Detailed information for compound 417213

Basic information

Technical information
  • TDR Targets ID: 417213
  • Name: (3S)-spiro[2H-benzo[f][1]benzothiole-3,3'-pip erazine]-2',4,5',9-tetrone
  • MW: 314.316 | Formula: C15H10N2O4S
  • H donors: 2 H acceptors: 4 LogP: 0.24 Rotable bonds: 0
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1CNC(=O)[C@]2(N1)CSC1=C2C(=O)c2c(C1=O)cccc2
  • InChi: 1S/C15H10N2O4S/c18-9-5-16-14(21)15(17-9)6-22-13-10(15)11(19)7-3-1-2-4-8(7)12(13)20/h1-4H,5-6H2,(H,16,21)(H,17,18)/t15-/m0/s1
  • InChiKey: RZXGVZHEESSSHH-HNNXBMFYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (3S)-spiro[2H-benzo[f]benzothiophene-3,3'-piperazine]-2',4,5',9-tetrone
  • (3S)-spiro[2H-benzo[f]benzothiophene-3,3'-piperazine]-2',4,5',9-diquinone

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
Echinococcus granulosus DNA topoisomerase 2 alpha 0.0079 0.0737 0.0737
Echinococcus granulosus heat shock protein 0.0389 0.5505 0.5505
Trypanosoma cruzi heat shock protein 85, putative 0.0389 0.5505 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0044 0.0201 0.0201
Brugia malayi heat shock protein 90 0.0389 0.5505 1
Leishmania major heat shock protein 83-1 0.0389 0.5505 1
Echinococcus granulosus muscleblind protein 0.0308 0.4264 0.4264
Trypanosoma brucei heat shock protein, putative 0.0389 0.5505 1
Trypanosoma brucei heat shock protein, putative 0.0389 0.5505 1
Trichomonas vaginalis heat shock protein, putative 0.0239 0.319 0.5145
Leishmania major heat shock protein 83-1 0.0389 0.5505 1
Leishmania major heat shock protein 83-1 0.0389 0.5505 1
Leishmania major heat shock protein 83-1 0.0389 0.5505 1
Trypanosoma cruzi heat shock protein, putative 0.0159 0.1971 0.2588
Schistosoma mansoni heat shock protein 0.0159 0.1971 0.3581
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0044 0.0201 0.0365
Trichomonas vaginalis heat shock protein, putative 0.031 0.4285 0.7443
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0218 0.2877 0.5227
Onchocerca volvulus Heat shock protein 75 kDa, mitochondrial homolog 0.0159 0.1971 0.5899
Plasmodium vivax hypothetical protein, conserved 0.0079 0.0737 0.134
Brugia malayi Endoplasmin precursor 0.0389 0.5505 1
Mycobacterium tuberculosis Probable thymidine phosphorylase DeoA (tdrpase) (pyrimidine phosphorylase) 0.0681 1 1
Echinococcus granulosus Pyruvate dehydrogenase lipoamide kinase 0.0079 0.0737 0.0737
Leishmania major heat shock protein 83-1 0.0389 0.5505 1
Plasmodium vivax heat shock protein, putative 0.0159 0.1971 0.3581
Toxoplasma gondii heat shock protein HSP90 0.0389 0.5505 1
Wolbachia endosymbiont of Brugia malayi heat shock protein 90 0.031 0.4285 1
Echinococcus granulosus heat shock protein 90 0.0389 0.5505 0.5505
Mycobacterium leprae PROBABLE CHAPERONE PROTEIN HTPG (HEAT SHOCK PROTEIN) (HSP90 FAMILY PROTEIN) (HIGH TEMPERATURE PROTEIN G) 0.031 0.4285 1
Brugia malayi Probable DNA topoisomerase II 0.0079 0.0737 0.134
Giardia lamblia Heat shock protein HSP 90-alpha 0.031 0.4285 0.7443
Leishmania major heat shock protein 83-1 0.0389 0.5505 1
Leishmania major heat shock protein 83-1 0.0389 0.5505 1
Echinococcus multilocularis thymidine phosphorylase 0.0681 1 1
Giardia lamblia Grp94/Hsp90 0.031 0.4285 0.7443
Trypanosoma cruzi heat shock protein 90, putative 0.023 0.3052 0.4855
Mycobacterium tuberculosis Probable anthranilate phosphoribosyltransferase TrpD 0.0192 0.2477 0.1878
Toxoplasma gondii heat shock protein 75, putative 0.0159 0.1971 0.3581
Trichomonas vaginalis heat shock protein, putative 0.0159 0.1971 0.2588
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0044 0.0201 0.0201
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0044 0.0201 0.0201
Plasmodium falciparum endoplasmin, putative 0.0239 0.319 0.5145
Plasmodium vivax endoplasmin, putative 0.0389 0.5505 1
