Detailed information for compound 1836338

Basic information

Technical information
  • TDR Targets ID: 1836338
  • Name: methyl (2R)-3-(1H-indol-3-yl)-2-[[2-(1H-indol -3-yl)-2-oxoacetyl]amino]propanoate
  • MW: 389.404 | Formula: C22H19N3O4
  • H donors: 3 H acceptors: 3 LogP: 3.25 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: COC(=O)[C@H](NC(=O)C(=O)c1c[nH]c2c1cccc2)Cc1c[nH]c2c1cccc2
  • InChi: 1S/C22H19N3O4/c1-29-22(28)19(10-13-11-23-17-8-4-2-6-14(13)17)25-21(27)20(26)16-12-24-18-9-5-3-7-15(16)18/h2-9,11-12,19,23-24H,10H2,1H3,(H,25,27)/t19-/m1/s1
  • InChiKey: HIFDOUATSGPYEI-LJQANCHMSA-N  

Network

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Synonyms

  • methyl (2R)-3-(1H-indol-3-yl)-2-[[2-(1H-indol-3-yl)-2-oxo-acetyl]amino]propanoate
  • (2R)-3-(1H-indol-3-yl)-2-[[2-(1H-indol-3-yl)-1,2-dioxoethyl]amino]propanoic acid methyl ester
  • (2R)-3-(1H-indol-3-yl)-2-[[2-(1H-indol-3-yl)-2-keto-acetyl]amino]propionic acid methyl ester
  • methyl (2R)-3-(1H-indol-3-yl)-2-[[2-(1H-indol-3-yl)-2-oxo-ethanoyl]amino]propanoate
  • ZINC04163288

