Detailed information for compound 1331694

Basic information

Technical information
  • TDR Targets ID: 1331694
  • Name: N-[(3-ethoxy-4-methoxyphenyl)methyl]-2-(5-flu oro-2-thiophen-2-ylindol-1-yl)acetamide
  • MW: 438.514 | Formula: C24H23FN2O3S
  • H donors: 1 H acceptors: 1 LogP: 4.73 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOc1cc(CNC(=O)Cn2c(cc3c2ccc(c3)F)c2cccs2)ccc1OC
  • InChi: 1S/C24H23FN2O3S/c1-3-30-22-11-16(6-9-21(22)29-2)14-26-24(28)15-27-19-8-7-18(25)12-17(19)13-20(27)23-5-4-10-31-23/h4-13H,3,14-15H2,1-2H3,(H,26,28)
  • InChiKey: ZDPUPVROJDSIDW-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • N-[(3-ethoxy-4-methoxy-phenyl)methyl]-2-[5-fluoro-2-(2-thienyl)indol-1-yl]acetamide
  • N-[(3-ethoxy-4-methoxyphenyl)methyl]-2-[5-fluoro-2-(2-thienyl)-1-indolyl]acetamide
  • N-(3-ethoxy-4-methoxy-benzyl)-2-[5-fluoro-2-(2-thienyl)indol-1-yl]acetamide
  • N-[(3-ethoxy-4-methoxy-phenyl)methyl]-2-(5-fluoro-2-thiophen-2-yl-indol-1-yl)ethanamide
  • E629-1613
  • NCGC00123939-01

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens SMAD family member 2 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) transcription factor SMAD2 Get druggable targets OG5_131716 All targets in OG5_131716
Brugia malayi MH2 domain containing protein Get druggable targets OG5_131716 All targets in OG5_131716
Loa Loa (eye worm) MH2 domain-containing protein Get druggable targets OG5_131716 All targets in OG5_131716
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi MH2 domain containing protein SMAD family member 2 467 aa 405 aa 31.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni Smad4 0.0109 0.0322 0.0322
Echinococcus granulosus mothers against decapentaplegic 5 0.0109 0.0322 0.0322
Leishmania major phosphatidylinositol 3-kinase, putative 0.0233 0.1037 1
Trichomonas vaginalis phosphatidylinositol kinase, putative 0.0599 0.3142 0.3142
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0082 0.0166 0.0166
Toxoplasma gondii isocitrate dehydrogenase 0.0082 0.0166 0.1603
Schistosoma mansoni phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K 0.1791 1 1
Schistosoma mansoni tar DNA-binding protein 0.0776 0.4161 0.4161
Brugia malayi MH1 domain containing protein 0.0109 0.0322 0.0322
Entamoeba histolytica hypothetical protein 0.0183 0.0746 0.0746
Echinococcus granulosus Smad4 0.0109 0.0322 0.0322
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0183 0.0746 0.0746
Echinococcus multilocularis phosphatidylinositol 4 phosphate 3 kinase C2 0.116 0.6369 0.6369
Brugia malayi MH1 domain containing protein 0.006 0.0042 0.0042
Schistosoma mansoni smad 0.0109 0.0322 0.0322
Loa Loa (eye worm) phosphatidylinositol 4-kinase type 3 alpha isoform 1 0.0233 0.1037 0.1165
Mycobacterium leprae PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 1 CLPP1 (ENDOPEPTIDASE CLP) 0.0152 0.0568 0.5532
Trypanosoma cruzi phosphatidylinositol 4-kinase alpha, putative 0.0233 0.1037 0.1037
Schistosoma mansoni peptidase Clp (S14 family) 0.0232 0.1028 0.1028
Loa Loa (eye worm) hypothetical protein 0.0232 0.1028 0.1154
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0599 0.3142 0.3142
Schistosoma mansoni hypothetical protein 0.0381 0.1889 0.1889
Treponema pallidum ATP-dependent Clp protease proteolytic subunit 0.0232 0.1028 1
Brugia malayi phosphatidylinositol 4-kinase, catalytic, alpha polypeptide 0.0233 0.1037 0.1037
