Detailed information for compound 521553

Basic information

Technical information
  • TDR Targets ID: 521553
  • Name: 4-[2-[1-benzhydryl-2-[2-[(2-bromophenyl)sulfo nylamino]ethyl]-5-chloroindol-3-yl]ethoxy]ben zoic acid
  • MW: 744.093 | Formula: C38H32BrClN2O5S
  • H donors: 2 H acceptors: 4 LogP: 9.02 Rotable bonds: 13
    Rule of 5 violations (Lipinski): 2
  • SMILES: Clc1ccc2c(c1)c(CCOc1ccc(cc1)C(=O)O)c(n2C(c1ccccc1)c1ccccc1)CCNS(=O)(=O)c1ccccc1Br
  • InChi: 1S/C38H32BrClN2O5S/c39-33-13-7-8-14-36(33)48(45,46)41-23-21-35-31(22-24-47-30-18-15-28(16-19-30)38(43)44)32-25-29(40)17-20-34(32)42(35)37(26-9-3-1-4-10-26)27-11-5-2-6-12-27/h1-20,25,37,41H,21-24H2,(H,43,44)
  • InChiKey: XGMKNOSHETWXAR-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-[2-[1-benzhydryl-2-[2-[(2-bromophenyl)sulfonylamino]ethyl]-5-chloro-indol-3-yl]ethoxy]benzoic acid
  • 4-[2-[1-benzhydryl-2-[2-[(2-bromophenyl)sulfonylamino]ethyl]-5-chloro-3-indolyl]ethoxy]benzoic acid
  • 4-[2-[2-[2-[(2-bromophenyl)sulfonylamino]ethyl]-5-chloro-1-[di(phenyl)methyl]indol-3-yl]ethoxy]benzoic acid
  • 4-[2-[2-[2-[(2-bromophenyl)sulfonylamino]ethyl]-5-chloro-1-[di(phenyl)methyl]-3-indolyl]ethoxy]benzoic acid

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
Trypanosoma brucei GTP-binding nuclear protein rtb2, putative 0.0021 0.001 0.0004
Echinococcus granulosus pyruvate kinase 0.0034 0.0024 0.0024
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.0038 0.0033
Leishmania major importin beta-1 subunit, putative 0.0024 0.0013 0.0007
Echinococcus multilocularis dihydrofolate reductase 0.8712 1 1
Brugia malayi hypothetical protein 0.0035 0.0026 0.0024
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.1892 0.216 0.2142
Echinococcus granulosus dihydrofolate reductase 0.8712 1 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.0038 0.0033
Trypanosoma cruzi pyruvate kinase 2, putative 0.0034 0.0024 0.0024
Mycobacterium ulcerans pyruvate kinase 0.0034 0.0024 0.0017
Loa Loa (eye worm) thymidylate synthase 0.1892 0.216 0.216
Trypanosoma cruzi GTP-binding nuclear protein rtb2, putative 0.0021 0.001 0.0004
Loa Loa (eye worm) hypothetical protein 0.0026 0.0016 0.0016
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.6249 0.7169 1
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0031 0.0021 0.0021
Schistosoma mansoni ap endonuclease 0.0019 0.0007 0.0002
Echinococcus multilocularis pyruvate kinase 0.0017 0.0005 0.0005
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0026 0.0016 0.0016
Schistosoma mansoni hypothetical protein 0.0067 0.0063 0.0058
Brugia malayi Intermediate filament tail domain containing protein 0.0026 0.0016 0.0014
Toxoplasma gondii pyruvate kinase PyK1 0.0034 0.0024 0.0026
Loa Loa (eye worm) hypothetical protein 0.0067 0.0063 0.0063
Toxoplasma gondii HEAT repeat-containing protein 0.0029 0.0019 0.0019
Trypanosoma cruzi importin beta-1 subunit, putative 0.0024 0.0013 0.0007
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0046 0.0038 0.0038
Echinococcus granulosus thymidylate synthase 0.1892 0.216 0.216
Brugia malayi hypothetical protein 0.09 0.102 0.1019
Echinococcus granulosus GTP binding nuclear protein Ran 0.0021 0.001 0.001
Brugia malayi Pyruvate kinase, muscle isozyme 0.0034 0.0024 0.0022
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.8712 1 1
Toxoplasma gondii exonuclease III APE 0.0019 0.0007 0.0003
Trypanosoma brucei pyruvate kinase 1, putative 0.0034 0.0024 0.0024
Loa Loa (eye worm) MH2 domain-containing protein 0.0116 0.0119 0.0119
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0035 0.0026 0.0026
Loa Loa (eye worm) hypothetical protein 0.0023 0.0012 0.0012
