Detailed information for compound 1015136

Basic information

Technical information
  • TDR Targets ID: 1015136
  • Name: 1,1-dioxo-2-(2,3,5,6-tetrafluoropyridin-4-yl) -1,2-benzothiazol-3-one
  • MW: 332.23 | Formula: C12H4F4N2O3S
  • H donors: 0 H acceptors: 4 LogP: 2.14 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: Fc1nc(F)c(c(c1F)N1C(=O)c2c(S1(=O)=O)cccc2)F
  • InChi: 1S/C12H4F4N2O3S/c13-7-9(8(14)11(16)17-10(7)15)18-12(19)5-3-1-2-4-6(5)22(18,20)21/h1-4H
  • InChiKey: CCGODDKNKIRBST-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1,1-dioxo-2-(2,3,5,6-tetrafluoro-4-pyridyl)-1,2-benzothiazol-3-one
  • 1,1-diketo-2-(2,3,5,6-tetrafluoro-4-pyridyl)-1,2-benzothiazol-3-one
  • 2-(2,3,5,6-Tetrafluoro-4-pyridinyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide
  • Benzisothiazol-3(2H)-one, 2-(2,3,5,6-tetrafluoro-4-pyridyl)-, 1,1-dioxide
  • ZINC00033357
  • ChemDiv1_000783
  • A1974/0083032
  • Oprea1_064109

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens elastase, neutrophil expressed Starlite/ChEMBL References
Homo sapiens carboxyl ester lipase Starlite/ChEMBL References
Homo sapiens cathepsin G Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus granulosus transmembrane protease serine 3 elastase, neutrophil expressed 267 aa 236 aa 27.5 %
Schistosoma mansoni cercarial elastase (S01 family) cathepsin G 255 aa 209 aa 25.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus neutral alpha glucosidase AB 0.0039 0.026 0.0306
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0119 0.1203 0.452
Loa Loa (eye worm) hypothetical protein 0.0025 0.0103 0.0173
Schistosoma mansoni microtubule-associated protein tau 0.0738 0.8481 1
Echinococcus multilocularis tumor protein p63 0.0361 0.4053 0.4053
Schistosoma mansoni hypothetical protein 0.031 0.3456 0.4075
Loa Loa (eye worm) hypothetical protein 0.0019 0.0028 0.0047
Entamoeba histolytica hypothetical protein 0.003 0.0161 0.0613
Echinococcus multilocularis gcn5proteinral control of amino acid synthesis 0.0122 0.1238 0.1238
Loa Loa (eye worm) thioredoxin reductase 0.0047 0.0356 0.0599
Loa Loa (eye worm) hypothetical protein 0.0025 0.0103 0.0173
Schistosoma mansoni tar DNA-binding protein 0.0053 0.0431 0.0509
Echinococcus granulosus Niemann Pick C1 protein 0.015 0.1574 0.1856
Entamoeba histolytica glycosyl hydrolase, family 31 protein 0.0039 0.026 0.1665
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0046 0.0351 0.0351
Brugia malayi Glycosyl hydrolases family 31 protein 0.0039 0.026 0.0437
Plasmodium vivax histone acetyltransferase GCN5, putative 0.0036 0.0226 0.6355
Loa Loa (eye worm) RNA binding protein 0.0053 0.0431 0.0726
Brugia malayi CHE-14 protein 0.0045 0.0336 0.0566
Brugia malayi AMP-binding enzyme family protein 0.0025 0.0103 0.0173
Schistosoma mansoni cellular tumor antigen P53 0.0053 0.0427 0.0503
Loa Loa (eye worm) hypothetical protein 0.0055 0.0456 0.0767
Echinococcus granulosus Niemann Pick C1 protein 0.0105 0.1043 0.123
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0107 0.1063 0.8724
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0241 0.2643 1
Trichomonas vaginalis conserved hypothetical protein 0.0261 0.2878 0.4637
Trichomonas vaginalis alpha-glucosidase, putative 0.0039 0.026 0.0058
Loa Loa (eye worm) hypothetical protein 0.0019 0.0028 0.0047
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0039 0.026 0.0437
Loa Loa (eye worm) hypothetical protein 0.0234 0.2562 0.431
Trichomonas vaginalis neutral alpha-glucosidase ab precursor, putative 0.0039 0.026 0.0058
Echinococcus granulosus histone acetyltransferase KAT2B 0.0036 0.0226 0.0267
Schistosoma mansoni survival motor neuron protein 0.0048 0.0367 0.0433
Echinococcus multilocularis lysosomal alpha glucosidase 0.0174 0.1853 0.1853
