Detailed information for compound 331509

Basic information

Technical information
  • TDR Targets ID: 331509
  • Name: 1-(1-benzothiophen-2-ylmethyl)-7-bromoindole- 2,3-dione
  • MW: 372.236 | Formula: C17H10BrNO2S
  • H donors: 0 H acceptors: 2 LogP: 4.14 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: Brc1cccc2c1N(Cc1cc3c(s1)cccc3)C(=O)C2=O
  • InChi: 1S/C17H10BrNO2S/c18-13-6-3-5-12-15(13)19(17(21)16(12)20)9-11-8-10-4-1-2-7-14(10)22-11/h1-8H,9H2
  • InChiKey: UFOWXDUBQLPEOX-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 1-(benzothiophen-2-ylmethyl)-7-bromo-indoline-2,3-dione
  • 1-(2-benzothiophenylmethyl)-7-bromoindoline-2,3-dione
  • 1-(1-benzothiophen-2-ylmethyl)-7-bromo-indole-2,3-dione
  • 1-(benzothiophen-2-ylmethyl)-7-bromo-isatin

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
SARS coronavirus SARS coronavirus 3C-like proteinase Starlite/ChEMBL References
Homo sapiens chymotrypsin C (caldecrin) Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis MACRO domain containing protein 2 Get druggable targets OG5_127054 All targets in OG5_127054
Trypanosoma congolense Macro domain containing protein, putative Get druggable targets OG5_127054 All targets in OG5_127054
Plasmodium falciparum Appr-1-p processing domain protein Get druggable targets OG5_127054 All targets in OG5_127054
Trypanosoma cruzi Macro domain containing protein, putative Get druggable targets OG5_127054 All targets in OG5_127054
Neospora caninum hypothetical protein Get druggable targets OG5_127054 All targets in OG5_127054
Echinococcus granulosus MACRO domain containing protein 2 Get druggable targets OG5_127054 All targets in OG5_127054
Trypanosoma brucei Macro domain containing protein, putative Get druggable targets OG5_127054 All targets in OG5_127054
Trypanosoma congolense Macro domain containing protein, putative Get druggable targets OG5_127054 All targets in OG5_127054
Entamoeba histolytica hypothetical protein, conserved Get druggable targets OG5_127054 All targets in OG5_127054
Schistosoma mansoni hypothetical protein Get druggable targets OG5_127054 All targets in OG5_127054
Mycobacterium tuberculosis Possible lipoprotein LppD Get druggable targets OG5_127054 All targets in OG5_127054
Toxoplasma gondii macro domain-containing protein Get druggable targets OG5_127054 All targets in OG5_127054
Trypanosoma cruzi Macro domain containing protein, putative Get druggable targets OG5_127054 All targets in OG5_127054
Schistosoma mansoni hypothetical protein Get druggable targets OG5_127054 All targets in OG5_127054
Brugia malayi Appr-1-p processing enzyme family protein Get druggable targets OG5_127054 All targets in OG5_127054
Plasmodium vivax hypothetical protein, conserved Get druggable targets OG5_127054 All targets in OG5_127054
Echinococcus multilocularis MACRO domain containing protein 2 Get druggable targets OG5_127054 All targets in OG5_127054
Plasmodium berghei Appr-1-p processing domain protein Get druggable targets OG5_127054 All targets in OG5_127054
Mycobacterium ulcerans lipoprotein LppD Get druggable targets OG5_127054 All targets in OG5_127054
Entamoeba histolytica hypothetical protein, conserved Get druggable targets OG5_127054 All targets in OG5_127054
Trypanosoma brucei gambiense hypothetical protein, conserved Get druggable targets OG5_127054 All targets in OG5_127054
Echinococcus granulosus MACRO domain containing protein 2 Get druggable targets OG5_127054 All targets in OG5_127054
Plasmodium yoelii ATPase associated with chromosome architecture/replication Get druggable targets OG5_127054 All targets in OG5_127054
Entamoeba histolytica hypothetical protein, conserved Get druggable targets OG5_127054 All targets in OG5_127054
Trichomonas vaginalis ganglioside induced differentiation associated protein, putative Get druggable targets OG5_127054 All targets in OG5_127054
Candida albicans potential Appr-1-p processing enzyme family member Get druggable targets OG5_127054 All targets in OG5_127054
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127054 All targets in OG5_127054
