 0.9777
Echinococcus multilocularis sodium coupled monocarboxylate transporter 1 0.0044 0.0766 0.0739
Echinococcus multilocularis high affinity choline transporter 1 0.0401 1 1
Brugia malayi RNA recognition motif domain containing protein 0.0392 0.9778 0.9778
Schistosoma mansoni tar DNA-binding protein 0.0392 0.9778 0.9777
Plasmodium vivax glutathione reductase, putative 0.0048 0.0871 1
Brugia malayi hypothetical protein 0.0016 0.003 0.003
Brugia malayi MH2 domain containing protein 0.0231 0.5608 0.5608
Loa Loa (eye worm) hypothetical protein 0.0024 0.0255 0.0255
Loa Loa (eye worm) intermediate filament protein 0.0027 0.0328 0.0328
Echinococcus granulosus lamin 0.0027 0.0328 0.03
Echinococcus granulosus tar DNA binding protein 0.0392 0.9778 0.9777
Schistosoma mansoni high-affinity choline transporter 0.0401 1 1
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0027 0.0328 0.0328
Loa Loa (eye worm) hypothetical protein 0.0027 0.0328 0.0328
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0017 0.0054 0.5
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0017 0.0054 0.0025
Loa Loa (eye worm) hypothetical protein 0.0044 0.0766 0.0766
Echinococcus multilocularis thioredoxin glutathione reductase 0.0048 0.0871 0.0844
Echinococcus multilocularis sodium:myo inositol cotransporter 0.0044 0.0766 0.0739
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0122 0.279 1
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0122 0.279 1
Echinococcus granulosus lamin dm0 0.0027 0.0328 0.03
Brugia malayi MH2 domain containing protein 0.0016 0.0029 0.0029
Loa Loa (eye worm) RNA binding protein 0.0392 0.9778 0.9778
Echinococcus granulosus tumor protein p63 0.033 0.8158 0.8152
Schistosoma mansoni cellular tumor antigen P53 0.0048 0.0871 0.0844
Brugia malayi glutathione reductase 0.0048 0.0871 0.0871
Loa Loa (eye worm) hypothetical protein 0.0048 0.0871 0.0871
Schistosoma mansoni tar DNA-binding protein 0.0392 0.9778 0.9777
Trypanosoma brucei trypanothione reductase 0.0048 0.0871 1
Mycobacterium tuberculosis Probable dehydrogenase 0.011 0.2472 0.8837
Schistosoma mansoni lamin 0.0027 0.0328 0.03
Schistosoma mansoni inositol transporter 0.0044 0.0766 0.0739
Trypanosoma cruzi PAB1-binding protein , putative 0.0024 0.0255 0.2459
Echinococcus granulosus sodium coupled monocarboxylate transporter 1 0.0044 0.0766 0.0739
Echinococcus multilocularis solute carrier family 5 0.0044 0.0766 0.0739
Brugia malayi Thioredoxin reductase 0.0048 0.0871 0.0871
Mycobacterium tuberculosis Putative ferredoxin reductase 0.011 0.2472 0.8837
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0017 0.0054 0.5
Loa Loa (eye worm) Smad1 0.0016 0.0029 0.0029
Loa Loa (eye worm) TAR-binding protein 0.0392 0.9778 0.9778
Onchocerca volvulus 0.0044 0.0766 0.8069
Echinococcus multilocularis lamin dm0 0.0027 0.0328 0.03
Schistosoma mansoni sodium/solute symporter 0.0044 0.0766 0.0739
Leishmania major trypanothione reductase 0.0048 0.0871 1
Schistosoma mansoni inositol transporter 0.0044 0.0766 0.0739
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.011 0.2472 0.8837
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0017 0.0054 0.5
Giardia lamblia NADH oxidase lateral transfer candidate 0.0017 0.0054 0.5
Toxoplasma gondii thioredoxin reductase 0.0048 0.0871 1
Echinococcus multilocularis lamin 0.0027 0.0328 0.03
Loa Loa (eye worm) hypothetical protein 0.0027 0.0315 0.0315