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
Plasmodium falciparum FAD-dependent glycerol-3-phosphate dehydrogenase, putative 0.0169 0.0664 1
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0052 0.0077 0.0066
Leishmania major hypothetical protein, conserved 0.0169 0.0664 1
Schistosoma mansoni lipoxygenase 0.0139 0.0515 0.049
Mycobacterium tuberculosis Possible thiamine biosynthesis oxidoreductase ThiO 0.0169 0.0664 0.0726
Brugia malayi AMP-binding enzyme family protein 0.0052 0.0077 0.0494
Entamoeba histolytica myo-inositol monophosphatase, putative 0.0044 0.0037 0.0165
Mycobacterium ulcerans acyl-CoA synthetase 0.0052 0.0077 0.0066
Brugia malayi Cytochrome P450 family protein 0.0057 0.0099 0.0716
Echinococcus granulosus carboxylesterase 5A 0.0078 0.0205 0.1163
Echinococcus granulosus acetylcholinesterase 0.0078 0.0205 0.1163
Loa Loa (eye worm) hypothetical protein 0.0043 0.0029 0.0018
Schistosoma mansoni inositol monophosphatase 0.0044 0.0037 0.0011
Loa Loa (eye worm) hypothetical protein 0.0052 0.0077 0.0066
Trypanosoma brucei electron transfer flavoprotein-ubiquinone oxidoreductase, putative 0.0169 0.0664 1
Wolbachia endosymbiont of Brugia malayi fructose-1,6-bisphosphatase 0.0044 0.0037 0.5
Mycobacterium tuberculosis Conserved protein 0.0043 0.0029 0.0032
Echinococcus multilocularis acetylcholinesterase 0.0078 0.0205 0.1163
Trichomonas vaginalis myo inositol monophosphatase, putative 0.0044 0.0037 0.0066
Mycobacterium ulcerans esterase/lipase LipP 0.0043 0.0029 0.0018
Loa Loa (eye worm) latrophilin receptor protein 2 0.0056 0.0096 0.0085
Schistosoma mansoni fad oxidoreductase 0.0169 0.0664 0.064
Brugia malayi cDNA sequence BC016226 0.0169 0.0664 0.6232
Toxoplasma gondii hypothetical protein 0.0169 0.0664 1
Mycobacterium tuberculosis Probable D-amino acid oxidase Aao 0.1861 0.9151 1
Schistosoma mansoni inositol monophosphatase 0.0044 0.0037 0.0011
Entamoeba histolytica anaerobic glycerol-3-phosphate dehydrogenase subunit A, putative 0.0169 0.0664 1
Loa Loa (eye worm) hypothetical protein 0.0169 0.0664 0.0654
Schistosoma mansoni fad oxidoreductase 0.0169 0.0664 0.064
Schistosoma mansoni hypothetical protein 0.0121 0.0421 0.0396
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0056 0.0096 0.0454
Plasmodium vivax hypothetical protein, conserved 0.0043 0.0029 0.0278
Leishmania major 4-coumarate:coa ligase-like protein 0.0052 0.0077 0.0754
Toxoplasma gondii FAD-dependent glycerol-3-phosphate dehydrogenase 0.0169 0.0664 1
Loa Loa (eye worm) hypothetical protein 0.0169 0.0664 0.0654
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0078 0.0205 0.0179
Brugia malayi latrophilin 2 splice variant baaae 0.0121 0.0421 0.3861
Mycobacterium ulcerans acyl-CoA synthetase 0.0052 0.0077 0.0066
Schistosoma mansoni lipoxygenase 0.0097 0.0304 0.0279
Trypanosoma brucei glycerol-3-phosphate dehydrogenase (FAD-dependent), putative 0.0169 0.0664 1
Onchocerca volvulus 0.0052 0.0077 0.0402
Mycobacterium leprae Possible thiamine biosynthesis oxidoreductase ThiO 0.0169 0.0664 0.0652
Trypanosoma cruzi myo-inositol-1(or 4)-monophosphatase 1, putative 0.0044 0.0037 0.0123
Trypanosoma cruzi L-2-hydroxyglutarate dehydrogenase, mitochondrial, putative 0.0169 0.0664 1
Brugia malayi pyruvate dehydrogenase phosphatase regulatory subunit precursor 0.0169 0.0664 0.6232
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0043 0.0029 0.0003
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0056 0.0096 0.0454
Schistosoma mansoni glycerol-3-phosphate dehydrogenase 0.0169 0.0664 0.064
Schistosoma mansoni hypothetical protein 0.0056 0.0096 0.007
Loa Loa (eye worm) carboxylesterase 0.0078 0.0205 0.0194
Trypanosoma cruzi cytochrome P450, putative 0.0057 0.0099 0.1111
Trichomonas vaginalis set domain proteins, putative 0.028 0.122 1
Schistosoma mansoni hypothetical protein 0.0056 0.0096 0.007
Trypanosoma brucei cytochrome P450, putative 0.0057 0.0099 0.1111
Echinococcus multilocularis inositol monophosphatase 1 0.0044 0.0037 0.0068
Mycobacterium ulcerans long-chain-fatty-acid-CoA ligase 0.0052 0.0077 0.0066
Brugia malayi MH2 domain containing protein 0.0144 0.0539 0.5005
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0139 0.0515 0.3183
Mycobacterium ulcerans long-chain fatty-acid CoA ligase 0.0052 0.0077 0.0066
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0052 0.0077 0.0084
Trypanosoma brucei L-2-hydroxyglutarate dehydrogenase, mitochondrial, putative 0.0169 0.0664 1
Brugia malayi Carboxylesterase family protein 0.0078 0.0205 0.1744
Loa Loa (eye worm) hypothetical protein 0.0078 0.0205 0.0194
Trypanosoma cruzi glycerol-3-phosphate dehydrogenase (FAD-dependent), putative 0.0169 0.0664 1