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0183 0.0746 0.0746
Echinococcus granulosus phosphatidylinositol 3 kinase catalytic subunit 0.0233 0.1037 0.1037
Echinococcus multilocularis mothers against decapentaplegic 5 0.0109 0.0322 0.0322
Schistosoma mansoni hypothetical protein 0.0176 0.0711 0.0711
Loa Loa (eye worm) hypothetical protein 0.0176 0.0711 0.0798
Brugia malayi latrophilin 2 splice variant baaae 0.0381 0.1889 0.1889
Entamoeba histolytica hypothetical protein 0.0183 0.0746 0.0746
Toxoplasma gondii phosphatidylinositol 3- and 4-kinase 0.0233 0.1037 1
Trypanosoma cruzi phosphatidylinositol 4-kinase alpha, putative 0.0233 0.1037 0.1037
Entamoeba histolytica hypothetical protein 0.1425 0.7895 0.7895
Plasmodium vivax phosphatidylinositol 3-kinase, putative 0.0233 0.1037 1
Trypanosoma brucei isocitrate dehydrogenase, putative 0.0082 0.0166 0.0529
Schistosoma mansoni phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K 0.0599 0.3142 0.3142
Echinococcus multilocularis Smad4 0.0109 0.0322 0.0322
Plasmodium falciparum phosphatidylinositol 3-kinase 0.0233 0.1037 1
Brugia malayi RNA binding protein 0.0776 0.4161 0.4161
Plasmodium vivax ATP-dependent Clp protease proteolytic subunit, putative 0.008 0.0154 0.1485
Brugia malayi RNA recognition motif domain containing protein 0.0776 0.4161 0.4161
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0176 0.0711 0.0711
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0082 0.0166 0.0166
Loa Loa (eye worm) Smad1 0.0109 0.0322 0.0362
Trypanosoma brucei phosphatidylinositol 3-kinase, putative 0.0599 0.3142 1
Trypanosoma cruzi phosphatidylinositol 3-kinase 2, putative 0.1791 1 1
Loa Loa (eye worm) MH2 domain-containing protein 0.1601 0.8906 1
Trypanosoma brucei phosphatidylinositol 4-kinase alpha, putative 0.0233 0.1037 0.3301
Brugia malayi TAR-binding protein 0.0776 0.4161 0.4161
Brugia malayi MH2 domain containing protein 0.0109 0.0322 0.0322
Schistosoma mansoni tar DNA-binding protein 0.0776 0.4161 0.4161
Plasmodium falciparum ATP-dependent Clp protease proteolytic subunit 0.0232 0.1028 0.9906
Schistosoma mansoni hypothetical protein 0.0176 0.0711 0.0711
Schistosoma mansoni hypothetical protein 0.0176 0.0711 0.0711
Echinococcus multilocularis ATP dependent Clp protease proteolytic subunit 0.0232 0.1028 0.1028
Mycobacterium tuberculosis Probable isocitrate dehydrogenase [NADP] Icd1 (oxalosuccinate decarboxylase) (IDH) (NADP+-specific ICDH) (IDP) 0.0082 0.0166 0.2926
Brugia malayi Latrophilin receptor protein 2 0.0176 0.0711 0.0711
Toxoplasma gondii ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein 0.0232 0.1028 0.9906
Brugia malayi Calcitonin receptor-like protein seb-1 0.0558 0.2905 0.2905
Echinococcus multilocularis peptidase Clp (S14 family) 0.0152 0.0568 0.0568
Loa Loa (eye worm) hypothetical protein 0.0179 0.0728 0.0817
Echinococcus granulosus GPCR family 2 0.0176 0.0711 0.0711
Plasmodium vivax isocitrate dehydrogenase [NADP], mitochondrial, putative 0.0082 0.0166 0.1603
Toxoplasma gondii hypothetical protein 0.008 0.0154 0.1485
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.0082 0.0166 0.0166
Loa Loa (eye worm) hypothetical protein 0.0054 0.0008 0.0009
Brugia malayi MH1 domain containing protein 0.006 0.0042 0.0042
Trypanosoma brucei PAB1-binding protein , putative 0.0054 0.0008 0.0024
Brugia malayi Smad1 0.0109 0.0322 0.0322