Echinococcus multilocularis microtubule associated protein 2 0.0738 0.8481 0.8481
Mycobacterium ulcerans long-chain-fatty-acid-CoA ligase 0.0025 0.0103 0.0127
Entamoeba histolytica glycosyl hydrolase, family 31 protein 0.0039 0.026 0.1665
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0174 0.1853 0.3118
Loa Loa (eye worm) hypothetical protein 0.0053 0.0427 0.0718
Echinococcus multilocularis neutral alpha glucosidase AB 0.0039 0.026 0.026
Brugia malayi TAR-binding protein 0.0053 0.0431 0.0726
Echinococcus granulosus survival motor neuron protein 1 0.0234 0.2562 0.3021
Mycobacterium ulcerans aldehyde dehydrogenase 0.0241 0.2643 0.442
Loa Loa (eye worm) hypothetical protein 0.0324 0.3611 0.6075
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.0025 0.0103 0.0333
Trichomonas vaginalis alpha-glucosidase, putative 0.0039 0.026 0.0058
Entamoeba histolytica acetyltransferase, GNAT family 0.0033 0.0191 0.0939
Loa Loa (eye worm) hypothetical protein 0.0019 0.0028 0.0047
Brugia malayi MH2 domain containing protein 0.0133 0.1371 0.2307
Onchocerca volvulus 0.0101 0.099 0.2741
Loa Loa (eye worm) hypothetical protein 0.0019 0.0028 0.0047
Echinococcus granulosus sterol regulatory element binding protein 0.0045 0.0336 0.0396
Trichomonas vaginalis sucrase-isomaltase, putative 0.0039 0.026 0.0058
Schistosoma mansoni glutaminase 0.0522 0.5945 0.7009
Loa Loa (eye worm) hypothetical protein 0.0105 0.1043 0.1754
Echinococcus multilocularis geminin 0.031 0.3456 0.3456
Echinococcus multilocularis protein dispatched 1 0.0052 0.0411 0.0411
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0091 0.0872 0.1028
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0107 0.1063 0.3985
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0091 0.0872 0.1028
Chlamydia trachomatis acylglycerophosphoethanolamine acyltransferase 0.0019 0.0028 0.5
Echinococcus multilocularis Niemann Pick C1 protein 0.0105 0.1043 0.1043
Brugia malayi Glycosyl hydrolases family 31 protein 0.0174 0.1853 0.3118
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0091 0.0872 0.0872
Echinococcus granulosus lysosomal alpha glucosidase 0.0174 0.1853 0.2185
Brugia malayi acetyltransferase, GNAT family protein 0.0122 0.1238 0.2083
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0048 0.0367 0.0618
Brugia malayi glutathione reductase 0.0047 0.0356 0.0599
Schistosoma mansoni patched 1 0.0045 0.0336 0.0396
Toxoplasma gondii aldehyde dehydrogenase 0.0241 0.2643 1
Schistosoma mansoni tar DNA-binding protein 0.0053 0.0431 0.0509
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0091 0.0872 0.1028
Brugia malayi RNA binding protein 0.0053 0.0431 0.0726
Brugia malayi Niemann-Pick C1 protein precursor 0.0105 0.1043 0.1754
Plasmodium vivax acyl-CoA synthetase, putative 0.0019 0.0028 0.078
Brugia malayi hypothetical protein 0.0324 0.3611 0.6075
Schistosoma mansoni alpha-glucosidase 0.015 0.1568 0.1849
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0119 0.1203 1
Schistosoma mansoni hypothetical protein 0.0044 0.0317 0.0374
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0091 0.0872 0.1466
Plasmodium vivax thioredoxin reductase, putative 0.0047 0.0356 1
Schistosoma mansoni tar DNA-binding protein 0.0053 0.0431 0.0509
Loa Loa (eye worm) hypothetical protein 0.0025 0.0103 0.0173
Toxoplasma gondii glycosyl hydrolase, family 31 protein 0.0039 0.026 0.0137
Plasmodium falciparum thioredoxin reductase 0.0047 0.0356 1
Mycobacterium ulcerans long-chain-fatty-acid--CoA ligase 0.0025 0.0103 0.0127
Echinococcus multilocularis survival motor neuron protein 1 0.0234 0.2562 0.2562
Mycobacterium tuberculosis Probable oxidoreductase 0.0119 0.1203 0.452
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0025 0.0103 0.0333