Loa Loa (eye worm) hypothetical protein 0.0177 0.0702 0.0692
Echinococcus multilocularis tumor protein p63 0.0348 0.1562 1
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0056 0.0096 0.0454
Leishmania major 4-coumarate:coa ligase-like protein 0.0052 0.0077 0.0754
Mycobacterium leprae Probable lipase LipE 0.0043 0.0029 0.0015
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0139 0.0515 0.3183
Brugia malayi beta-lactamase family protein 0.0043 0.0029 0.0026
Loa Loa (eye worm) glycerol-3-phosphate dehydrogenase 0.0169 0.0664 0.0654
Chlamydia trachomatis D-amino acid dehydrogenase 0.0169 0.0664 1
Plasmodium vivax FAD-dependent glycerol-3-phosphate dehydrogenase, putative 0.0169 0.0664 1
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.0052 0.0077 0.0084
Entamoeba histolytica acyl-CoA synthetase, putative 0.0052 0.0077 0.0793
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0043 0.0029 0.0032
Trichomonas vaginalis myo inositol monophosphatase, putative 0.0044 0.0037 0.0066
Mycobacterium ulcerans hypothetical protein 0.0052 0.0077 0.0066
Onchocerca volvulus Dimethylglycine dehydrogenase, mitochondrial homolog 0.0169 0.0664 0.5332
Mycobacterium ulcerans hypothetical protein 0.0043 0.0029 0.0018
Loa Loa (eye worm) CYP4Cod1 0.0057 0.0099 0.0089
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0043 0.0029 0.0032
Echinococcus multilocularis GPCR, family 2 0.0056 0.0096 0.0454
Brugia malayi Inositol-1 0.0044 0.0037 0.0103
Entamoeba histolytica NAD(FAD)-dependent dehydrogenase, putative 0.0169 0.0664 1
Trypanosoma brucei glycerol-3-phosphate dehydrogenase (FAD-dependent), mitochondrial 0.0169 0.0664 1
Loa Loa (eye worm) acetylcholinesterase 1 0.0078 0.0205 0.0194
Brugia malayi Latrophilin receptor protein 2 0.0056 0.0096 0.0681
Trichomonas vaginalis inositol monophosphatase, putative 0.0044 0.0037 0.0066
Schistosoma mansoni ATP:guanidino kinase (Smc74) 0.0169 0.0664 0.064
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0043 0.0029 0.0003
Mycobacterium ulcerans glycerol-3-phosphate dehydrogenase GlpD2 0.0169 0.0664 0.0654
Mycobacterium ulcerans long-chain-fatty-acid--CoA ligase 0.0052 0.0077 0.0066
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0043 0.0029 0.0018
Brugia malayi Cytochrome P450 family protein 0.0057 0.0099 0.0716
Loa Loa (eye worm) hypothetical protein 0.0043 0.0029 0.0018
Trypanosoma brucei FAD dependent oxidoreductase, putative 0.0169 0.0664 1
Loa Loa (eye worm) hypothetical protein 0.0169 0.0664 0.0654
Leishmania major hypothetical protein, conserved 0.0169 0.0664 1
Brugia malayi Pre-SET motif family protein 0.0246 0.105 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0177 0.0702 0.6602
Echinococcus granulosus inositol monophosphatase 1 0.0044 0.0037 0.0068
Onchocerca volvulus Pyruvate dehydrogenase phosphatase regulatory subunit, mitochondrial homolog 0.0169 0.0664 0.5332
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 0.0057 0.0099 0.0089
Loa Loa (eye worm) hypothetical protein 0.0043 0.0029 0.0018
Entamoeba histolytica acyl-CoA synthetase, putative 0.0052 0.0077 0.0793
Brugia malayi AMP-binding enzyme family protein 0.0052 0.0077 0.0494
Mycobacterium ulcerans acyl-CoA synthetase 0.0052 0.0077 0.0066
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0177 0.0702 0.0692
Loa Loa (eye worm) hypothetical protein 0.0043 0.0029 0.0018
Brugia malayi beta-lactamase 0.0043 0.0029 0.0026
Echinococcus granulosus FAD dependent oxidoreductase domain containing protein 0.0169 0.0664 0.4156
Mycobacterium tuberculosis Probable lipase LipD 0.0043 0.0029 0.0032
Echinococcus granulosus tumor protein p63 0.0348 0.1562 1
Onchocerca volvulus 0.0051 0.0071 0.0353
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0043 0.0029 0.0032
Trypanosoma cruzi Present in the outer mitochondrial membrane proteome 20 0.0169 0.0664 1
Mycobacterium ulcerans extragenic suppressor protein SuhB 0.0044 0.0037 0.0026
Onchocerca volvulus 0.028 0.122 1
Mycobacterium ulcerans D-amino acid oxidase Aao 0.0169 0.0664 0.0654
Mycobacterium tuberculosis Conserved protein 0.0043 0.0029 0.0032
Mycobacterium ulcerans glycerol-3-phosphate dehydrogenase 0.0169 0.0664 0.0654
Leishmania major cytochrome p450-like protein 0.0057 0.0099 0.1111
Leishmania major 4-coumarate:coa ligase-like protein 0.0052 0.0077 0.0754
Brugia malayi AMP-binding enzyme family protein 0.0052 0.0077 0.0494
Loa Loa (eye worm) inositol-1 0.0044 0.0037 0.0026
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0246 0.105 0.104
Loa Loa (eye worm) hypothetical protein 0.0121 0.0421 0.0411
Mycobacterium tuberculosis Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase) 0.0039 0.0011 0.0012
