Detailed information for compound 136713

Basic information

Technical information
  • TDR Targets ID: 136713
  • Name: (2S)-2-amino-3-(3-oxo-5-phenyl-1,2-oxazol-4-y l)propanoic acid
  • MW: 248.235 | Formula: C12H12N2O4
  • H donors: 3 H acceptors: 4 LogP: -1.32 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(=O)[C@H](Cc1c(O)noc1c1ccccc1)N
  • InChi: 1S/C12H12N2O4/c13-9(12(16)17)6-8-10(18-14-11(8)15)7-4-2-1-3-5-7/h1-5,9H,6,13H2,(H,14,15)(H,16,17)/t9-/m0/s1
  • InChiKey: JCXLPVAAGYNKBT-VIFPVBQESA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S)-2-amino-3-(3-oxo-5-phenyl-isoxazol-4-yl)propanoic acid
  • (2S)-2-amino-3-(3-oxo-5-phenyl-4-isoxazolyl)propanoic acid
  • (2S)-2-azanyl-3-(3-oxo-5-phenyl-1,2-oxazol-4-yl)propanoic acid
  • (2S)-2-amino-3-(3-keto-5-phenyl-4-isoxazolin-4-yl)propionic acid
  • 2-amino-3-(3-hydroxy-5-phenylisoxazol-4-yl)propionic acid
  • (2S)-2-amino-3-(3-keto-5-phenyl-isoxazol-4-yl)propionic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Glutamate receptor ionotropic, AMPA 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
Drosophila melanogaster Glutamate receptor IIB Glutamate receptor ionotropic, AMPA   907 aa 863 aa 27.8 %
Echinococcus granulosus glutamate receptor 2 Glutamate receptor ionotropic, AMPA   907 aa 875 aa 30.4 %
Drosophila melanogaster NMDA receptor 2 Glutamate receptor ionotropic, AMPA   907 aa 789 aa 22.1 %
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 Glutamate receptor ionotropic, AMPA   907 aa 959 aa 30.9 %
Onchocerca volvulus Putative 39S ribosomal protein L45, mitochondrial Glutamate receptor ionotropic, AMPA   907 aa 799 aa 37.7 %
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 Glutamate receptor ionotropic, AMPA   907 aa 948 aa 30.6 %
Drosophila melanogaster Glutamate receptor IA Glutamate receptor ionotropic, AMPA   907 aa 900 aa 40.6 %
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 Glutamate receptor ionotropic, AMPA   907 aa 809 aa 33.6 %
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 Glutamate receptor ionotropic, AMPA   907 aa 779 aa 33.4 %
Schistosoma mansoni glutamate receptor kainate Glutamate receptor ionotropic, AMPA   907 aa 753 aa 33.2 %
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 Glutamate receptor ionotropic, AMPA   907 aa 888 aa 34.0 %
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 Glutamate receptor ionotropic, AMPA   907 aa 886 aa 34.2 %
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 Glutamate receptor ionotropic, AMPA   907 aa 809 aa 34.1 %
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 Glutamate receptor ionotropic, AMPA   907 aa 779 aa 33.4 %
Onchocerca volvulus Glutamate receptor ionotropic, AMPA   907 aa 796 aa 40.5 %
Echinococcus multilocularis glutamate receptor 2 Glutamate receptor ionotropic, AMPA   907 aa 868 aa 30.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni thyroid hormone receptor 0.0166 0.3965 1
Onchocerca volvulus 0.0055 0.0754 0.5
Echinococcus granulosus glutamate receptor 2 0.0036 0.0211 0.0167
Echinococcus multilocularis tumor protein p63 0.0374 1 1
Echinococcus multilocularis glutamate receptor 2 0.0036 0.0211 0.0167
Echinococcus multilocularis nmda type glutamate receptor 0.004 0.0324 0.0281
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0036 0.0211 0.0167
Chlamydia trachomatis glutamine binding protein 0.0029 0 0.5
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0036 0.0211 0.0167
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0036 0.0211 0.0167
Brugia malayi Glutamate receptor 1 precursor 0.003 0.0045 0.5
Treponema pallidum amino acid ABC transporter, periplasmic binding protein 0.0029 0 0.5
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.004 0.0324 0.0281
Echinococcus granulosus Mitotic checkpoint protein PRCC C terminal 0.0139 0.3204 0.3173
Schistosoma mansoni glutamate receptor NMDA 0.0036 0.0211 0.0424
Mycobacterium tuberculosis Probable glutamine-binding lipoprotein GlnH (GLNBP) 0.0029 0 0.5
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0036 0.0211 0.0167
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0036 0.0211 0.0167
Treponema pallidum amino acid ABC transporter, periplasmic binding protein (hisJ) 0.0029 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0055 0.0754 1
Schistosoma mansoni thyroid hormone receptor 0.0166 0.3965 1
Schistosoma mansoni cellular tumor antigen P53 0.0055 0.0754 0.1808
Schistosoma mansoni hypothetical protein 0.0139 0.3204 0.8058
Echinococcus multilocularis thyroid hormone receptor alpha 0.0166 0.3965 0.3938
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.0036 0.0211 0.0167
Mycobacterium ulcerans glutamine-binding lipoprotein GlnH 0.0029 0 0.5
Echinococcus granulosus nmda type glutamate receptor 0.004 0.0324 0.0281
Chlamydia trachomatis arginine ABC transporter substrate-binding protein ArtJ 0.0029 0 0.5
Echinococcus multilocularis Mitotic checkpoint protein PRCC, C terminal 0.0139 0.3204 0.3173
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0036 0.0211 0.0167
Brugia malayi Glutamate receptor 2 precursor 0.003 0.0045 0.5
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.0036 0.0211 0.0167

