Detailed information for compound 311979

Basic information

Technical information
  • TDR Targets ID: 311979
  • Name: 4-[1-(4-fluorophenyl)sulfonylindol-2-yl]-4-hy droxycyclohexa-2,5-dien-1-one
  • MW: 383.393 | Formula: C20H14FNO4S
  • H donors: 1 H acceptors: 4 LogP: 2.92 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1C=CC(C=C1)(O)c1cc2c(n1S(=O)(=O)c1ccc(cc1)F)cccc2
  • InChi: 1S/C20H14FNO4S/c21-15-5-7-17(8-6-15)27(25,26)22-18-4-2-1-3-14(18)13-19(22)20(24)11-9-16(23)10-12-20/h1-13,24H
  • InChiKey: FEKUSECQFDCTMP-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 4-[1-(4-fluorophenyl)sulfonylindol-2-yl]-4-hydroxy-cyclohexa-2,5-dien-1-one
  • 4-[1-(4-fluorophenyl)sulfonyl-2-indolyl]-4-hydroxy-1-cyclohexa-2,5-dienone

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 hypothetical protein 0.0018 0.0144 0.0151
Trypanosoma cruzi ribonuclease H1, putative 0.0241 0.2515 1
Trypanosoma brucei ribonuclease H1 0.0241 0.2515 0.2497
Echinococcus granulosus cpg binding protein 0.0035 0.0325 0.034
Brugia malayi RNase H family protein 0.0241 0.2515 1
Brugia malayi reverse transcriptase 0.002 0.0167 0.0646
Echinococcus granulosus ribonuclease H1 0.0241 0.2515 0.2927
Loa Loa (eye worm) latrophilin receptor protein 2 0.0018 0.0144 0.0981
Schistosoma mansoni microtubule-associated protein tau 0.0803 0.8502 0.8882
Echinococcus granulosus RNA directed DNA polymerase reverse transcriptase 0.002 0.0167 0.0153
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.034 0.3572 1
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0008 0.0037 0.0039
Brugia malayi RNase H family protein 0.0241 0.2515 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.034 0.3572 1
Loa Loa (eye worm) transcription factor SMAD2 0.0139 0.1429 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0053 0.0516 0.048
Brugia malayi Inositol-1 0.0043 0.0407 0.1602
Brugia malayi F/Y-rich N-terminus family protein 0.001 0.0058 0.0211
Schistosoma mansoni hypothetical protein 0.0018 0.0144 0.0151
Brugia malayi RNase H family protein 0.0241 0.2515 1
Toxoplasma gondii ribonuclease HI protein 0.0241 0.2515 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0058 0.0567 0.3948
Schistosoma mansoni smad1 5 8 and 0.0009 0.005 0.0052
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) 0.002 0.0167 0.013
Brugia malayi Calcitonin receptor-like protein seb-1 0.0058 0.0567 0.2239
Trypanosoma cruzi myo-inositol-1(or 4)-monophosphatase 1, putative 0.0043 0.0407 0.1021
Echinococcus granulosus inositol monophosphatase 1 0.0043 0.0407 0.0436
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0074 0.0734 0.5122
Schistosoma mansoni hypothetical protein 0.0904 0.9572 1
Brugia malayi hypothetical protein 0.002 0.0167 0.0646
Echinococcus granulosus GPCR family 2 0.0018 0.0144 0.0126
Schistosoma mansoni cpg binding protein 0.0035 0.0325 0.034
Brugia malayi MH2 domain containing protein 0.0009 0.005 0.018
Brugia malayi hypothetical protein 0.002 0.0167 0.0646
Brugia malayi MH2 domain containing protein 0.0009 0.005 0.018
Schistosoma mansoni hypothetical protein 0.002 0.0167 0.0174
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0018 0.0144 0.0126
Schistosoma mansoni hypothetical protein 0.0018 0.0144 0.0151
Loa Loa (eye worm) CXXC zinc finger family protein 0.0033 0.0305 0.2108
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) 0.002 0.0167 0.013
Treponema pallidum fructose-bisphosphate aldolase 0.034 0.3572 1
Echinococcus multilocularis mothers against decapentaplegic 5 0.0009 0.005 0.0012
Brugia malayi Pao retrotransposon peptidase family protein 0.002 0.0167 0.0646
Trichomonas vaginalis inositol monophosphatase, putative 0.0043 0.0407 0.1065
Schistosoma mansoni serine/threonine protein kinase 0.002 0.0167 0.0174
Echinococcus multilocularis tar DNA binding protein 0.0074 0.0734 0.0699
Onchocerca volvulus 0.0033 0.0305 0.0588
