Detailed information for compound 256787

Basic information

Technical information
  • TDR Targets ID: 256787
  • Name: 2-[3-(2-amino-2-oxoethyl)-1-benzylindol-4-yl] oxyacetic acid
  • MW: 338.357 | Formula: C19H18N2O4
  • H donors: 2 H acceptors: 3 LogP: 1.97 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: NC(=O)Cc1cn(c2c1c(ccc2)OCC(=O)O)Cc1ccccc1
  • InChi: 1S/C19H18N2O4/c20-17(22)9-14-11-21(10-13-5-2-1-3-6-13)15-7-4-8-16(19(14)15)25-12-18(23)24/h1-8,11H,9-10,12H2,(H2,20,22)(H,23,24)
  • InChiKey: RDUHHFIVZOZSHO-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[3-(2-amino-2-oxo-ethyl)-1-benzyl-indol-4-yl]oxyacetic acid
  • 2-[[3-(2-amino-2-oxoethyl)-1-benzyl-4-indolyl]oxy]acetic acid
  • 2-[3-(2-azanyl-2-oxo-ethyl)-1-(phenylmethyl)indol-4-yl]oxyethanoic acid
  • 2-[3-(2-amino-2-keto-ethyl)-1-benzyl-indol-4-yl]oxyacetic acid
  • 2-[3-(2-amino-2-oxoethyl)-1-(phenylmethyl)indol-4-yl]oxyacetic acid
  • 2-[3-(2-amino-2-oxo-ethyl)-1-(phenylmethyl)indol-4-yl]oxyacetic acid
  • 2-[[3-(2-amino-2-oxoethyl)-1-(phenylmethyl)-4-indolyl]oxy]acetic acid
  • 2-[3-(2-amino-2-keto-ethyl)-1-(benzyl)indol-4-yl]oxyacetic acid
  • 2-[3-(2-amino-2-oxo-ethyl)-1-(phenylmethyl)indol-4-yl]oxyethanoic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens phospholipase A2, group IIA (platelets, synovial fluid) 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 Phospholipase A2 family protein phospholipase A2, group IIA (platelets, synovial fluid) 144 aa 125 aa 28.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni galactokinase 0.0024 0.0268 0.0407
Trichomonas vaginalis galactokinase, putative 0.0024 0.0268 1
Onchocerca volvulus Phospholipase A2 homolog 0.0111 1 1
Wolbachia endosymbiont of Brugia malayi ribonuclease HI 0.0021 0 0.5
Treponema pallidum galactokinase 0.0045 0.2582 1
Mycobacterium ulcerans galactokinase 0.0051 0.3324 0.5
Trypanosoma brucei RNA helicase, putative 0.008 0.6584 1
Trypanosoma cruzi galactokinase-like protein, putative 0.0045 0.2582 0.7768
Trypanosoma brucei hypothetical protein, conserved 0.0023 0.0203 0.0309
Trypanosoma cruzi galactokinase, putative 0.0045 0.2582 0.7768
Trypanosoma brucei ingi protein (ORF1) 0.0023 0.0203 0.0309
Schistosoma mansoni hypothetical protein 0.008 0.6584 1
Trichomonas vaginalis galactokinase, putative 0.0024 0.0268 1
Trypanosoma cruzi galactokinase, putative 0.0051 0.3324 1
Trypanosoma brucei ingi protein (ORF1) 0.0023 0.0203 0.0309
Echinococcus granulosus N acetylgalactosamine kinase 0.0024 0.0268 0.0807
Trypanosoma brucei retrotransposon hot spot protein 4 (RHS4), interrupted 0.0023 0.0203 0.0309
Entamoeba histolytica galactokinase, putative 0.0051 0.3324 0.5
Brugia malayi galactokinase family protein 0.0024 0.0268 0.0268
Echinococcus granulosus galactokinase 0.0051 0.3324 1
Loa Loa (eye worm) hypothetical protein 0.0111 1 1
Leishmania major galactokinase-like protein 0.0051 0.3324 1
Toxoplasma gondii GHMP kinase, N-terminal domain-containing protein 0.0024 0.0268 1
Trypanosoma brucei galactokinase-like protein, putative 0.0034 0.1404 0.2133
Trichomonas vaginalis galactokinase, putative 0.0024 0.0268 1
Trypanosoma cruzi galactokinase, putative 0.0051 0.3324 1
Mycobacterium tuberculosis Probable galactokinase GalK (galactose kinase) 0.0051 0.3324 0.5
Trypanosoma brucei unspecified product 0.0023 0.0203 0.0309
Loa Loa (eye worm) hypothetical protein 0.0111 1 1
Trichomonas vaginalis galactokinase, putative 0.0024 0.0268 1
Echinococcus multilocularis N acetylgalactosamine kinase 0.0024 0.0268 0.0807
Echinococcus multilocularis galactokinase 0.0051 0.3324 1
Giardia lamblia Ribonuclease H 0.0021 0 0.5
Onchocerca volvulus Phospholipase A2 homolog 0.0111 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.321 uM Inhibition of human non-pancreatic secretory phospholipase A2 (PLA2) in a chromogenic assay ChEMBL. 8978843
IC50 (binding) = 0.321 uM Inhibition of human non-pancreatic secretory phospholipase A2 (PLA2) in a chromogenic assay ChEMBL. 8978843
Mole fraction (functional) = 2.6 Mole fraction is the IC50 concentration divided by total lipid concentration ChEMBL. 8978843
Mole fraction (functional) = 2.6 Mole fraction is the IC50 concentration divided by total lipid concentration ChEMBL. 8978843

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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