Candida albicans potential Appr-1-p processing enzyme family member Get druggable targets OG5_127054 All targets in OG5_127054
Giardia lamblia Protein LRP16 Get druggable targets OG5_127054 All targets in OG5_127054
Trichomonas vaginalis ganglioside induced differentiation associated protein, putative Get druggable targets OG5_127054 All targets in OG5_127054
Plasmodium knowlesi Appr-1-p processing domain protein Get druggable targets OG5_127054 All targets in OG5_127054
Trichomonas vaginalis ganglioside induced differentiation associated protein, putative Get druggable targets OG5_127054 All targets in OG5_127054
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Trypsin family protein chymotrypsin C (caldecrin) 268 aa 236 aa 21.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni rhodopsin-like orphan GPCR 0.0091 0.0416 0.487
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Schistosoma mansoni peptide (FMRFamide/somatostatin)-like receptor 0.0091 0.0416 0.487
Trichomonas vaginalis NAD(P)H dehydrogenase, putative 0.1279 1 1
Brugia malayi sulfakinin receptor protein 0.0091 0.0416 1
Schistosoma mansoni peptide (allatostatin)-like receptor 0.0091 0.0416 0.487
Trichomonas vaginalis conserved hypothetical protein 0.1279 1 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Onchocerca volvulus 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Entamoeba histolytica hypothetical protein 0.0319 0.2263 0.5
Schistosoma mansoni amine GPCR 0.0091 0.0416 0.487
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Schistosoma mansoni histamine h1 receptor 0.0091 0.0416 0.487
Onchocerca volvulus 0.0091 0.0416 1
Brugia malayi G-protein coupled receptor 0.0091 0.0416 1
Schistosoma mansoni myosin xvIII 0.0091 0.0416 0.487
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Onchocerca volvulus Dopamine\/Ecdysteroid receptor homolog 0.0091 0.0416 1
Onchocerca volvulus 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Trichomonas vaginalis conserved hypothetical protein 0.1279 1 1
Onchocerca volvulus 0.0091 0.0416 1
Schistosoma mansoni amine GPCR 0.0091 0.0416 0.487
Schistosoma mansoni biogenic amine (5HT) receptor 0.0091 0.0416 0.487
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Brugia malayi GnHR receptor homolog 0.0091 0.0416 1
Schistosoma mansoni neuropeptide receptor 0.0091 0.0416 0.487
Schistosoma mansoni opsin-like receptor 0.0091 0.0416 0.487
Schistosoma mansoni adenoreceptor 0.0091 0.0416 0.487
Brugia malayi AKH receptor 0.0091 0.0416 1
Schistosoma mansoni opsin-like receptor 0.0091 0.0416 0.487
Brugia malayi hypothetical protein 0.0091 0.0416 1
Schistosoma mansoni biogenic amine receptor 0.0091 0.0416 0.487
Brugia malayi hypothetical protein 0.0091 0.0416 1
Trichomonas vaginalis conserved hypothetical protein 0.1279 1 1
Brugia malayi hypothetical protein 0.0091 0.0416 1
Onchocerca volvulus 0.0091 0.0416 1
Loa Loa (eye worm) G-protein coupled receptor 0.0091 0.0416 1
Loa Loa (eye worm) melatonin receptor type 1A 0.0091 0.0416 1
Brugia malayi Serotonin/octopamine receptor family protein 7 0.0091 0.0416 1
Brugia malayi hypothetical protein 0.0091 0.0416 1
Trichomonas vaginalis conserved hypothetical protein 0.1279 1 1
Schistosoma mansoni amine GPCR 0.0091 0.0416 0.487
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Trichomonas vaginalis conserved hypothetical protein 0.1279 1 1
Trichomonas vaginalis conserved hypothetical protein 0.1279 1 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Schistosoma mansoni rhodopsin-like orphan GPCR 0.0091 0.0416 0.487
Schistosoma mansoni peptide (allatostatin/somatostatin)-like receptor 0.0091 0.0416 0.487
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Trichomonas vaginalis conserved hypothetical protein 0.1279 1 1
Onchocerca volvulus 0.0091 0.0416 1
Onchocerca volvulus 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Schistosoma mansoni neuropeptide F-like receptor 0.0091 0.0416 0.487
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Brugia malayi neuropeptide F receptor 0.0091 0.0416 1
Loa Loa (eye worm) TYRA-2 protein 0.0091 0.0416 1
