Detailed information for compound 1560556

Basic information

Technical information
  • TDR Targets ID: 1560556
  • Name: 2-bromo-N-[2-[5-fluoro-2-(4-fluorophenyl)sulf anyl-1-benzothiophen-3-yl]ethyl]acetamide
  • MW: 442.341 | Formula: C18H14BrF2NOS2
  • H donors: 1 H acceptors: 1 LogP: 5.91 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: BrCC(=O)NCCc1c(Sc2ccc(cc2)F)sc2c1cc(F)cc2
  • InChi: 1S/C18H14BrF2NOS2/c19-10-17(23)22-8-7-14-15-9-12(21)3-6-16(15)25-18(14)24-13-4-1-11(20)2-5-13/h1-6,9H,7-8,10H2,(H,22,23)
  • InChiKey: YYDDDHFJIVHFDU-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 2-bromo-N-[2-[5-fluoro-2-(4-fluorophenyl)sulfanyl-benzothiophen-3-yl]ethyl]acetamide
  • 2-bromo-N-[2-[5-fluoro-2-[(4-fluorophenyl)thio]-3-benzothiophenyl]ethyl]acetamide
  • 2-bromo-N-[2-[5-fluoro-2-[(4-fluorophenyl)thio]benzothiophen-3-yl]ethyl]acetamide
  • 2-bromo-N-[2-[5-fluoro-2-(4-fluorophenyl)sulfanyl-1-benzothiophen-3-yl]ethyl]ethanamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens melatonin receptor 1A Starlite/ChEMBL References
Homo sapiens melatonin receptor 1B 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
Brugia malayi hypothetical protein melatonin receptor 1B 362 aa 329 aa 18.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0068 0.0386 0.0394
Trypanosoma brucei S-adenosylmethionine decarboxylase proenzyme, putative 0.0106 0.0666 1
Loa Loa (eye worm) PHD-finger family protein 0.0029 0.0094 0.0074
Onchocerca volvulus 0.0038 0.0165 0.0071
Brugia malayi F/Y-rich N-terminus family protein 0.0029 0.0096 0.0093
Trypanosoma cruzi arginine N-methyltransferase, putative 0.0059 0.0317 0.476
Trypanosoma brucei cytosine-specific DNA methylase, putative 0.0059 0.0318 0.4773
Onchocerca volvulus 0.0232 0.1608 0.1529
Echinococcus multilocularis histone lysine N methyltransferase MLL3 0.002 0.0026 0.0026
Loa Loa (eye worm) CXXC zinc finger family protein 0.0062 0.034 0.0344
Loa Loa (eye worm) S-adenosylmethionine decarboxylase proenzyme 0.0106 0.0666 0.0701
Brugia malayi Disco-interacting protein 2 homolog 0.0038 0.0165 0.0169
Schistosoma mansoni protein arginine n-methyltransferase 0.0144 0.095 0.1791
Schistosoma mansoni DNA (cytosine-5)-methyltransferase 0.0059 0.0318 0.0507
Echinococcus multilocularis protein arginine N methyltransferase 8 0.003 0.0105 0.0184
Echinococcus granulosus histone lysine N methyltransferase Ez 0.0196 0.1341 0.2669
Plasmodium vivax DNA (cytosine-5)-methyltransferase, putative 0.0059 0.0318 0.3107
Echinococcus granulosus geminin 0.0168 0.1126 0.2236
Schistosoma mansoni enhancer of zeste ezh 0.0196 0.1341 0.2587
Echinococcus granulosus protein arginine methyltransferase 0.003 0.0105 0.0184
Echinococcus granulosus histone lysine N methyltransferase MLL3 0.002 0.0026 0.0026
Trypanosoma cruzi arginine N-methyltransferase, putative 0.0059 0.0317 0.476
Brugia malayi Histone-lysine N-methyltransferase, H3 lysine-79 specific 0.0128 0.0829 0.0896
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0027 0.0081 0.0136
Loa Loa (eye worm) jmjC domain-containing protein 0.006 0.0322 0.0324
Echinococcus multilocularis disco interacting protein 2 0.0038 0.0165 0.0304
Echinococcus multilocularis histone lysine n methyltransferase setb1 0.0033 0.0129 0.0231
Loa Loa (eye worm) SET domain-containing protein 0.0133 0.0872 0.0927
Toxoplasma gondii PHD-finger domain-containing protein 0.0029 0.0094 0.0989
Echinococcus granulosus jumonji domain containing protein 0.004 0.0178 0.0331
Leishmania major arginine N-methyltransferase, type I 0.0028 0.0091 0.1372
Brugia malayi Pre-SET motif family protein 0.0159 0.1064 0.1153
Schistosoma mansoni hypothetical protein 0.0029 0.0094 0.0051
Echinococcus multilocularis protein arginine N methyltransferase 7 0.0028 0.0091 0.0157
Echinococcus multilocularis cpg binding protein 0.0064 0.0352 0.0681
Trypanosoma brucei S-adenosylmethionine decarboxylase 0.0106 0.0666 1
