Detailed information for compound 255266

Basic information

Technical information
  • TDR Targets ID: 255266
  • Name: 4-[3-(2-amino-2-oxoethyl)-1-benzyl-2-bromo-6- chloroindol-5-yl]oxybutanoic acid
  • MW: 479.752 | Formula: C21H20BrClN2O4
  • H donors: 2 H acceptors: 3 LogP: 3.89 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: NC(=O)Cc1c(Br)n(c2c1cc(OCCCC(=O)O)c(c2)Cl)Cc1ccccc1
  • InChi: 1S/C21H20BrClN2O4/c22-21-15(10-19(24)26)14-9-18(29-8-4-7-20(27)28)16(23)11-17(14)25(21)12-13-5-2-1-3-6-13/h1-3,5-6,9,11H,4,7-8,10,12H2,(H2,24,26)(H,27,28)
  • InChiKey: NFMOLPUQIOKZFB-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-[3-(2-amino-2-oxo-ethyl)-1-benzyl-2-bromo-6-chloro-indol-5-yl]oxybutanoic acid
  • 4-[[3-(2-amino-2-oxoethyl)-1-benzyl-2-bromo-6-chloro-5-indolyl]oxy]butanoic acid
  • 4-[3-(2-azanyl-2-oxo-ethyl)-2-bromo-6-chloro-1-(phenylmethyl)indol-5-yl]oxybutanoic acid
  • 4-[3-(2-amino-2-keto-ethyl)-1-benzyl-2-bromo-6-chloro-indol-5-yl]oxybutyric acid
  • 4-[3-(2-amino-2-oxoethyl)-2-bromo-6-chloro-1-(phenylmethyl)indol-5-yl]oxybutanoic acid
  • 4-[3-(2-amino-2-oxo-ethyl)-2-bromo-6-chloro-1-(phenylmethyl)indol-5-yl]oxybutanoic acid
  • 4-[[3-(2-amino-2-oxoethyl)-2-bromo-6-chloro-1-(phenylmethyl)-5-indolyl]oxy]butanoic acid
  • 4-[3-(2-amino-2-keto-ethyl)-1-(benzyl)-2-bromo-6-chloro-indol-5-yl]oxybutyric 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
Mycobacterium ulcerans imidazoleglycerol-phosphate dehydratase 0.4256 1 0.5
Mycobacterium leprae Probable imidazole glycerol-phosphate dehydratase HisB 0.2099 0 0.5

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) > 10 uM Effective dose of compound against contraction of Guinea pig lung tissue with arachidonic acid. ChEMBL. 8978843
IC50 (binding) = 0.02 uM Inhibition of human non-pancreatic secretory phospholipase A2 (PLA2) in a chromogenic assay ChEMBL. 8978843
IC50 (binding) = 0.02 uM Inhibition of human non-pancreatic secretory phospholipase A2 (PLA2) in a chromogenic assay ChEMBL. 8978843
IC50 (binding) = 1.3 uM Inhibitory activity against porcine pancreatic Phospholipase A2 ChEMBL. 8978843
IC50 (binding) = 1.3 uM Inhibitory activity against porcine pancreatic Phospholipase A2 ChEMBL. 8978843
IC50 (binding) = 3.2 uM Inhibitory activity against human pancreatic Phospholipase A2 ChEMBL. 8978843
IC50 (binding) = 3.2 uM Inhibitory activity against human pancreatic Phospholipase A2 ChEMBL. 8978843
KB app (functional) = 2.74 uM Inhibitory activity against contraction of Guinea pig lung tissue induced by PLA2. ChEMBL. 8978843
KB app (functional) = 2.74 uM Inhibitory activity against contraction of Guinea pig lung tissue induced by PLA2. ChEMBL. 8978843
Mole fraction (functional) = 1.6 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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