Schistosoma mansoni rhodopsin-like orphan GPCR 0.0091 0.0416 0.487
Loa Loa (eye worm) gonadotropin-releasing hormone receptor 2 0.0091 0.0416 1
Trichomonas vaginalis conserved hypothetical protein 0.1279 1 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Loa Loa (eye worm) follicle stimulating hormone receptor 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Schistosoma mansoni growth hormone secretagogue receptor 0.0091 0.0416 0.487
Mycobacterium tuberculosis Probable NADH dehydrogenase I (chain H) NuoH (NADH-ubiquinone oxidoreductase chain H) 0.0145 0.0854 1
Brugia malayi Dopamine receptor protein 2 0.0091 0.0416 1
Giardia lamblia NADPH oxidoreductase, putative 0.1279 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Schistosoma mansoni hypothetical protein 0.0091 0.0416 0.487
Onchocerca volvulus 0.0091 0.0416 1
Brugia malayi G-protein coupled receptor 0.0091 0.0416 1
Brugia malayi putative neuropeptide receptor NPR1 0.0091 0.0416 1
Schistosoma mansoni neuropeptide receptor 0.0091 0.0416 0.487
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Wolbachia endosymbiont of Brugia malayi NADH dehydrogenase subunit H 0.0145 0.0854 0.5
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Schistosoma mansoni amine GPCR 0.0091 0.0416 0.487
Schistosoma mansoni neuropeptide receptor 0.0091 0.0416 0.487
Schistosoma mansoni rhodopsin-like orphan GPCR 0.0091 0.0416 0.487
Schistosoma mansoni biogenic amine (5HT) receptor 0.0091 0.0416 0.487
Mycobacterium ulcerans NADH dehydrogenase subunit H 0.0145 0.0854 1
Trichomonas vaginalis conserved hypothetical protein 0.1279 1 1
Schistosoma mansoni hypothetical protein 0.0091 0.0416 0.487
Schistosoma mansoni neuropeptide f receptor 76f 0.0091 0.0416 0.487
Schistosoma mansoni rhodopsin-like orphan GPCR 0.0091 0.0416 0.487
Echinococcus multilocularis atpase aaa+ type core atpase aaa type core 0.0783 0.6005 1
Onchocerca volvulus 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Onchocerca volvulus 0.0091 0.0416 1
Entamoeba histolytica modulator of drug activity B homolog, putative 0.0319 0.2263 0.5
Schistosoma mansoni neuropeptide F-like receptor 0.0091 0.0416 0.487
Schistosoma mansoni ancient conserved domain protein 2 (cyclin m2) 0.0091 0.0416 0.487
Brugia malayi neuropeptide F receptor 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Schistosoma mansoni peptide (FMRFamide/neurokinin-3)-like receptor 0.0091 0.0416 0.487
Schistosoma mansoni opsin-like receptor 0.0091 0.0416 0.487
Brugia malayi Serotonin receptor 0.0091 0.0416 1
Schistosoma mansoni rhodopsin-like orphan GPCR 0.0091 0.0416 0.487
Brugia malayi RE15519p 0.0091 0.0416 1
Trichomonas vaginalis NAD(P)H dehydrogenase, putative 0.1279 1 1
Onchocerca volvulus Neuropeptide F receptor homolog 0.0091 0.0416 1
Brugia malayi ORL1-like opioid receptor 0.0091 0.0416 1
Trichomonas vaginalis conserved hypothetical protein 0.1279 1 1
Schistosoma mansoni thyrotropin-releasing hormone receptor 0.0091 0.0416 0.487
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Onchocerca volvulus 0.0091 0.0416 1
Schistosoma mansoni neuropeptide receptor 0.0091 0.0416 0.487
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Brugia malayi hypothetical protein 0.0091 0.0416 1
Giardia lamblia NADPH oxidoreductase, putative 0.1279 1 0.5
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor 0.0091 0.0416 0.487
Loa Loa (eye worm) neuropeptide F receptor 0.0091 0.0416 1
Schistosoma mansoni hypothetical protein 0.0091 0.0416 0.487
Brugia malayi hypothetical protein 0.0091 0.0416 1
Onchocerca volvulus 0.0091 0.0416 1
Schistosoma mansoni biogenic amine (octopamine/dopamine) receptor 0.0091 0.0416 0.487
Onchocerca volvulus 0.0091 0.0416 1
Trichomonas vaginalis NAD(P)H dehydrogenase, putative 0.1279 1 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Schistosoma mansoni amine GPCR 0.0091 0.0416 0.487
Brugia malayi Dopamine receptor protein 1, putative (partial) 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Schistosoma mansoni biogenic amine (dopamine) receptor 0.0091 0.0416 0.487
Schistosoma mansoni rhodopsin-like orphan GPCR 0.0091 0.0416 0.487
Onchocerca volvulus 0.0091 0.0416 1