Loa Loa (eye worm) hypothetical protein 0.0059 0.0317 0.0319
Schistosoma mansoni disco-interacting protein 2 (dip2) 0.0038 0.0165 0.0195
Brugia malayi jmjC domain containing protein 0.0037 0.0151 0.0154
Echinococcus granulosus protein arginine N methyltransferase 7 0.0028 0.0091 0.0157
Plasmodium falciparum protein arginine N-methyltransferase 1 0.003 0.0105 0.0275
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0232 0.1608 0.313
Loa Loa (eye worm) hypothetical protein 0.0049 0.0247 0.0242
Echinococcus granulosus methyltransferase protein 5 0.0028 0.0091 0.0157
Toxoplasma gondii DNA methyltransferase 2, putative 0.0059 0.0318 0.3349
Echinococcus granulosus PHD finger protein rhinoceros 0.0029 0.0094 0.0162
Schistosoma mansoni hypothetical protein 0.0051 0.0262 0.0393
Schistosoma mansoni cpg binding protein 0.0062 0.034 0.0551
Echinococcus granulosus histone h3 methyltransferase 0.0128 0.0829 0.164
Echinococcus granulosus SET and MYND domain containing protein 3 0.007 0.0399 0.0776
Echinococcus multilocularis PHD finger protein rhinoceros 0.0029 0.0094 0.0162
Echinococcus granulosus protein arginine N methyltransferase 8 0.003 0.0105 0.0184
Echinococcus multilocularis peregrin 0.0041 0.0188 0.035
Loa Loa (eye worm) hypothetical protein 0.0029 0.0094 0.0074
Toxoplasma gondii histone arginine methyltransferase PRMT4/CARM1 0.0144 0.095 1
Brugia malayi CXXC zinc finger family protein 0.0062 0.034 0.0361
Trypanosoma cruzi S-adenosylmethionine decarboxylase proenzyme, putative 0.0106 0.0666 1
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0072 0.0412 0.0697
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0126 0.0815 0.1612
Echinococcus multilocularis DNA methyltransferase 2, putative 0.0059 0.0318 0.0612
Loa Loa (eye worm) hypothetical protein 0.0889 0.6494 0.7089
Echinococcus multilocularis histone lysine N methyltransferase E(z) 0.0196 0.1341 0.2669
Trypanosoma brucei Protein arginine N-methyltransferase 1 catalytic subunit 0.0059 0.0317 0.476
Loa Loa (eye worm) hypothetical protein 0.0107 0.0672 0.0708
Brugia malayi Bromodomain containing protein 0.0029 0.0094 0.0091
Onchocerca volvulus 0.0115 0.0738 0.065
Echinococcus granulosus disco interacting protein 2 0.0038 0.0165 0.0304
Loa Loa (eye worm) SET domain-containing protein 0.0196 0.1341 0.1441
Trichomonas vaginalis protein arginine N-methyltransferase, putative 0.003 0.0105 0.0014
Echinococcus multilocularis histone arginine methyltransferase CARMER 0.0144 0.095 0.1882
Loa Loa (eye worm) hypothetical protein 0.0025 0.0069 0.0046
Echinococcus multilocularis jumonji domain containing protein 0.004 0.0178 0.0331
Brugia malayi PHD-finger family protein 0.0029 0.0094 0.0091
Echinococcus granulosus S adenosylmethionine decarboxylase proenzyme 0.0106 0.0666 0.1312
Echinococcus multilocularis SET and MYND domain containing protein 3 0.007 0.0399 0.0776
Echinococcus multilocularis methyl CpG binding domain protein 2 0.0025 0.0069 0.0111
Trichomonas vaginalis protein arginine N-methyltransferase, putative 0.003 0.0105 0.0014
Plasmodium vivax protein arginine N-methyltransferase 1, putative 0.003 0.0105 0.0157
Schistosoma mansoni jumonji domain containing protein 0.0075 0.0437 0.075
Schistosoma mansoni cpg binding protein 0.0064 0.0352 0.0576
Giardia lamblia PHD finger protein 15 0.0029 0.0094 0.5
Echinococcus granulosus peregrin 0.0041 0.0188 0.035
Plasmodium falciparum DNA (cytosine-5)-methyltransferase 0.0059 0.0318 0.5441
Echinococcus multilocularis histone lysine n methyltransferase suv420h1 0.0133 0.0872 0.1726
Leishmania major arginine N-methyltransferase, type III, putative;with=GeneDB:Tb927.7.5490 0.0028 0.0091 0.1372
Echinococcus granulosus histone lysine N methyltransferase H3 lysine 36 0.0024 0.0059 0.0092
Echinococcus multilocularis histone h3 methyltransferase 0.0128 0.0829 0.164
Toxoplasma gondii histone lysine methyltransferase SET1 0.0065 0.0363 0.3827