Mycobacterium tuberculosis Probable ATP-dependent CLP protease proteolytic subunit 1 ClpP1 (endopeptidase CLP) 0.0152 0.0568 1
Mycobacterium ulcerans ATP-dependent Clp protease proteolytic subunit 0.0232 0.1028 0.5
Echinococcus multilocularis tar DNA binding protein 0.0776 0.4161 0.4161
Echinococcus granulosus TGF beta signal transducer SmadC 0.0109 0.0322 0.0322
Echinococcus granulosus ATP dependent Clp protease proteolytic subunit 0.0232 0.1028 0.1028
Loa Loa (eye worm) RNA binding protein 0.0776 0.4161 0.4673
Echinococcus granulosus phosphatidylinositol 45 bisphosphate 3 kinase 0.1791 1 1
Toxoplasma gondii ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein 0.0232 0.1028 0.9906
Schistosoma mansoni phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K 0.0233 0.1037 0.1037
Plasmodium falciparum ataxin-2 like protein, putative 0.0054 0.0008 0.0073
Echinococcus granulosus peptidase Clp S14 family 0.0152 0.0568 0.0568
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0558 0.2905 0.3262
Echinococcus multilocularis TGF beta signal transducer SmadC 0.0109 0.0322 0.0322
Echinococcus multilocularis phosphatidylinositol 4 kinase alpha 0.0233 0.1037 0.1037
Loa Loa (eye worm) transcription factor SMAD2 0.1601 0.8906 1
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.116 0.6369 0.6369
Schistosoma mansoni hypothetical protein 0.0176 0.0711 0.0711
Giardia lamblia Phosphoinositide-3-kinase, catalytic, alpha polypeptide 0.0864 0.4668 1
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.1791 1 1
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0082 0.0166 0.0529
Schistosoma mansoni tar DNA-binding protein 0.0776 0.4161 0.4161
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0176 0.0711 0.0711
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0176 0.0711 0.0711
Trypanosoma cruzi isocitrate dehydrogenase, putative 0.0082 0.0166 0.0166
Schistosoma mansoni transcription factor LCR-F1 0.0183 0.0746 0.0746
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0558 0.2905 0.2905
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0599 0.3142 0.3142
Chlamydia trachomatis ATP-dependent Clp protease proteolytic subunit 0.0232 0.1028 0.5
Trichomonas vaginalis phosphatidylinositol 3-kinase catalytic subunit alpha, beta, delta, putative 0.0599 0.3142 0.3142
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.1425 0.7895 0.7895
Plasmodium vivax ATP-dependent Clp protease proteolytic subunit, putative 0.0232 0.1028 0.9906
Toxoplasma gondii phosphatidylinositol 3- and 4-kinase 0.0233 0.1037 1
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0176 0.0711 0.0711
Schistosoma mansoni smad1 5 8 and 0.0109 0.0322 0.0322
Brugia malayi Probable ClpP-like protease 0.0232 0.1028 0.1028
Loa Loa (eye worm) hypothetical protein 0.116 0.6369 0.7152
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0794 0.4265 0.4265
Brugia malayi MH2 domain containing protein 0.0109 0.0322 0.0322
Wolbachia endosymbiont of Brugia malayi ATP-dependent Clp protease proteolytic subunit 0.0232 0.1028 0.5
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0082 0.0166 0.0166
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0082 0.0166 0.0166
Loa Loa (eye worm) phosphatidylinositol 3 0.1425 0.7895 0.8865
Echinococcus multilocularis Zinc finger, PHD finger 0.0233 0.1037 0.1037
Trichomonas vaginalis phosphatidylinositol 3-kinase catalytic subunit gamma, putative 0.1791 1 1