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.003 0.0161 0.0161
Brugia malayi glutaminase DH11.1 0.0522 0.5945 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0091 0.0872 0.0872
Onchocerca volvulus 0.0025 0.0103 0.0286
Trichomonas vaginalis conserved hypothetical protein 0.0261 0.2878 0.4637
Echinococcus multilocularis expressed conserved protein 0.0099 0.0968 0.0968
Mycobacterium ulcerans aldehyde dehydrogenase 0.0241 0.2643 0.442
Brugia malayi AMP-binding enzyme family protein 0.0025 0.0103 0.0173
Onchocerca volvulus 0.0048 0.0367 0.1017
Schistosoma mansoni alpha glucosidase 0.0039 0.026 0.0306
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0091 0.0872 0.1028
Trypanosoma brucei trypanothione reductase 0.0047 0.0356 1
Onchocerca volvulus 0.0053 0.0427 0.1182
Echinococcus multilocularis thioredoxin glutathione reductase 0.0047 0.0356 0.0356
Schistosoma mansoni transcription factor LCR-F1 0.003 0.0161 0.019
Echinococcus multilocularis tar DNA binding protein 0.0053 0.0431 0.0431
Brugia malayi hypothetical protein 0.003 0.0161 0.027
Mycobacterium ulcerans hypothetical protein 0.0025 0.0103 0.0127
Echinococcus multilocularis protein patched 0.0045 0.0336 0.0336
Echinococcus multilocularis sterol regulatory element binding protein 0.0045 0.0336 0.0336
Loa Loa (eye worm) glutaminase 0.0522 0.5945 1
Mycobacterium ulcerans acyl-CoA synthetase 0.0025 0.0103 0.0127
Leishmania major alpha glucosidase II subunit, putative 0.0039 0.026 0.0616
Brugia malayi Thioredoxin reductase 0.0047 0.0356 0.0599
Echinococcus granulosus geminin 0.031 0.3456 0.4075
Schistosoma mansoni aldehyde dehydrogenase 0.0241 0.2643 0.3116
Entamoeba histolytica hypothetical protein 0.003 0.0161 0.0613
Echinococcus granulosus expressed conserved protein 0.0099 0.0968 0.1141
Loa Loa (eye worm) hypothetical protein 0.0045 0.0336 0.0566
Mycobacterium ulcerans long-chain fatty-acid CoA ligase 0.0025 0.0103 0.0127
Loa Loa (eye worm) acetyltransferase 0.0122 0.1238 0.2083
Schistosoma mansoni hypothetical protein 0.0044 0.0317 0.0374
Mycobacterium tuberculosis Probable dehydrogenase 0.0107 0.1063 0.3985
Mycobacterium ulcerans acyl-CoA synthetase 0.0025 0.0103 0.0127
Schistosoma mansoni tar DNA-binding protein 0.0053 0.0431 0.0509
Trichomonas vaginalis glutaminase, putative 0.0522 0.5945 1
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0241 0.2643 0.2643
Schistosoma mansoni lipoxygenase 0.0046 0.0351 0.0414
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.003 0.0161 0.019
Onchocerca volvulus 0.0324 0.3611 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.0028 0.0047
Loa Loa (eye worm) glutathione reductase 0.0047 0.0356 0.0599
Brugia malayi hypothetical protein 0.0234 0.2562 0.431
Loa Loa (eye worm) transcription factor SMAD2 0.0133 0.1371 0.2307
Entamoeba histolytica Niemann-Pick C1 protein, putative 0.0105 0.1043 1
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0107 0.1063 0.3985
Giardia lamblia Histone acetyltransferase GCN5 0.0033 0.0191 0.5
Echinococcus granulosus tumor protein p63 0.0361 0.4053 0.4779
Mycobacterium ulcerans acyl-CoA synthetase 0.0025 0.0103 0.0127
Brugia malayi AMP-binding enzyme family protein 0.0025 0.0103 0.0173
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0047 0.0356 0.1297
Loa Loa (eye worm) TAR-binding protein 0.0053 0.0431 0.0726
Mycobacterium ulcerans aldehyde dehydrogenase 0.0241 0.2643 0.442
Echinococcus multilocularis lysosomal alpha glucosidase 0.0174 0.1853 0.1853
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0025 0.0103 0.0127
Echinococcus granulosus histone acetyltransferase KAT2B 0.0118 0.1198 0.1412
Brugia malayi RNA recognition motif domain containing protein 0.0053 0.0431 0.0726