Trypanosoma brucei heat shock protein 90, putative 0.0389 0.5505 1
Loa Loa (eye worm) hypothetical protein 0.0308 0.4264 0.7746
Loa Loa (eye worm) hypothetical protein 0.0092 0.094 0.1708
Schistosoma mansoni heat shock protein 0.0389 0.5505 1
Leishmania major heat shock protein 83-1 0.0389 0.5505 1
Echinococcus multilocularis heat shock protein 90 0.031 0.4285 0.4285
Leishmania major heat shock protein 83-1 0.0389 0.5505 1
Brugia malayi hypothetical protein 0.0092 0.094 0.1708
Loa Loa (eye worm) heat shock protein 90 0.0389 0.5505 1
Echinococcus multilocularis muscleblind protein 0.0308 0.4264 0.4264
Mycobacterium ulcerans thymidine phosphorylase 0.0681 1 1
Leishmania major lipophosphoglycan biosynthetic protein, putative,heat shock protein 90, putative,glucose regulated protein 94, putative 0.031 0.4285 0.7443
Treponema pallidum heat shock protein 90 0.031 0.4285 1
Plasmodium falciparum heat shock protein 90, putative 0.0159 0.1971 0.2588
Brugia malayi DNA topoisomerase II, alpha isozyme 0.0079 0.0737 0.134
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0044 0.0201 0.0365
Trypanosoma cruzi heat shock protein 85, putative 0.0389 0.5505 1
Entamoeba histolytica heat shock protein 90, putative 0.0389 0.5505 1
Echinococcus multilocularis heat shock protein 0.0389 0.5505 0.5505
Entamoeba histolytica heat shock protein 90, putative 0.0389 0.5505 1
Leishmania major heat shock protein, putative 0.0159 0.1971 0.2588
Trypanosoma brucei heat shock protein, putative 0.0389 0.5505 1
Trichomonas vaginalis heat shock protein, putative 0.0389 0.5505 1
Echinococcus multilocularis heat shock protein 75 kDa, mitochondrial 0.0159 0.1971 0.1971
Echinococcus granulosus heat shock protein heat shock protein 90 alpha 0.031 0.4285 0.4285
Trypanosoma cruzi Heat shock protein 83, putative 0.0389 0.5505 1
Loa Loa (eye worm) heat shock protein 75 0.0159 0.1971 0.3581
Schistosoma mansoni endoplasmin 0.0389 0.5505 1
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.0079 0.0737 0.134
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0044 0.0201 0.0365
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0079 0.0737 0.2207
Echinococcus multilocularis muscleblind protein 1 0.0308 0.4264 0.4264
Echinococcus multilocularis Pyruvate dehydrogenase (lipoamide) kinase 0.0079 0.0737 0.0737
Trypanosoma cruzi heat shock protein 85, putative 0.0389 0.5505 1
Trypanosoma brucei Heat shock protein 83, putative 0.0389 0.5505 1
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0044 0.0201 0.0365
Toxoplasma gondii heat shock protein 90, putative 0.0389 0.5505 1
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.0079 0.0737 0.134
Trypanosoma brucei heat shock protein 84, putative 0.0159 0.1971 0.2588
Giardia lamblia Heat shock protein HSP 90-alpha 0.0389 0.5505 1
Echinococcus multilocularis endoplasmin 0.031 0.4285 0.4285
Brugia malayi DNA gyrase/topoisomerase IV, A subunit family protein 0.0079 0.0737 0.134
Brugia malayi Pre-SET motif family protein 0.0218 0.2877 0.5227
Trypanosoma cruzi heat shock protein 85, putative 0.031 0.4285 0.7443
Leishmania major heat shock protein 83-1 0.0389 0.5505 1
Loa Loa (eye worm) hypothetical protein 0.0308 0.4264 0.7746
Loa Loa (eye worm) hypothetical protein 0.0079 0.0737 0.134
Leishmania major heat shock protein 83-1 0.0389 0.5505 1
Trypanosoma brucei heat shock protein, putative 0.0389 0.5505 1
Echinococcus multilocularis DNA topoisomerase 2 alpha 0.0079 0.0737 0.0737
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0044 0.0201 0.0201
Echinococcus multilocularis Pyruvate dehydrogenase (lipoamide) kinase 0.0079 0.0737 0.0737
Toxoplasma gondii DNA topoisomerase 2, putative 0.0079 0.0737 0.134
Schistosoma mansoni pyruvate dehydrogenase 0.0079 0.0737 0.134