Trypanosoma cruzi PAB1-binding protein , putative 0.0024 0.0255 0.2459
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0017 0.0054 0.5
Leishmania major hypothetical protein, conserved 0.0024 0.0255 0.2459
Schistosoma mansoni lamin 0.0027 0.0328 0.03
Loa Loa (eye worm) thioredoxin reductase 0.0048 0.0871 0.0871
Toxoplasma gondii LsmAD domain-containing protein 0.0024 0.0255 0.2459
Schistosoma mansoni tar DNA-binding protein 0.0392 0.9778 0.9777
Trypanosoma cruzi trypanothione reductase, putative 0.0048 0.0871 1
Echinococcus granulosus high affinity choline transporter 1 0.0401 1 1
Brugia malayi MH2 domain containing protein 0.0016 0.0029 0.0029
Echinococcus granulosus thioredoxin glutathione reductase 0.0048 0.0871 0.0844
Brugia malayi MH1 domain containing protein 0.0016 0.0029 0.0029
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0017 0.0054 0.5
Schistosoma mansoni intermediate filament proteins 0.0027 0.0328 0.03
Plasmodium vivax thioredoxin reductase, putative 0.0048 0.0871 1
Brugia malayi MH1 domain containing protein 0.0016 0.0029 0.0029
Plasmodium falciparum thioredoxin reductase 0.0048 0.0871 1
Onchocerca volvulus 0.0048 0.0871 1
Brugia malayi Sodium:solute symporter family protein 0.0044 0.0766 0.0766
Echinococcus multilocularis sodium:glucose cotransporter 2 0.0044 0.0766 0.0739
Echinococcus multilocularis tumor protein p63 0.033 0.8158 0.8152
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0017 0.0054 0.5
Brugia malayi hypothetical protein 0.0024 0.0255 0.0255
Loa Loa (eye worm) hypothetical protein 0.0401 1 1
Brugia malayi intermediate filament protein 0.0027 0.0328 0.0328
Loa Loa (eye worm) transcription factor SMAD2 0.0231 0.5608 0.5608
Treponema pallidum NADH oxidase 0.0017 0.0054 0.5
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.011 0.2472 0.8837
Loa Loa (eye worm) glutathione reductase 0.0048 0.0871 0.0871
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0017 0.0054 0.0025
Loa Loa (eye worm) MH1 domain-containing protein 0.0016 0.0029 0.0029
Trypanosoma brucei PAB1-binding protein , putative 0.0024 0.0255 0.2459
Toxoplasma gondii transporter, solute:sodium symporter (SSS) family protein 0.0044 0.0766 0.8716
Brugia malayi Smad1 0.0016 0.0029 0.0029

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) NOVARTIS: Antimalarial liver stage activity measured as a greater than 50% reduction in Plasmodium yoelii schizont area in HepG2-A16-CD81 cells at 10uM compound concentration, determined by immuno-fluorescence. ChEMBL. 22096101
CC50 (functional) > 10 uM Huh7 cytotoxicity for Pf inhibitors Novartis-GNF Malaria Box. No reference
CC50 > 10 uM NOVARTIS: Cytotoxicity against human hepatocellular carcinoma cell line (Huh7) ChEMBL. 18579783
EC50 (functional) = 0.411 uM W2 Pf proliferation inhibition Novartis-GNF Malaria Box. No reference
EC50 (functional) = 0.411 uM NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation in erythrocyte-based infection assay ChEMBL. 18579783
EC50 (functional) > 1.25 uM PF proliferation inhibition 3D7 Novartis-GNF Malaria Box. No reference
EC50 (functional) > 1.25 uM NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferation in erythrocyte-based infection assay ChEMBL. 18579783
IFI promiscuity index = 0 IFI promiscuity index Novartis-GNF Malaria Box. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 18579783

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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