Echinococcus multilocularis Niemann Pick C1 protein 0.015 0.1574 0.1574
Leishmania major trypanothione reductase 0.0047 0.0356 0.0997
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0241 0.2643 1
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0241 0.2643 0.3116
Toxoplasma gondii thioredoxin reductase 0.0047 0.0356 0.0538
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0091 0.0872 0.1028
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0091 0.0872 0.1466
Loa Loa (eye worm) MH2 domain-containing protein 0.0133 0.1371 0.2307
Trichomonas vaginalis alpha-glucosidase, putative 0.0039 0.026 0.0058
Schistosoma mansoni hypothetical protein 0.031 0.3456 0.4075
Trichomonas vaginalis conserved hypothetical protein 0.0045 0.0336 0.0192
Mycobacterium tuberculosis Probable reductase 0.0107 0.1063 0.3985
Trichomonas vaginalis neutral alpha-glucosidase ab precursor, putative 0.0039 0.026 0.0058
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0119 0.1203 0.452
Plasmodium vivax glutathione reductase, putative 0.0047 0.0356 1
Echinococcus granulosus Protein patched homolog 1 0.0045 0.0336 0.0396
Schistosoma mansoni hypothetical protein 0.0044 0.0317 0.0374
Plasmodium falciparum histone acetyltransferase GCN5 0.0033 0.0191 0.537
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0046 0.0351 0.0414
Schistosoma mansoni hypothetical protein 0.0044 0.0317 0.0374
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0107 0.1063 0.3985
Echinococcus granulosus thioredoxin glutathione reductase 0.0047 0.0356 0.042
Trichomonas vaginalis maltase-glucoamylase, putative 0.0039 0.026 0.0058
Entamoeba histolytica hypothetical protein 0.003 0.0161 0.0613
Trichomonas vaginalis alpha-glucosidase, putative 0.0039 0.026 0.0058
Schistosoma mansoni niemann-pick C1 (NPC1) 0.0107 0.1062 0.1252
Plasmodium falciparum glutathione reductase 0.0047 0.0356 1
Loa Loa (eye worm) abnormal chemotaxis protein 14 0.0045 0.0336 0.0566
Schistosoma mansoni hypothetical protein 0.003 0.0161 0.019
Trichomonas vaginalis alpha-glucosidase, putative 0.0039 0.026 0.0058
Echinococcus granulosus microtubule associated protein 2 0.0738 0.8481 1
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0107 0.1063 0.3985
Schistosoma mansoni aldehyde dehydrogenase 0.0241 0.2643 0.3116
Plasmodium falciparum acyl-CoA synthetase 0.0019 0.0028 0.078
Echinococcus granulosus tar DNA binding protein 0.0053 0.0431 0.0509
Entamoeba histolytica hypothetical protein 0.003 0.0161 0.0613
Schistosoma mansoni hypothetical protein 0.0048 0.0367 0.0433
Mycobacterium tuberculosis Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase) 0.0019 0.0028 0.0046
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0053 0.0431 0.0726
Mycobacterium ulcerans glutaminase 0.0522 0.5945 1
Schistosoma mansoni gcn5proteinral control of amino-acid synthesis 5-like 2 gcnl2 0.0122 0.1238 0.146
Trypanosoma cruzi trypanothione reductase, putative 0.0047 0.0356 1
Schistosoma mansoni tar DNA-binding protein 0.0053 0.0431 0.0509
Loa Loa (eye worm) glutaminase 2 0.0522 0.5945 1
Schistosoma mansoni alpha-glucosidase 0.015 0.1568 0.1849

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.081 uM Inhibition of human leukocyte elastase ChEMBL. 18701300
IC50 (binding) = 3.7 uM Inhibition of human cathepsin G ChEMBL. 18701300
IC50 (binding) = 11 uM Inhibition of cholesterol esterase ChEMBL. 18701300
IC50 (binding) > 100 uM Inhibition of human cathepsin L ChEMBL. 18701300
IC50 (binding) > 100 uM Inhibition of human ACE ChEMBL. 18701300
IC50 (binding) > 100 uM Inhibition of acetylcholinesterase ChEMBL. 18701300
Ki (binding) = 28 nM Inhibition of human leukocyte elastase ChEMBL. 18701300

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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