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 cathepsin G Starlite/ChEMBL References
Homo sapiens carboxyl ester lipase 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
Schistosoma mansoni cercarial elastase (S01 family) cathepsin G 255 aa 209 aa 25.8 %
Echinococcus granulosus transmembrane protease serine 3 elastase, neutrophil expressed 267 aa 236 aa 27.5 %
Obtained from network model

Ranking Plot

Putative Targets List

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

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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