Detailed information for compound 1456246

Basic information

Technical information
  • TDR Targets ID: 1456246
  • Name: ethyl 6-bromo-4-hydroxy-5-methoxy-1-methyl-2- (phenylsulfanylmethyl)indole-3-carboxylate
  • MW: 450.346 | Formula: C20H20BrNO4S
  • H donors: 1 H acceptors: 2 LogP: 4.57 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOC(=O)c1c(CSc2ccccc2)n(c2c1c(O)c(OC)c(c2)Br)C
  • InChi: 1S/C20H20BrNO4S/c1-4-26-20(24)17-15(11-27-12-8-6-5-7-9-12)22(2)14-10-13(21)19(25-3)18(23)16(14)17/h5-10,23H,4,11H2,1-3H3
  • InChiKey: XRTVUZOZPMBKFC-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 6-bromo-4-hydroxy-5-methoxy-1-methyl-2-[(phenylthio)methyl]-3-indolecarboxylic acid ethyl ester
  • 6-bromo-4-hydroxy-5-methoxy-1-methyl-2-[(phenylthio)methyl]indole-3-carboxylic acid ethyl ester
  • CBMicro_043101
  • MLS000974451
  • SMR000496874
  • ethyl 6-bromo-4-hydroxy-5-methoxy-1-methyl-2-[(phenylthio)methyl]-1H-indole-3-carboxylate
  • BIM-0043044.P001
  • Oprea1_448338