Leishmania major heat shock protein 83-1 0.0389 0.5505 1
Trypanosoma brucei heat shock protein, putative 0.0389 0.5505 1
Trichomonas vaginalis set domain proteins, putative 0.0248 0.3341 0.5462
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0044 0.0201 0.0365
Mycobacterium tuberculosis Probable chaperone protein HtpG (heat shock protein) (HSP90 family protein) (high temperature protein G) 0.031 0.4285 0.383
Trichomonas vaginalis heat shock protein, putative 0.031 0.4285 0.7443
Schistosoma mansoni eyes absent homolog 0.0092 0.094 0.1708
Leishmania major heat shock protein 83-1 0.0389 0.5505 1
Echinococcus multilocularis heat shock protein 90 0.0389 0.5505 0.5505
Trypanosoma brucei heat shock protein 90, putative 0.0389 0.5505 1
Onchocerca volvulus Putative DNA topoisomerase 2, mitochondrial 0.0079 0.0737 0.2207
Trypanosoma cruzi heat shock protein 90, putative 0.031 0.4285 0.7443
Plasmodium vivax DNA gyrase subunit B, putative 0.0079 0.0737 0.134
Schistosoma mansoni heat shock protein 0.0389 0.5505 1
Echinococcus granulosus endoplasmin 0.031 0.4285 0.4285
Trypanosoma brucei heat shock protein, putative 0.0389 0.5505 1
Plasmodium falciparum heat shock protein 90, putative 0.0159 0.1971 0.2588
Onchocerca volvulus 0.0248 0.3341 1
Schistosoma mansoni endoplasmin 0.0389 0.5505 1
Echinococcus granulosus geminin 0.0172 0.2167 0.2167
Mycobacterium leprae Probable anthranilate phosphoribosyltransferase TrpD 0.0192 0.2477 0.4903
Trichomonas vaginalis heat shock protein, putative 0.031 0.4285 0.7443
Loa Loa (eye worm) hypothetical protein 0.0079 0.0737 0.134
Plasmodium vivax heat shock protein 86, putative 0.0389 0.5505 1
Brugia malayi Hsp90 protein 0.0159 0.1971 0.3581
Mycobacterium ulcerans anthranilate phosphoribosyltransferase 0.0192 0.2477 0.1878
Loa Loa (eye worm) TOPoisomerase family member 0.0079 0.0737 0.134
Trypanosoma brucei heat shock protein, putative 0.0389 0.5505 1
Leishmania major heat shock protein 83-1 0.0389 0.5505 1
Brugia malayi kinase, mitochondrial precursor 0.0079 0.0737 0.134
Plasmodium falciparum heat shock protein 90 0.0389 0.5505 1
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.0079 0.0737 0.134
Chlamydia trachomatis DNA gyrase subunit B 0.0079 0.0737 0.5
Trypanosoma brucei heat shock protein, putative 0.0389 0.5505 1
Leishmania major heat shock protein 83-1 0.0389 0.5505 1
Mycobacterium ulcerans heat shock protein 90 0.031 0.4285 0.383
Leishmania major heat shock protein 83-1 0.0389 0.5505 1
Brugia malayi Muscleblind-like protein 0.0308 0.4264 0.7746
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0079 0.0737 0.2207
Entamoeba histolytica 90 kDa heat shock protein, putative 0.0159 0.1971 0.2588
Chlamydia trachomatis two component regulatory system sensor histidine kinase 0.0079 0.0737 0.5
Plasmodium vivax heat shock protein 90, putative 0.0159 0.1971 0.3581
Loa Loa (eye worm) endoplasmin 0.0389 0.5505 1
Echinococcus granulosus heat shock protein 90 0.031 0.4285 0.4285
Echinococcus multilocularis geminin 0.0172 0.2167 0.2167
Trypanosoma cruzi heat shock protein 90, putative 0.0389 0.5505 1
Trichomonas vaginalis endoplasmin, putative 0.0239 0.319 0.5145
Schistosoma mansoni DNA topoisomerase II 0.0079 0.0737 0.134
Loa Loa (eye worm) hypothetical protein 0.0079 0.0737 0.134
Loa Loa (eye worm) hypothetical protein 0.0092 0.094 0.1708
Schistosoma mansoni hypothetical protein 0.0172 0.2167 0.3937
Leishmania major heat shock protein 83-1 0.0389 0.5505 1
Schistosoma mansoni hypothetical protein 0.0172 0.2167 0.3937
Chlamydia trachomatis DNA gyrase subunit B 0.0079 0.0737 0.5
Toxoplasma gondii Hsp90 domain-containing protein 0.0159 0.1971 0.3581
Plasmodium vivax DNA topoisomerase II, putative 0.0079 0.0737 0.134
Echinococcus granulosus heat shock protein 75 kDa mitochondrial 0.0159 0.1971 0.1971