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 230 uM Agonist effect for Ionotropic glutamate receptor AMPA was determined from in vitro electrophysiology studies using rat cortical wedge preparation. ChEMBL. 9651156
EC50 (functional) = 230 uM Compound was evaluated for the agonist activity on AMPA receptor in rat cortical wedge preparation ChEMBL. 7512140
EC50 (functional) = 230 uM Agonist effect for Ionotropic glutamate receptor AMPA was determined from in vitro electrophysiology studies using rat cortical wedge preparation. ChEMBL. 9651156
EC50 (functional) = 230 uM Compound was evaluated for the agonist activity on AMPA receptor in rat cortical wedge preparation ChEMBL. 7512140
IC50 (binding) = 5.5 uM Ability to inhibit the binding of [3H]-AMPA radioligand to Ionotropic glutamate receptor AMPA in rat brain membranes. ChEMBL. 9651156
IC50 (binding) = 5.5 uM Ability to inhibit the binding of [3H]-AMPA radioligand to Ionotropic glutamate receptor AMPA in rat brain membranes. ChEMBL. 9651156
IC50 (binding) = 6 uM Compound was evaluated for the inhibition of binding of [3H]-AMPA to the AMPA receptor ChEMBL. 7512140
IC50 (binding) = 6 uM Compound was evaluated for the inhibition of binding of [3H]-AMPA to the AMPA receptor ChEMBL. 7512140
IC50 (binding) > 100 uM Ability to inhibit the binding of [3H]-kainic acid radioligand to Ionotropic glutamate receptor kainate in rat brain membranes. ChEMBL. 9651156
IC50 (binding) > 100 uM Ability to inhibit the binding of [3H]-CPP radioligand to N-methyl-D-aspartate glutamate receptor in rat brain membranes. ChEMBL. 9651156
IC50 (binding) > 100 uM Compound was evaluated for the inhibition of binding of [3H]-Kainic acid to kianic acid receptor ChEMBL. 7512140
IC50 (binding) > 100 uM Compound was evaluated for the inhibition of binding of [3H]- CPP to NMDA receptor ChEMBL. 7512140
IC50 (binding) > 100 uM Compound was evaluated for the inhibition of binding of [3H]- MK-801 to NMDA receptor ChEMBL. 7512140
IC50 (binding) > 100 uM Compound was evaluated for the inhibition of binding of [3H]-glycine to NMDA receptor ChEMBL. 7512140
IC50 (binding) > 100 uM Ability to inhibit the binding of [3H]-kainic acid radioligand to Ionotropic glutamate receptor kainate in rat brain membranes. ChEMBL. 9651156
IC50 (binding) > 100 uM Ability to inhibit the binding of [3H]-CPP radioligand to N-methyl-D-aspartate glutamate receptor in rat brain membranes. ChEMBL. 9651156
IC50 (binding) > 100 uM Compound was evaluated for the inhibition of binding of [3H]-Kainic acid to kianic acid receptor ChEMBL. 7512140
IC50 (binding) > 100 uM Compound was evaluated for the inhibition of binding of [3H]- CPP to NMDA receptor ChEMBL. 7512140
IC50 (binding) > 100 uM Compound was evaluated for the inhibition of binding of [3H]- MK-801 to NMDA receptor ChEMBL. 7512140
IC50 (binding) > 100 uM Compound was evaluated for the inhibition of binding of [3H]-glycine to NMDA receptor ChEMBL. 7512140
Log Ki (functional) = 3.57 The compound was evaluated for agonist sensitivity to antagonist R-APPA ChEMBL. 7512140
Log Ki (functional) = 6.3 The compound was evaluated for agonist sensitivity to antagonist NBQX ChEMBL. 7512140

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

2 literature references were collected for this gene.

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