Toxoplasma gondii C-5 cytosine-specific DNA methylase superfamily protein 0.0059 0.0318 0.3349
Loa Loa (eye worm) jmjC domain-containing protein 0.0037 0.0151 0.0137
Onchocerca volvulus 0.0062 0.034 0.0248
Brugia malayi Carm1-pending protein 0.0144 0.095 0.1028
Loa Loa (eye worm) hypothetical protein 0.0038 0.0165 0.0151
Echinococcus multilocularis histone lysine N methyltransferase, H3 lysine 36 0.0024 0.0059 0.0092
Echinococcus multilocularis lysine specific demethylase 5A 0.0035 0.0139 0.0252
Plasmodium falciparum S-adenosylmethionine decarboxylase/ornithine decarboxylase 0.0052 0.0263 0.4098
Loa Loa (eye worm) Carm1-pending protein 0.0144 0.095 0.1012
Echinococcus granulosus histone lysine n methyltransferase setb1 0.0033 0.0129 0.0231
Trypanosoma cruzi arginine N-methyltransferase, type III 0.0028 0.0091 0.1372
Schistosoma mansoni cpg binding protein 0.0064 0.0352 0.0576
Plasmodium falciparum histone-lysine N-methyltransferase, putative 0.0081 0.0485 0.95
Toxoplasma gondii histone arginine methyltransferase PRMT1 0.003 0.0105 0.1108
Plasmodium falciparum conserved Plasmodium protein, unknown function 0.0084 0.0506 1
Loa Loa (eye worm) hypothetical protein 0.0033 0.0129 0.0112
Leishmania major S-adenosylmethionine decarboxylase 0.0106 0.0666 1
Trypanosoma brucei S-adenosylmethionine decarboxylase 0.0106 0.0666 1
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.0094 0.0582 0.1143
Loa Loa (eye worm) NNMT/PNMT/TEMT family protein 0.0889 0.6494 0.7089
Trichomonas vaginalis protein arginine N-methyltransferase, putative 0.003 0.0105 0.0014
Leishmania major arginine N-methyltransferase-like protein 0.003 0.0105 0.1579
Schistosoma mansoni bromodomain-containing nuclear protein 1 brd1 0.0029 0.0094 0.0051
Loa Loa (eye worm) protein arginine N-methyltransferase 0.0028 0.0091 0.0071
Trypanosoma cruzi arginine N-methyltransferase, type I 0.0028 0.0091 0.1372
Trichomonas vaginalis set domain proteins, putative 0.136 1 1
Trypanosoma cruzi S-adenosylmethionine decarboxylase proenzyme, putative 0.0106 0.0666 1
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0185 0.1254 0.2409
Schistosoma mansoni histone J3 methyltransferase 0.0128 0.0829 0.1546
Toxoplasma gondii PHD-finger domain-containing protein 0.0029 0.0094 0.0989
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0185 0.1254 0.2409
Schistosoma mansoni suppressor of variegation 4-20-related 0.0133 0.0872 0.1633
Toxoplasma gondii hypothetical protein 0.0084 0.0506 0.5326
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.0094 0.0582 0.1143
Brugia malayi Bromodomain containing protein 0.0027 0.0081 0.0077
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0126 0.0815 0.8586
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0185 0.1254 0.2494
Trypanosoma cruzi arginine N-methyltransferase, type I 0.0028 0.0091 0.1372
Schistosoma mansoni hypothetical protein 0.0168 0.1126 0.2149
Plasmodium vivax SET domain protein, putative 0.0126 0.0815 1
Plasmodium vivax histone-lysine N-methyltransferase, putative 0.0081 0.0485 0.5424
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0148 0.0979 0.194
Schistosoma mansoni microtubule-associated protein tau 0.0687 0.4987 1
Schistosoma mansoni protein arginine N-methyltransferase 1 0.003 0.0105 0.0074
Loa Loa (eye worm) hypothetical protein 0.0185 0.1254 0.1345
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0027 0.0084 0.003
Entamoeba histolytica arginine N-methyltransferase protein, putative 0.0059 0.0317 0.9963
Brugia malayi Protein arginine N-methyltransferase 0.0028 0.0091 0.0089
Echinococcus granulosus histone lysine methyltransferase setb 0.0185 0.1254 0.2494
Brugia malayi SET domain containing protein 0.0118 0.0758 0.0818
Echinococcus granulosus cpg binding protein 0.0064 0.0352 0.0681
Schistosoma mansoni protein arginine N-methyltransferase 1 0.003 0.0105 0.0074
Schistosoma mansoni jumonji/arid domain-containing protein 0.0037 0.0151 0.0167