Echinococcus multilocularis FAD dependent oxidoreductase domain containing protein 0.0169 0.0664 0.4156
Mycobacterium leprae PROBABLE FATTY-ACID-CoA LIGASE FADD7 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE) 0.0052 0.0077 0.0063
Loa Loa (eye worm) cytochrome P450 family protein 0.0101 0.0324 0.0314
Loa Loa (eye worm) hypothetical protein 0.0078 0.0205 0.0194
Brugia malayi dimethylglycine dehydrogenase, mitochondrial precursor, putative 0.0169 0.0664 0.6232
Schistosoma mansoni hypothetical protein 0.0056 0.0096 0.007
Brugia malayi RE18450p 0.0169 0.0664 0.6232
Leishmania major glycerol-3-phosphate dehydrogenase-like protein 0.0169 0.0664 1
Brugia malayi Calcitonin receptor-like protein seb-1 0.0177 0.0702 0.6602
Toxoplasma gondii inositol(myo)-1(or 4)-monophosphatase 2, putative 0.0044 0.0037 0.0123
Mycobacterium leprae PROBABLE FATTY-ACID-CoA LIGASE FADD2 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE) 0.0052 0.0077 0.0063
Mycobacterium tuberculosis Conserved protein 0.0043 0.0029 0.0032
Loa Loa (eye worm) MH2 domain-containing protein 0.0144 0.0539 0.0528
Leishmania major myo-inositol-1(or 4)-monophosphatase 1, putative 0.0044 0.0037 0.0123
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0043 0.0029 0.0018
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0056 0.0096 0.0681
Onchocerca volvulus Putative fad oxidoreductase 0.0169 0.0664 0.5332
Brugia malayi beta-lactamase family protein 0.0043 0.0029 0.0026
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0056 0.0096 0.0454
Echinococcus multilocularis acetylcholinesterase 0.0078 0.0205 0.1163
Loa Loa (eye worm) hypothetical protein 0.0056 0.0096 0.0085
Loa Loa (eye worm) hypothetical protein 0.0051 0.0071 0.006
Echinococcus multilocularis carboxylesterase 5A 0.0078 0.0205 0.1163
Loa Loa (eye worm) hypothetical protein 0.0052 0.0077 0.0066
Trypanosoma cruzi glycerol-3-phosphate dehydrogenase (FAD-dependent), putative 0.0169 0.0664 1
Trypanosoma cruzi glycerol-3-phosphate dehydrogenase, putative 0.0169 0.0664 1
Mycobacterium tuberculosis Inositol-1-monophosphatase SuhB 0.004 0.0013 0.0015
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0272 0.118 0.1289
Schistosoma mansoni NAD dehydrogenase 0.0169 0.0664 0.064
Schistosoma mansoni cellular tumor antigen P53 0.0051 0.0071 0.0045
Echinococcus granulosus beta LACTamase domain containing family member 0.0043 0.0029 0.0018
Mycobacterium ulcerans beta-lactamase 0.0043 0.0029 0.0018
Loa Loa (eye worm) cytochrome P450 family protein 0.0057 0.0099 0.0089
Trypanosoma cruzi L-2-hydroxyglutarate dehydrogenase, mitochondrial, putative 0.0169 0.0664 1
Mycobacterium ulcerans lipase LipD 0.0043 0.0029 0.0018
Mycobacterium tuberculosis Probable hydrolase 0.0043 0.0029 0.0032
Trypanosoma cruzi myo-inositol-1(or 4)-monophosphatase 1, putative 0.0044 0.0037 0.0123
Trypanosoma cruzi FAD dependent oxidoreductase, putative 0.0169 0.0664 1
Brugia malayi Carboxylesterase family protein 0.0078 0.0205 0.1744
Echinococcus granulosus GPCR family 2 0.0056 0.0096 0.0454
Loa Loa (eye worm) hypothetical protein 0.0043 0.0029 0.0018
Mycobacterium tuberculosis Probable esterase LipL 0.0043 0.0029 0.0032
Echinococcus multilocularis glycerol 3 phosphate dehydrogenase 0.0169 0.0664 0.4156
Loa Loa (eye worm) cytochrome P450 family protein 0.0057 0.0099 0.0089
Loa Loa (eye worm) hypothetical protein 0.0043 0.0029 0.0018
Mycobacterium leprae conserved hypothetical protein 0.0043 0.0029 0.0015
Echinococcus multilocularis beta LACTamase domain containing family member 0.0043 0.0029 0.0018
Mycobacterium leprae Probable cholesterol oxidase precursor ChoD (cholesterol-O2 oxidoreductase) 0.0169 0.0664 0.0652
Trypanosoma brucei inositol-1(or 4)-monophosphatase 1, putative 0.0044 0.0037 0.0123
Brugia malayi Cytochrome P450 family protein 0.0101 0.0324 0.2913
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0043 0.0029 0.0026
Loa Loa (eye worm) transcription factor SMAD2 0.0144 0.0539 0.0528
Echinococcus granulosus glycerol 3 phosphate dehydrogenase 0.0169 0.0664 0.4156
Loa Loa (eye worm) hypothetical protein 0.0052 0.0077 0.0066
Mycobacterium tuberculosis Probable lipase LipE 0.0043 0.0029 0.0032
Loa Loa (eye worm) beta-lactamase 0.0043 0.0029 0.0018
Echinococcus granulosus acetylcholinesterase 0.0078 0.0205 0.1163
Mycobacterium ulcerans thiamine biosynthesis oxidoreductase ThiO 0.0169 0.0664 0.0654
Schistosoma mansoni hypothetical protein 0.0056 0.0096 0.007
Giardia lamblia Glycerol-3-phosphate dehydrogenase 0.0169 0.0664 0.5
Trypanosoma cruzi cytochrome P450, putative 0.0057 0.0099 0.1111
Entamoeba histolytica acyl-coA synthetase, putative 0.0052 0.0077 0.0793