Schistosoma mansoni biogenic amine (dopamine) receptor 0.0091 0.0416 0.487
Schistosoma mansoni hypothetical protein 0.0145 0.0854 1
Brugia malayi Unidentified vitellogenin-linked transcript protein 6, putative 0.0091 0.0416 1
Schistosoma mansoni hypothetical protein 0.0091 0.0416 0.487
Brugia malayi hypothetical protein 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Schistosoma mansoni biogenic amine (dopamine) receptor 0.0091 0.0416 0.487
Echinococcus granulosus NADH dehydrogenase subunit 1 0.0145 0.0854 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Loa Loa (eye worm) 5-hydroxytryptamine 2C receptor 0.0091 0.0416 1
Brugia malayi G-protein-linked acetylcholine receptor protein 2, putative 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Trichomonas vaginalis conserved hypothetical protein 0.0959 0.7423 0.6669
Brugia malayi hypothetical protein 0.0091 0.0416 1
Brugia malayi gonadotropin-releasing hormone receptor 2 0.0091 0.0416 1
Loa Loa (eye worm) G-protein-linked acetylcholine receptor protein 2 0.0091 0.0416 1
Trichomonas vaginalis conserved hypothetical protein 0.1279 1 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Onchocerca volvulus 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Trichomonas vaginalis conserved hypothetical protein 0.1279 1 1
Schistosoma mansoni alpha-1 adrenergic receptor 0.0091 0.0416 0.487
Loa Loa (eye worm) neuropeptide F receptor 0.0091 0.0416 1
Brugia malayi Dopamine receptor protein 1 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Onchocerca volvulus 0.0091 0.0416 1
Entamoeba histolytica iron-sulfur flavoprotein, putative 0.0319 0.2263 0.5
Loa Loa (eye worm) unidentified vitellogenin-linked transcript protein 6 0.0091 0.0416 1
Brugia malayi larval opioid receptor 0.0091 0.0416 1
Brugia malayi G protein-coupled receptor F59B2.13 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Schistosoma mansoni biogenic amine receptor 0.0091 0.0416 0.487
Brugia malayi follicle stimulating hormone receptor 0.0091 0.0416 1
Brugia malayi putative neuropeptide receptor 0.0091 0.0416 1
Schistosoma mansoni biogenic amine receptor 0.0091 0.0416 0.487
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Brugia malayi Melatonin receptor type 1A 0.0091 0.0416 1
Trichomonas vaginalis conserved hypothetical protein 0.1279 1 1
Schistosoma mansoni rhodopsin-like orphan GPCR 0.0091 0.0416 0.487
Loa Loa (eye worm) G-protein coupled receptor 0.0091 0.0416 1
Brugia malayi G protein-coupled receptor 0.0091 0.0416 1
Brugia malayi Dopamine receptor 0.0091 0.0416 1
Brugia malayi hypothetical protein 0.0091 0.0416 1
Brugia malayi Tachykinin-like peptides receptor 99D 0.0091 0.0416 1
Brugia malayi Serotonin receptor 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Schistosoma mansoni peptide (FMRFamide/somatostatin)-like receptor 0.0091 0.0416 0.487
Brugia malayi hypothetical protein 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Schistosoma mansoni histamine-responsive GPCR (AAF21638) 0.0091 0.0416 0.487
Onchocerca volvulus 0.0091 0.0416 1
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1
Schistosoma mansoni rhodopsin-like orphan GPCR 0.0091 0.0416 0.487
Loa Loa (eye worm) hypothetical protein 0.0091 0.0416 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.98 uM In vitro inhibitory concentration SARS coronavirus main protease (SARS CoV 3C-like protease) ChEMBL. 15896959
IC50 (binding) = 0.98 uM In vitro inhibitory concentration SARS coronavirus main protease (SARS CoV 3C-like protease) ChEMBL. 15896959
IC50 (binding) = 10.4 uM In vitro inhibitory concentration against Chymotrypsin (serine protease) ChEMBL. 15896959
IC50 (binding) = 10.4 uM In vitro inhibitory concentration against Chymotrypsin (serine protease) ChEMBL. 15896959
IC50 (binding) = 103 uM In vitro inhibitory concentration against Papain (cysteine protease) ChEMBL. 15896959
IC50 (binding) = 362.4 uM In vitro inhibitory concentration against Trypsin (serine protease) ChEMBL. 15896959

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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