Activities

Activity type Activity value Assay description Source Reference
Activity (binding) 0 Inhibition of topoisomerase 2 mediated DNA relaxation at 50 uM ChEMBL. 17375902
IC50 (ADMET) = 0.049 uM Cytotoxicity against human MCF7 cells ChEMBL. 17375902
IC50 (ADMET) = 0.049 uM Cytotoxicity against human MCF7 cells ChEMBL. 17375902
IC50 (functional) = 0.049 uM Cytotoxicity against human MCF7 cells after 24 hrs by SRB method ChEMBL. 18429610
IC50 (ADMET) = 0.326 uM Cytotoxicity against human SW620 cells ChEMBL. 17375902
IC50 (ADMET) = 0.326 uM Cytotoxicity against human SW620 cells ChEMBL. 17375902
IC50 (functional) = 0.326 uM Cytotoxicity against human SW620 cells after 24 hrs by SRB method ChEMBL. 18429610
IC50 (ADMET) = 0.42 uM Cytotoxicity against HEK293 cells after 24 hrs by SRB method ChEMBL. 18429610
IC50 (functional) = 0.51 uM Cytotoxicity against human HeLa cells after 24 hrs by SRB method ChEMBL. 18429610
IC50 (functional) = 0.563 uM Cytotoxicity against human M14 cells after 24 hrs by SRB method ChEMBL. 18429610
IC50 (functional) = 0.69 uM Cytotoxicity against human A549 cells after 24 hrs by SRB method ChEMBL. 18429610

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 17375902

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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