Activities

Activity type Activity value Assay description Source Reference
Inhibition (binding) Inhibition of COX2 (unknown origin) by EIA ChEMBL. 24508141
Inhibition (binding) Inhibition of PLA2 (unknown origin) by Ellman's method ChEMBL. 24508141
Inhibition (binding) Inhibition of COX1 (unknown origin) by EIA ChEMBL. 24508141
Inhibition (binding) = 35 % Inhibition of 5-LOX (unknown origin) using arachidonic acid as substrate at 0.01 uM after 5 mins by EIA ChEMBL. 24508141
Inhibition (binding) = 41.1 % Inhibition of 5-LOX (unknown origin) using arachidonic acid as substrate at 0.1 uM after 5 mins by EIA ChEMBL. 24508141
Inhibition (binding) = 43.4 % Inhibition of 5-LOX (unknown origin) using arachidonic acid as substrate at 1 uM after 5 mins by EIA ChEMBL. 24508141
Inhibition (binding) = 49.8 % Inhibition of 5-LOX (unknown origin) using arachidonic acid as substrate at 10 uM after 5 mins by EIA ChEMBL. 24508141
Inhibition (binding) = 65 % Inhibition of 5-LOX (unknown origin) using arachidonic acid as substrate at 100 uM after 5 mins by EIA ChEMBL. 24508141

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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