Echinococcus granulosus RNA directed DNA polymerase reverse transcriptase 0.002 0.0167 0.0153
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba 0.0166 0.1719 1
Schistosoma mansoni hypothetical protein 0.0018 0.0144 0.0151
Echinococcus multilocularis microtubule associated protein 2 0.0803 0.8502 0.8497
Echinococcus granulosus microtubule associated protein 2 0.0803 0.8502 1
Brugia malayi RNA recognition motif domain containing protein 0.0074 0.0734 0.2906
Echinococcus granulosus neuropeptide receptor A26 0.0538 0.5681 0.6667
Echinococcus multilocularis geminin 0.0197 0.2049 0.2019
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) 0.002 0.0167 0.013
Echinococcus multilocularis TGF beta signal transducer SmadC 0.0009 0.005 0.0012
Schistosoma mansoni tar DNA-binding protein 0.0074 0.0734 0.0767
Trypanosoma cruzi ribonuclease H1, putative 0.0241 0.2515 1
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0071 0.0704 0.0735
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0058 0.0567 0.2239
Trypanosoma brucei RNA helicase, putative 0.0904 0.9572 1
Echinococcus granulosus mothers against decapentaplegic 5 0.0009 0.005 0.0015
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0053 0.0516 0.0565
Echinococcus multilocularis telomerase reverse transcriptase subunit 0.002 0.0167 0.013
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.0166 0.1719 1
Echinococcus multilocularis Smad4 0.0009 0.005 0.0012
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) 0.002 0.0167 0.013
Echinococcus granulosus RNA directed DNA polymerase reverse transcriptase 0.002 0.0167 0.0153
Brugia malayi latrophilin 2 splice variant baaae 0.004 0.0371 0.146
Echinococcus multilocularis neuropeptide receptor A26 0.0538 0.5681 0.5665
Schistosoma mansoni hypothetical protein 0.0197 0.2049 0.2141
Trypanosoma brucei inositol-1(or 4)-monophosphatase 1, putative 0.0043 0.0407 0.0255
Schistosoma mansoni smad1 5 8 and 0.0009 0.005 0.0052
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0053 0.0516 0.0539
Giardia lamblia Ribonuclease H 0.0241 0.2515 0.6897
Trichomonas vaginalis ribonuclease H1, putative 0.0241 0.2515 0.7017
Schistosoma mansoni scy1(yeast) protein kinase-like 0.002 0.0167 0.0174
Trypanosoma brucei ingi protein (ORF1) 0.0261 0.2733 0.2728
Brugia malayi Pao retrotransposon peptidase family protein 0.002 0.0167 0.0646
Echinococcus granulosus dnaJ subfamily B 0.0476 0.5019 0.5885
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.0166 0.1719 1
Loa Loa (eye worm) Smad1 0.0009 0.005 0.0316
Echinococcus granulosus tar DNA binding protein 0.0074 0.0734 0.0823
Brugia malayi Pao retrotransposon peptidase family protein 0.002 0.0167 0.0646
Brugia malayi Pao retrotransposon peptidase family protein 0.002 0.0167 0.0646
Brugia malayi Pao retrotransposon peptidase family protein 0.002 0.0167 0.0646
Trypanosoma brucei unspecified product 0.0261 0.2733 0.2728
Loa Loa (eye worm) hypothetical protein 0.004 0.0371 0.2575
Brugia malayi Pao retrotransposon peptidase family protein 0.002 0.0167 0.0646
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0053 0.0516 0.0565
Echinococcus granulosus TGF beta signal transducer SmadC 0.0009 0.005 0.0015
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0018 0.0144 0.0107
Schistosoma mansoni protein kinase 0.002 0.0167 0.0174
Trypanosoma brucei ingi protein (ORF1) 0.0261 0.2733 0.2728
Echinococcus multilocularis neuropeptide s receptor 0.0538 0.5681 0.5665
Echinococcus multilocularis GPCR, family 2 0.0018 0.0144 0.0107
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0018 0.0144 0.0557
Schistosoma mansoni cpg binding protein 0.0035 0.0325 0.034
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.034 0.3572 1
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0053 0.0516 0.2036
Brugia malayi RNA binding protein 0.0074 0.0734 0.2906
Schistosoma mansoni phosphoglucomutase 0.0241 0.2515 0.2628