Leishmania major dihydrofolate reductase-thymidylate synthase 0.6249 0.7169 1
Loa Loa (eye worm) intermediate filament protein 0.0026 0.0016 0.0016
Schistosoma mansoni hypothetical protein 0.0031 0.0021 0.0016
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.1892 0.216 0.2156
Echinococcus multilocularis pyruvate kinase 0.0034 0.0024 0.0024
Loa Loa (eye worm) hypothetical protein 0.0029 0.0019 0.0019
Leishmania major pyruvate kinase 0.0034 0.0024 0.0024
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.6249 0.7169 1
Brugia malayi latrophilin 2 splice variant baaae 0.0067 0.0063 0.0061
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.8712 1 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0099 0.0099 0.0097
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0035 0.0026 0.0026
Echinococcus granulosus GPCR family 2 0.0031 0.0021 0.0021
Brugia malayi RNA, U transporter 1 0.0083 0.008 0.0079
Loa Loa (eye worm) hypothetical protein 0.0034 0.0024 0.0024
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0031 0.0021 0.0021
Giardia lamblia Pyruvate kinase 0.0034 0.0024 1
Echinococcus multilocularis pyruvate kinase 0.0034 0.0024 0.0024
Echinococcus granulosus lamin 0.0026 0.0016 0.0016
Echinococcus multilocularis pyruvate kinase 0.0017 0.0005 0.0005
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase 0.0019 0.0007 0.0007
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0046 0.0038 0.0038
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0029 0.0019 0.0014
Trichomonas vaginalis Importin beta-1 subunit, putative 0.0024 0.0013 0.0052
Loa Loa (eye worm) pyruvate kinase-PB 0.0023 0.0012 0.0012
Schistosoma mansoni hypothetical protein 0.031 0.0342 0.0336
Loa Loa (eye worm) pyruvate kinase 0.0034 0.0024 0.0024
Chlamydia trachomatis dihydrofolate reductase 0.8712 1 1
Onchocerca volvulus Pyruvate kinase homolog 0.0034 0.0024 0.004
Toxoplasma gondii GTP-binding nuclear protein ran/tc4 0.0021 0.001 0.0007
Schistosoma mansoni hypothetical protein 0.0035 0.0026 0.002
Echinococcus granulosus histone lysine methyltransferase setb 0.0029 0.0019 0.0019
Echinococcus multilocularis GTP binding nuclear protein Ran 0.0021 0.001 0.001
Brugia malayi Pyruvate kinase, M2 isozyme 0.0034 0.0024 0.0022
Brugia malayi Latrophilin receptor protein 2 0.0031 0.0021 0.002
Brugia malayi intermediate filament protein 0.0026 0.0016 0.0014
Schistosoma mansoni lamin 0.0026 0.0016 0.001
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0031 0.0021 0.0021
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0029 0.0019 0.0014
Plasmodium falciparum AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0019 0.0007 0.0003
Entamoeba histolytica hypothetical protein 0.0035 0.0026 1
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase 0.0019 0.0007 0.0007
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0046 0.0038 0.0038
Loa Loa (eye worm) hypothetical protein 0.0031 0.0021 0.0021
Leishmania major pyruvate kinase 0.0034 0.0024 0.0024
Entamoeba histolytica hypothetical protein 0.0024 0.0013 0.2877
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0202 0.0218 0.0218
Loa Loa (eye worm) latrophilin receptor protein 2 0.0031 0.0021 0.0021
Trypanosoma cruzi pyruvate kinase 2, putative 0.0034 0.0024 0.0024
Echinococcus granulosus lamin dm0 0.0026 0.0016 0.0016
Plasmodium vivax importin-beta 2, putative 0.0029 0.0019 0.0019
Loa Loa (eye worm) hypothetical protein 0.0099 0.0099 0.0099
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0046 0.0038 0.0038
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.0038 0.0033