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mus musculus RAR-related orphan receptor gamma Starlite/ChEMBL No references
Influenza A virus Nonstructural protein 1 Starlite/ChEMBL No references
Homo sapiens glucagon-like peptide 1 receptor Starlite/ChEMBL No references
Homo sapiens ataxin 2 Starlite/ChEMBL No references
Homo sapiens GNAS complex locus Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain Get druggable targets OG5_131088 All targets in OG5_131088
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma japonicum ko:K04632 guanine nucleotide binding protein (G protein), alpha stimulating, putative Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Mycobacterium tuberculosis Hypothetical protein Nonstructural protein 1   230 aa 202 aa 23.8 %
Schistosoma mansoni GTP-binding protein alpha subunit gna GNAS complex locus 394 aa 450 aa 28.7 %
Loa Loa (eye worm) pigment dispersing factor receptor c glucagon-like peptide 1 receptor 463 aa 388 aa 25.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0035 0.0424 0.0216
Plasmodium falciparum ataxin-2 like protein, putative 0.003 0.0297 0.5
Schistosoma mansoni hypothetical protein 0.0041 0.0592 0.0571
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.006 0.1116 0.1803
Schistosoma mansoni tar DNA-binding protein 0.0137 0.3241 0.9615
Brugia malayi Intermediate filament tail domain containing protein 0.0142 0.3354 0.5422
Echinococcus multilocularis musashi 0.0142 0.3354 0.306
Schistosoma mansoni intermediate filament proteins 0.0142 0.3354 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0055 0.0979 0.0614
Brugia malayi TAR-binding protein 0.0137 0.3241 0.5239
Echinococcus granulosus tar DNA binding protein 0.0137 0.3241 0.2968
Loa Loa (eye worm) TAR-binding protein 0.0137 0.3241 0.4999
Leishmania major hypothetical protein, conserved 0.003 0.0297 0.5
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0244 0.6187 1
Brugia malayi cytoplasmic intermediate filament protein 0.0076 0.1546 0.2499
Loa Loa (eye worm) pigment dispersing factor receptor c 0.006 0.1116 0.139
Brugia malayi intermediate filament protein 0.0142 0.3354 0.5422
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0055 0.0979 0.1159
Onchocerca volvulus 0.0056 0.1002 0.0864
Brugia malayi RNA recognition motif domain containing protein 0.0137 0.3241 0.5239
Brugia malayi Calcitonin receptor-like protein seb-1 0.006 0.1116 0.1803
Schistosoma mansoni lamin 0.0142 0.3354 1
Onchocerca volvulus 0.0278 0.7116 1
Schistosoma mansoni tar DNA-binding protein 0.0137 0.3241 0.9615
Schistosoma mansoni tar DNA-binding protein 0.0137 0.3241 0.9615
Brugia malayi latrophilin 2 splice variant baaae 0.0041 0.0592 0.0956
Echinococcus granulosus cytoplasmic intermediate filament protein 0.0068 0.1339 0.0989
Brugia malayi Pre-SET motif family protein 0.0244 0.6187 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.0979 0.1894
Plasmodium vivax SET domain protein, putative 0.0035 0.0424 1
Loa Loa (eye worm) cytoplasmic intermediate filament protein 0.0076 0.1546 0.2121
Schistosoma mansoni tar DNA-binding protein 0.0137 0.3241 0.9615
Echinococcus granulosus lamin 0.0142 0.3354 0.3086
Echinococcus multilocularis tar DNA binding protein 0.0137 0.3241 0.2942
Loa Loa (eye worm) hypothetical protein 0.0066 0.1268 0.1648
Trypanosoma cruzi PAB1-binding protein , putative 0.003 0.0297 0.5
Echinococcus multilocularis lamin 0.0142 0.3354 0.306
Trypanosoma cruzi PAB1-binding protein , putative 0.003 0.0297 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.0979 0.1894
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.0979 0.1894
Echinococcus granulosus histone lysine methyltransferase setb 0.0035 0.0424 0.0037
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0055 0.0979 0.058
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0142 0.3354 0.5191
Brugia malayi Pre-SET motif family protein 0.0035 0.0424 0.0686
Echinococcus multilocularis tumor protein p63 0.0383 1 1
Loa Loa (eye worm) hypothetical protein 0.0139 0.3283 0.507
Echinococcus multilocularis cytoplasmic intermediate filament protein 0.0068 0.1339 0.0955
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0055 0.0979 0.1583
Trypanosoma brucei PAB1-binding protein , putative 0.003 0.0297 0.5
Brugia malayi hypothetical protein 0.003 0.0297 0.048
Loa Loa (eye worm) hypothetical protein 0.0068 0.1339 0.1769
Echinococcus multilocularis lamin dm0 0.0142 0.3354 0.306
Onchocerca volvulus 0.0142 0.3354 0.4378
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0055 0.0979 0.0614
Echinococcus granulosus lamin dm0 0.0142 0.3354 0.3086
Loa Loa (eye worm) hypothetical protein 0.0041 0.0592 0.0501
Schistosoma mansoni tar DNA-binding protein 0.0137 0.3241 0.9615
Brugia malayi RNA binding protein 0.0137 0.3241 0.5239
Loa Loa (eye worm) intermediate filament protein 0.0142 0.3354 0.5191
Loa Loa (eye worm) hypothetical protein 0.0142 0.3354 0.5191
Loa Loa (eye worm) hypothetical protein 0.0066 0.1268 0.1648
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0055 0.0979 0.058
Onchocerca volvulus 0.0142 0.3354 0.4378
Loa Loa (eye worm) hypothetical protein 0.0056 0.1002 0.1197
Loa Loa (eye worm) hypothetical protein 0.006 0.1116 0.139
Plasmodium falciparum ataxin-2 like protein, putative 0.003 0.0297 0.5
Echinococcus granulosus intermediate filament protein 0.0142 0.3354 0.3086
Schistosoma mansoni lamin 0.0142 0.3354 1
Loa Loa (eye worm) RNA binding protein 0.0137 0.3241 0.4999
Trichomonas vaginalis set domain proteins, putative 0.0278 0.7116 0.5
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0137 0.3241 0.4999
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0035 0.0424 1
Schistosoma mansoni cellular tumor antigen P53 0.0056 0.1002 0.1972

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 1.8888 uM PubChem BioAssay. qHTS for Inhibitors of ATXN expression. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 3.5481 um PUBCHEM_BIOASSAY: qHTS for inhibitors of ROR gamma transcriptional activity. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 6.5733 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 11.2202 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 15.8489 uM PubChem BioAssay. qHTS for Antagonists of gsp, the Etiologic Mutation Responsible for Fibrous Dysplasia/McCune-Albright Syndrome: qHTS. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 18.526 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) = 19.9526 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Influenza NS1 Protein Function. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 22.3872 um PUBCHEM_BIOASSAY: VP16 counterscreen qHTS for inhibitors of ROR gamma transcriptional activity. (Class of assay: confirmatory) ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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

No literature references available for this target.

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