Echinococcus granulosus methyl CpG binding domain protein 2 0.0025 0.0069 0.0111
Echinococcus multilocularis protein arginine methyltransferase 0.003 0.0105 0.0184
Schistosoma mansoni hypothetical protein 0.0168 0.1126 0.2149
Loa Loa (eye worm) hypothetical protein 0.011 0.0695 0.0733
Trypanosoma cruzi protein arginine n-methyltransferase 7 0.0028 0.0091 0.1372
Trypanosoma brucei protein arginine n-methyltransferase 7 0.0028 0.0091 0.1372
Leishmania major modification methylase-like protein 0.0059 0.0318 0.4773
Echinococcus granulosus microtubule associated protein 2 0.0687 0.4987 1
Plasmodium vivax S-adenosylmethionine decarboxylase-ornithine decarboxylase, putative 0.0052 0.0263 0.234
Schistosoma mansoni jumonji/arid domain-containing protein 0.0037 0.0151 0.0167
Schistosoma mansoni protein arginine N-methyltransferase 1 0.003 0.0105 0.0074
Brugia malayi SET domain containing protein 0.0196 0.1341 0.1456
Schistosoma mansoni hypothetical protein 0.0028 0.0091 0.0046
Loa Loa (eye worm) hypothetical protein 0.0889 0.6494 0.7089
Brugia malayi S-adenosylmethionine decarboxylase proenzyme 0.0106 0.0666 0.0718
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0027 0.0081 0.0136
Echinococcus multilocularis microtubule associated protein 2 0.0687 0.4987 1
Brugia malayi Pre-SET motif family protein 0.1246 0.915 1
Echinococcus granulosus lysine specific demethylase 5A 0.0037 0.0151 0.0277
Toxoplasma gondii histone arginine methyltransferase PRMT3 0.0028 0.0091 0.0962
Schistosoma mansoni SET domain protein 0.0026 0.0071 0.0005
Echinococcus granulosus histone arginine methyltransferase CARMER 0.0144 0.095 0.1882
Entamoeba histolytica hypothetical protein 0.0059 0.0317 0.9963
Toxoplasma gondii bicoid-interacting protein BIN3 0.0028 0.0091 0.0962
Echinococcus multilocularis S adenosylmethionine decarboxylase proenzyme 0.0106 0.0666 0.1312
Loa Loa (eye worm) hypothetical protein 0.0128 0.0829 0.088
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.1246 0.915 1
Echinococcus granulosus DNA methyltransferase 2, putative 0.0059 0.0318 0.0612
Echinococcus multilocularis geminin 0.0168 0.1126 0.2236
Echinococcus granulosus histone lysine n methyltransferase suv420h1 0.0133 0.0872 0.1726
Entamoeba histolytica DNA (cytosine-5)-methyltransferase, putative 0.0059 0.0318 1
Brugia malayi NNMT/PNMT/TEMT family protein 0.0889 0.6494 0.7094
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0126 0.0815 0.1518
Brugia malayi SET domain containing protein 0.0133 0.0872 0.0943
Brugia malayi hypothetical protein 0.0059 0.0317 0.0336
Brugia malayi jmjC domain containing protein 0.0094 0.0582 0.0625

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 7.27 nM Agonist activity at human MT2 receptor expressed in CHO cells by [35S]GTPgamma binding assay ChEMBL. 21392858
EC50 (functional) > 10 uM Agonist activity at human MT1 receptor expressed in CHO cells by [35S]GTPgamma binding assay ChEMBL. 21392858
Emax (functional) Agonist activity at human MT1 receptor expressed in CHO cells by [35S]GTPgamma binding assay relative to melatonin ChEMBL. 21392858
Emax (functional) = 47 % Agonist activity at human MT2 receptor expressed in CHO cells by [35S]GTPgamma binding assay relative to melatonin ChEMBL. 21392858
Imax (functional) Antagonist activity at human MT1 receptor expressed in CHO cells assessed as inhibition of melatonin-induced [35S]GTPgamma binding ChEMBL. 21392858
Kb (functional) Antagonist activity at human MT1 receptor expressed in CHO cells assessed as inhibition of melatonin-induced [35S]GTPgamma binding ChEMBL. 21392858
Ki (binding) = 5.21 nM Displacement of 2-[125I]iodomelatonin from human MT2 receptor expressed in CHO cells ChEMBL. 21392858
Ki (binding) = 22.1 nM Displacement of 2-[125I]iodomelatonin from human MT1 receptor expressed in CHO cells ChEMBL. 21392858

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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