Trichomonas vaginalis pyruvate kinase, putative 0.0034 0.0024 0.0166
Onchocerca volvulus Pyruvate kinase homolog 0.0034 0.0024 0.004
Brugia malayi Dihydrofolate reductase 0.8712 1 1
Echinococcus multilocularis lamin 0.0026 0.0016 0.0016
Echinococcus granulosus pyruvate kinase 0.0017 0.0005 0.0005
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.6249 0.7169 1
Trichomonas vaginalis importin beta-1, putative 0.0024 0.0013 0.0052
Trichomonas vaginalis conserved hypothetical protein 0.09 0.102 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.6249 0.7169 1
Loa Loa (eye worm) GTP-binding nuclear protein RAN/TC4 0.0021 0.001 0.001
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0031 0.0021 0.0021
Schistosoma mansoni pyruvate kinase 0.0034 0.0024 0.0019
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.09 0.102 0.1414
Trichomonas vaginalis ran, putative 0.0021 0.001 0.0028
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.1892 0.216 0.2155
Echinococcus multilocularis snurportin 1 0.031 0.0342 0.0342
Echinococcus multilocularis pyruvate kinase 0.0017 0.0005 0.0005
Brugia malayi GTP-binding nuclear protein RAN/TC4 0.0021 0.001 0.0008
Trichomonas vaginalis Importin beta-1 subunit, putative 0.0024 0.0013 0.0052
Loa Loa (eye worm) cytoplasmic intermediate filament protein 0.0014 0.0002 0.0002
Plasmodium vivax GTP-binding nuclear protein RAN/TC4, putative 0.0021 0.001 0.0007
Echinococcus multilocularis GPCR, family 2 0.0031 0.0021 0.0021
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0029 0.0019 0.0014
Loa Loa (eye worm) pyruvate kinase 0.0034 0.0024 0.0024
Trypanosoma brucei importin beta-1 subunit, putative 0.0029 0.0019 0.0016
Plasmodium falciparum importin beta, putative 0.0029 0.0019 0.0019
Plasmodium vivax SET domain protein, putative 0.0029 0.0019 0.0019
Echinococcus granulosus intermediate filament protein 0.0026 0.0016 0.0016
Echinococcus granulosus snurportin 1 0.031 0.0342 0.0342
Entamoeba histolytica hypothetical protein 0.0035 0.0026 1
Mycobacterium tuberculosis Probable pyruvate kinase PykA 0.0034 0.0024 0.0017
Plasmodium vivax pyruvate kinase, putative 0.0034 0.0024 0.0026
Entamoeba histolytica hypothetical protein 0.0035 0.0026 1
Echinococcus granulosus importin subunit beta 1 0.0029 0.0019 0.0019
Schistosoma mansoni pyruvate kinase 0.0034 0.0024 0.0019
Echinococcus multilocularis importin subunit beta 1 0.0029 0.0019 0.0019
Brugia malayi Pre-SET motif family protein 0.0202 0.0218 0.0216
Loa Loa (eye worm) dihydrofolate reductase 0.8712 1 1
Brugia malayi thymidylate synthase 0.1892 0.216 0.2159
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0099 0.0099 0.0099
Giardia lamblia GTP-binding nuclear protein RAN/TC4 0.0021 0.001 0.2525
Onchocerca volvulus 0.023 0.025 0.1092
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.6249 0.7169 1
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0029 0.0019 0.0019
Trypanosoma brucei pyruvate kinase 1 0.0034 0.0024 0.0024
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0029 0.0019 0.0019
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.8712 1 1
Trypanosoma cruzi GTP-binding nuclear protein rtb2, putative 0.0021 0.001 0.0004
Loa Loa (eye worm) pyruvate kinase 0.0034 0.0024 0.0024
Plasmodium vivax AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0019 0.0007 0.0003
Entamoeba histolytica pyruvate kinase, putative 0.0023 0.0012 0.2804
Plasmodium falciparum GTP-binding nuclear protein RAN/TC4 0.0021 0.001 0.0007
Schistosoma mansoni hypothetical protein 0.0031 0.0021 0.0016
Plasmodium falciparum pyruvate kinase 0.0034 0.0024 0.0026
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0046 0.0038 0.0037