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0082 0.0166 0.0166
Leishmania major phosphatidylinositol 4-kinase alpha, putative 0.0233 0.1037 1
Schistosoma mansoni TGF-beta signal transducer Smad2 0.0109 0.0322 0.0322
Echinococcus granulosus phosphatidylinositol 4 phosphate 3 kinase C2 0.116 0.6369 0.6369
Echinococcus multilocularis isocitrate dehydrogenase 0.0082 0.0166 0.0166
Loa Loa (eye worm) hypothetical protein 0.0631 0.3326 0.3734
Giardia lamblia Phosphoinositide-3-kinase, class 3 0.0419 0.2105 0.4509
Trichomonas vaginalis phopsphatidylinositol 3-kinase, drosophila, putative 0.1791 1 1
Brugia malayi hypothetical protein 0.0183 0.0746 0.0746
Toxoplasma gondii LsmAD domain-containing protein 0.0054 0.0008 0.0073
Echinococcus multilocularis GPCR, family 2 0.0176 0.0711 0.0711
Loa Loa (eye worm) MH1 domain-containing protein 0.0109 0.0322 0.0362
Trypanosoma cruzi PAB1-binding protein , putative 0.0054 0.0008 0.0008
Trypanosoma cruzi phosphatidylinositol 3-kinase 2, putative 0.1791 1 1
Loa Loa (eye worm) isocitrate dehydrogenase 0.0082 0.0166 0.0187
Echinococcus granulosus phosphatidylinositol 4 kinase alpha 0.0233 0.1037 0.1037
Mycobacterium leprae PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 2 CLPP2 (ENDOPEPTIDASE CLP 2) 0.0232 0.1028 1
Schistosoma mansoni smad1 5 8 and 0.0109 0.0322 0.0322
Loa Loa (eye worm) hypothetical protein 0.0558 0.2905 0.3262
Echinococcus multilocularis smad 0.0109 0.0322 0.0322
Plasmodium vivax ataxin-2 like protein, putative 0.0054 0.0008 0.0073
Loa Loa (eye worm) latrophilin receptor protein 2 0.0176 0.0711 0.0798
Brugia malayi MH2 domain containing protein 0.1601 0.8906 0.8906
Trypanosoma cruzi PAB1-binding protein , putative 0.0054 0.0008 0.0008
Plasmodium falciparum isocitrate dehydrogenase [NADP], mitochondrial 0.0082 0.0166 0.1603
Schistosoma mansoni tar DNA-binding protein 0.0776 0.4161 0.4161
Loa Loa (eye worm) phosphatidylinositol 3 0.0546 0.2837 0.3186
Brugia malayi MH1 domain containing protein 0.0109 0.0322 0.0322
Trichomonas vaginalis phosphatidylinositol 3-kinase class, putative 0.0233 0.1037 0.1037
Entamoeba histolytica hypothetical protein 0.0183 0.0746 0.0746
Schistosoma mansoni tar DNA-binding protein 0.0776 0.4161 0.4161
Echinococcus multilocularis phosphatidylinositol 4,5 bisphosphate 3 kinase 0.1791 1 1
Trichomonas vaginalis phosphatidylinositol 4-kinase, putative 0.0233 0.1037 0.1037
Brugia malayi Isocitrate dehydrogenase 0.0082 0.0166 0.0166
Schistosoma mansoni smad1 5 8 and 0.0109 0.0322 0.0322
Trypanosoma cruzi phosphatidylinositol 3-kinase vps34-like 0.0599 0.3142 0.3142
Loa Loa (eye worm) MH2 domain-containing protein 0.0109 0.0322 0.0362
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0082 0.0166 0.1603
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0176 0.0711 0.0711
Chlamydia trachomatis ATP-dependent Clp protease proteolytic subunit 0.0232 0.1028 0.5
Brugia malayi hypothetical protein 0.0054 0.0008 0.0008
Schistosoma mansoni hypothetical protein 0.0183 0.0746 0.0746
Mycobacterium leprae ATP-dependent Clp protease proteolytic subunit 1 0.008 0.0154 0.1499
Trypanosoma cruzi phosphatidylinositol 3-kinase, putative 0.0546 0.2837 0.2837
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0599 0.3142 0.3142
Trichomonas vaginalis phosphatidylinositol 3-kinase catalytic subunit alpha, beta, delta, putative 0.123 0.6773 0.6773