Schistosoma mansoni Smad4 0.0009 0.005 0.0052
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.034 0.3572 1
Echinococcus multilocularis ribonuclease H1 0.0241 0.2515 0.2487
Schistosoma mansoni TGF-beta signal transducer Smad2 0.0009 0.005 0.0052
Brugia malayi Pao retrotransposon peptidase family protein 0.002 0.0167 0.0646
Loa Loa (eye worm) histone methyltransferase 0.001 0.0059 0.0382
Trichomonas vaginalis reverse transcriptases, putative 0.002 0.0167 0.0388
Brugia malayi reverse transcriptase 0.002 0.0167 0.0646
Trichomonas vaginalis reverse transcriptase [C. elegans], putative 0.002 0.0167 0.0388
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) 0.002 0.0167 0.013
Brugia malayi MH2 domain containing protein 0.0139 0.1429 0.5672
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.034 0.3572 1
Brugia malayi Pao retrotransposon peptidase family protein 0.002 0.0167 0.0646
Echinococcus granulosus neuropeptide s receptor 0.0538 0.5681 0.6667
Echinococcus granulosus Smad4 0.0009 0.005 0.0015
Echinococcus multilocularis cpg binding protein 0.0035 0.0325 0.0289
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) 0.002 0.0167 0.013
Trichomonas vaginalis myo inositol monophosphatase, putative 0.0043 0.0407 0.1065
Echinococcus granulosus smad 0.0009 0.005 0.0015
Loa Loa (eye worm) hypothetical protein 0.0058 0.0567 0.3948
Echinococcus multilocularis dnaJ subfamily B 0.0476 0.5019 0.5
Schistosoma mansoni tar DNA-binding protein 0.0074 0.0734 0.0767
Loa Loa (eye worm) hypothetical protein 0.0018 0.0144 0.0981
Schistosoma mansoni hypothetical protein 0.002 0.0167 0.0174
Schistosoma mansoni smad 0.0009 0.005 0.0052
Schistosoma mansoni tar DNA-binding protein 0.0074 0.0734 0.0767
Brugia malayi Pao retrotransposon peptidase family protein 0.002 0.0167 0.0646
Brugia malayi TAR-binding protein 0.0074 0.0734 0.2906
Loa Loa (eye worm) TAR-binding protein 0.0074 0.0734 0.5122
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.034 0.3572 1
Brugia malayi Pao retrotransposon peptidase family protein 0.002 0.0167 0.0646
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) 0.002 0.0167 0.013
Leishmania major ribonuclease H1, putative 0.0241 0.2515 1
Loa Loa (eye worm) MH1 domain-containing protein 0.0009 0.005 0.0316
Schistosoma mansoni tar DNA-binding protein 0.0074 0.0734 0.0767
Brugia malayi MH1 domain containing protein 0.0009 0.005 0.018
Loa Loa (eye worm) MH2 domain-containing protein 0.0009 0.005 0.0316
Brugia malayi Latrophilin receptor protein 2 0.0018 0.0144 0.0557
Trypanosoma brucei hypothetical protein, conserved 0.0261 0.2733 0.2728
Brugia malayi Pao retrotransposon peptidase family protein 0.002 0.0167 0.0646
Echinococcus multilocularis histone lysine N methyltransferase MLL3 0.001 0.0059 0.0022
Schistosoma mansoni phosphoglucomutase 0.0241 0.2515 0.2628
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0018 0.0144 0.0107
Brugia malayi Pao retrotransposon peptidase family protein 0.002 0.0167 0.0646
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0053 0.0516 0.359
Giardia lamblia Fructose-bisphosphate aldolase 0.034 0.3572 1
Schistosoma mansoni hypothetical protein 0.0197 0.2049 0.2141
Trichomonas vaginalis reverse transcriptases, putative 0.002 0.0167 0.0388
Loa Loa (eye worm) MH2 domain-containing protein 0.0139 0.1429 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.034 0.3572 1
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) 0.002 0.0167 0.013
Echinococcus multilocularis RNA directed DNA polymerase 0.002 0.0167 0.013
Loa Loa (eye worm) RNA binding protein 0.0074 0.0734 0.5122
Wolbachia endosymbiont of Brugia malayi ribonuclease HI 0.0241 0.2515 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.034 0.3572 1
Schistosoma mansoni phosphoglucomutase 0.0241 0.2515 0.2628
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0053 0.0516 0.048