Echinococcus multilocularis thymidylate synthase 0.1892 0.216 0.216
Schistosoma mansoni ap endonuclease 0.0019 0.0007 0.0002
Schistosoma mansoni ran 0.0021 0.001 0.0005
Treponema pallidum exodeoxyribonuclease (exoA) 0.0019 0.0007 0.5
Entamoeba histolytica Ran family GTPase 0.0021 0.001 0.1519
Brugia malayi Calcitonin receptor-like protein seb-1 0.0099 0.0099 0.0097
Echinococcus granulosus pyruvate kinase 0.0017 0.0005 0.0005
Trichomonas vaginalis set domain proteins, putative 0.023 0.025 0.2395
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.0019 0.0007 0.0007
Brugia malayi Pre-SET motif family protein 0.0029 0.0019 0.0017
Brugia malayi exodeoxyribonuclease III family protein 0.0019 0.0007 0.0006
Mycobacterium tuberculosis Hypothetical protein 0.09 0.102 0.1014
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0031 0.0021 0.002
Giardia lamblia Endonuclease/Exonuclease/phosphatase 0.0019 0.0007 0.1038
Echinococcus granulosus pyruvate kinase 0.0034 0.0024 0.0024
Onchocerca volvulus Pyruvate kinase homolog 0.0034 0.0024 0.004
Schistosoma mansoni transcription factor LCR-F1 0.0035 0.0026 0.002
Trichomonas vaginalis pyruvate kinase, putative 0.0034 0.0024 0.0166
Entamoeba histolytica hypothetical protein 0.0035 0.0026 1
Echinococcus multilocularis lamin dm0 0.0026 0.0016 0.0016
Schistosoma mansoni lamin 0.0026 0.0016 0.001
Schistosoma mansoni intermediate filament proteins 0.0026 0.0016 0.001
Schistosoma mansoni importin beta-1 0.0029 0.0019 0.0014
Leishmania major GTP-binding protein, putative 0.0021 0.001 0.0004
Loa Loa (eye worm) hypothetical protein 0.0026 0.0015 0.0015
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0029 0.0019 0.0019
Mycobacterium ulcerans thymidylate synthase 0.1892 0.216 0.2155
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0028 0.0018 0.0018
Loa Loa (eye worm) nucleolar RNA-associated protein alpha 0.031 0.0342 0.0342
Schistosoma mansoni ran 0.0021 0.001 0.0005
Brugia malayi MH2 domain containing protein 0.0116 0.0119 0.0117
Wolbachia endosymbiont of Brugia malayi exonuclease III 0.0019 0.0007 0.5
Loa Loa (eye worm) hypothetical protein 0.0029 0.0019 0.0019
Schistosoma mansoni hypothetical protein 0.0031 0.0021 0.0016
Loa Loa (eye worm) transcription factor SMAD2 0.0116 0.0119 0.0119
Onchocerca volvulus 0.1892 0.216 1
Brugia malayi Importin beta-1 subunit 0.0029 0.0019 0.0017
Schistosoma mansoni dihydrofolate reductase 0.8712 1 1
Onchocerca volvulus 0.0029 0.0019 0.0015
Trypanosoma brucei importin beta-1 subunit, putative 0.0029 0.0019 0.0016
Echinococcus multilocularis musashi 0.0026 0.0016 0.0016
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0029 0.0019 0.0014
Echinococcus multilocularis pyruvate kinase 0.0026 0.0016 0.0016
Schistosoma mansoni hypothetical protein 0.0031 0.0021 0.0016
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0046 0.0038 0.0038
Echinococcus granulosus pyruvate kinase 0.0017 0.0005 0.0005

Activities

Activity type Activity value Assay description Source Reference
CL (ADMET) = 3.1 ml/min.kg Clearance in Sprague-Dawley rat at 2 mg/kg, iv ChEMBL. 17998165
F (ADMET) < 0.2 % Oral bioavailability in Sprague-Dawley rat at 25 mg/kg administered through MC/TW formulation ChEMBL. 17998165
IC50 (binding) = 0.32 uM Inhibition of cPLA2alpha in Sprague-Dawley rat whole blood assay in presence of A23187 ChEMBL. 17998165
IC50 (binding) = 0.52 uM Inhibition of human cPLA2alpha assessed as cleavage of 7-hydroxycoumarinyl-gamma-linolenate ChEMBL. 17998165

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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