Trichomonas vaginalis phosphatidylinositol kinase, putative 0.1791 1 1
Loa Loa (eye worm) TAR-binding protein 0.0776 0.4161 0.4673
Loa Loa (eye worm) nuclear factor I 0.006 0.0042 0.0047
Entamoeba histolytica phosphatidylinositol-4,5-bisphosphate 3-kinase, putative 0.0233 0.1037 0.1037
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0776 0.4161 0.4673
Mycobacterium tuberculosis Probable ATP-dependent CLP protease proteolytic subunit 2 ClpP2 (endopeptidase CLP 2) 0.0152 0.0568 1
Loa Loa (eye worm) hypothetical protein 0.006 0.0042 0.0047
Echinococcus granulosus tar DNA binding protein 0.0776 0.4161 0.4161
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.0082 0.0166 0.0166
Onchocerca volvulus Rap guanine nucleotide exchange factor 1 homolog 0.0179 0.0728 1
Mycobacterium ulcerans ATP-dependent Clp protease proteolytic subunit 0.0232 0.1028 0.5
Brugia malayi isocitrate dehydrogenase 0.0082 0.0166 0.0166
Entamoeba histolytica phosphatidylinositol 3-kinase 1, putative 0.1738 0.9695 0.9695
Loa Loa (eye worm) hypothetical protein 0.0381 0.1889 0.2121
Brugia malayi N-terminal motif family protein 0.0179 0.0728 0.0728
Leishmania major hypothetical protein, conserved 0.0054 0.0008 0.0073
Trichomonas vaginalis phosphatidylinositol 3-kinase class, putative 0.123 0.6773 0.6773
Plasmodium falciparum ATP-dependent Clp protease proteolytic subunit 0.008 0.0154 0.1485
Plasmodium falciparum ataxin-2 like protein, putative 0.0054 0.0008 0.0073
Trichomonas vaginalis phosphatidylinositol 3-kinase class, putative 0.0599 0.3142 0.3142
Schistosoma mansoni phosphatidylinositol 4-kinase 0.0233 0.1037 0.1037
Entamoeba histolytica phosphatidylinositol 4-kinase, putative 0.0233 0.1037 0.1037
Trichomonas vaginalis phosphatidylinositol kinase, putative 0.0233 0.1037 0.1037
Entamoeba histolytica hypothetical protein 0.0183 0.0746 0.0746
Toxoplasma gondii isocitrate dehydrogenase 0.0082 0.0166 0.1603
Echinococcus granulosus smad 0.0109 0.0322 0.0322

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 3.1623 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of TGF-b. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588856, AID588860] ChEMBL. No reference
Potency (functional) 25.1189 uM PubChem BioAssay. qHTS Assay for Activators of ClpP. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 29.0929 uM PUBCHEM_BIOASSAY: Nrf2 qHTS screen for inhibitors. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493153, AID493163, AID504648] ChEMBL. No reference
Potency (functional) 44.6684 uM PubChem BioAssay. qHTS for Inhibitors of ATXN expression. (Class of assay: confirmatory) ChEMBL. No reference
Potency (binding) = 50.1187 um PUBCHEM_BIOASSAY: qHTS Assay for Identification of Novel General Anesthetics. In this assay, a GABAergic mimetic model system, apoferritin and a profluorescent 1-aminoanthracene ligand (1-AMA), was used to construct a competitive binding assay for identification of novel general anesthetics (Class of assay: confirmatory) [Related pubchem assays: 2385 (Probe Development Summary for Identification of Novel General Anesthetics), 2323 (Validation apoferritin assay run on SigmaAldrich LOPAC1280 collection)] ChEMBL. No reference

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

No literature references available for this target.

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