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.034 0.3572 1
Echinococcus granulosus histone lysine N methyltransferase MLL3 0.001 0.0059 0.0026
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0053 0.0516 0.0539
Brugia malayi CXXC zinc finger family protein 0.0033 0.0305 0.1196
Toxoplasma gondii histone lysine methyltransferase SET1 0.0063 0.0623 0.1027
Loa Loa (eye worm) inositol-1 0.0043 0.0407 0.2823
Echinococcus multilocularis inositol monophosphatase 1 0.0043 0.0407 0.0371
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.034 0.3572 1
Brugia malayi Zinc knuckle family protein 0.002 0.0167 0.0646
Trypanosoma cruzi myo-inositol-1(or 4)-monophosphatase 1, putative 0.0043 0.0407 0.1021
Schistosoma mansoni hypothetical protein 0.004 0.0371 0.0388
Trypanosoma brucei retrotransposon hot spot protein 4 (RHS4), interrupted 0.0261 0.2733 0.2728
Brugia malayi reverse transcriptase 0.002 0.0167 0.0646
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0018 0.0144 0.0126
Echinococcus granulosus KRAB A domain containing protein 0.002 0.0167 0.0153
Brugia malayi MH1 domain containing protein 0.0009 0.005 0.018
Echinococcus granulosus RNA directed DNA polymerase 0.002 0.0167 0.0153
Schistosoma mansoni hypothetical protein 0.0476 0.5019 0.5243
Schistosoma mansoni inositol monophosphatase 0.0043 0.0407 0.0425
Trichomonas vaginalis NeSL-1_NeSL reverse transcriptases, putative 0.002 0.0167 0.0388
Brugia malayi Zinc knuckle family protein 0.002 0.0167 0.0646
Trichomonas vaginalis myo inositol monophosphatase, putative 0.0043 0.0407 0.1065
Schistosoma mansoni cpg binding protein 0.0033 0.0305 0.0319
Brugia malayi Pao retrotransposon peptidase family protein 0.002 0.0167 0.0646
Brugia malayi hypothetical protein 0.002 0.0167 0.0646
Brugia malayi Pao retrotransposon peptidase family protein 0.002 0.0167 0.0646
Brugia malayi hypothetical protein 0.002 0.0167 0.0646
Echinococcus granulosus geminin 0.0197 0.2049 0.2377
Echinococcus multilocularis smad 0.0009 0.005 0.0012
Mycobacterium tuberculosis Inositol-1-monophosphatase SuhB 0.0038 0.0359 0.1236
Echinococcus granulosus RNA directed DNA polymerase reverse transcriptase 0.002 0.0167 0.0153
Schistosoma mansoni smad1 5 8 and 0.0009 0.005 0.0052
Schistosoma mansoni inositol monophosphatase 0.0043 0.0407 0.0425
Schistosoma mansoni tar DNA-binding protein 0.0074 0.0734 0.0767
Brugia malayi Smad1 0.0009 0.005 0.018
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) 0.002 0.0167 0.013
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0053 0.0516 0.0539
Onchocerca volvulus Ribonuclease H1 homolog 0.0241 0.2515 1

Activities

Activity type Activity value Assay description Source Reference
GI50 (functional) = 0.23 uM Mean in vitro GI50 value of the compound against 60 human cancer cell line was determined ChEMBL. 15658878
GI50 (functional) = 0.23 uM Mean in vitro GI50 value of the compound against 60 human cancer cell line was determined ChEMBL. 15658878
LC50 (functional) = 0.36 uM Mean in vitro LC50 value of the compound against human HCT-116 cell line was determined ChEMBL. 15658878
LC50 (functional) = 0.36 uM Mean in vitro LC50 value of the compound against human HCT-116 cell line was determined ChEMBL. 15658878
LC50 (functional) = 0.63 uM Mean in vitro LC50 value of the compound against human UO-31 cell line was determined ChEMBL. 15658878
LC50 (functional) = 0.63 uM Mean in vitro LC50 value of the compound against human UO-31 cell line was determined ChEMBL. 15658878
LC50 (functional) = 7.76 uM Mean in vitro LC50 value of the compound against 60 human cancer cell line was determined ChEMBL. 15658878
LC50 (functional) = 7.76 uM Mean in vitro LC50 value of the compound against 60 human cancer cell line was determined ChEMBL. 15658878

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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