Detailed information for compound 321262

Basic information

Technical information
  • TDR Targets ID: 321262
  • Name: 2-(4-benzylpiperidin-1-yl)-2-oxo-N-(2-oxo-1,4 -dihydro-3,1-benzoxazin-6-yl)acetamide
  • MW: 393.436 | Formula: C22H23N3O4
  • H donors: 2 H acceptors: 3 LogP: 2.85 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1OCc2c(N1)ccc(c2)NC(=O)C(=O)N1CCC(CC1)Cc1ccccc1
  • InChi: 1S/C22H23N3O4/c26-20(23-18-6-7-19-17(13-18)14-29-22(28)24-19)21(27)25-10-8-16(9-11-25)12-15-4-2-1-3-5-15/h1-7,13,16H,8-12,14H2,(H,23,26)(H,24,28)
  • InChiKey: KVQODWLYXGVVMM-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-(4-benzyl-1-piperidyl)-2-oxo-N-(2-oxo-1,4-dihydro-3,1-benzoxazin-6-yl)acetamide
  • 2-(4-benzyl-1-piperidinyl)-2-oxo-N-(2-oxo-1,4-dihydro-3,1-benzoxazin-6-yl)acetamide
  • 2-oxo-N-(2-oxo-1,4-dihydro-3,1-benzoxazin-6-yl)-2-[4-(phenylmethyl)piperidin-1-yl]ethanamide
  • 2-(4-benzylpiperidino)-2-keto-N-(2-keto-1,4-dihydro-3,1-benzoxazin-6-yl)acetamide
  • 2-oxo-N-(2-oxo-1,4-dihydro-3,1-benzoxazin-6-yl)-2-[4-(phenylmethyl)piperidin-1-yl]acetamide
  • 2-oxo-N-(2-oxo-1,4-dihydro-3,1-benzoxazin-6-yl)-2-[4-(phenylmethyl)-1-piperidyl]acetamide
  • 2-oxo-N-(2-oxo-1,4-dihydro-3,1-benzoxazin-6-yl)-2-[4-(phenylmethyl)-1-piperidinyl]acetamide
  • 2-[4-(benzyl)-1-piperidyl]-2-keto-N-(2-keto-1,4-dihydro-3,1-benzoxazin-6-yl)acetamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens glutamate receptor, ionotropic, N-methyl D-aspartate 1 Starlite/ChEMBL References
Homo sapiens glutamate receptor, ionotropic, N-methyl-D-aspartate 3B References
Homo sapiens glutamate receptor, ionotropic, N-methyl D-aspartate 2B References
Homo sapiens glutamate receptor, ionotropic, N-methyl-D-aspartate 3A Starlite/ChEMBL References
Homo sapiens glutamate receptor, ionotropic, N-methyl D-aspartate 2A References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K05314 glutamate receptor, ionotropic, N-methyl-D-aspartate 2, invertebrate, putative Get druggable targets OG5_129290 All targets in OG5_129290
Echinococcus granulosus nmda type glutamate receptor Get druggable targets OG5_133478 All targets in OG5_133478
Schistosoma mansoni glutamate receptor NMDA Get druggable targets OG5_133478 All targets in OG5_133478
Schistosoma japonicum Glutamate [NMDA] receptor subunit zeta-1 precursor, putative Get druggable targets OG5_133478 All targets in OG5_133478
Schistosoma japonicum Glutamate [NMDA] receptor subunit zeta-1 precursor, putative Get druggable targets OG5_133478 All targets in OG5_133478
Schistosoma japonicum expressed protein Get druggable targets OG5_133478 All targets in OG5_133478
Echinococcus granulosus glutamate NMDA receptor subunit Get druggable targets OG5_129290 All targets in OG5_129290
Echinococcus granulosus glutamate receptor NMDA Get druggable targets OG5_133478 All targets in OG5_133478
Echinococcus multilocularis nmda type glutamate receptor Get druggable targets OG5_133478 All targets in OG5_133478
Echinococcus multilocularis glutamate (NMDA) receptor subunit Get druggable targets OG5_129290 All targets in OG5_129290
Echinococcus multilocularis glutamate receptor NMDA Get druggable targets OG5_133478 All targets in OG5_133478
Echinococcus granulosus nmda type glutamate receptor Get druggable targets OG5_133478 All targets in OG5_133478
Echinococcus multilocularis nmda type glutamate receptor Get druggable targets OG5_133478 All targets in OG5_133478
Schistosoma mansoni glutamate receptor NMDA Get druggable targets OG5_129290 All targets in OG5_129290
Schistosoma japonicum Glutamate [NMDA] receptor subunit zeta-1 precursor, putative Get druggable targets OG5_133478 All targets in OG5_133478
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
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0167 0.1495 0.1495
Brugia malayi Glutamate receptor 2 precursor 0.0153 0.1309 1
Trypanosoma cruzi ribonuclease H1, putative 0.009 0.0443 0.5
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0167 0.1495 0.4022
Trypanosoma cruzi ribonuclease H1, putative 0.009 0.0443 0.5
Echinococcus multilocularis nmda type glutamate receptor 0.0152 0.1289 0.1289
Schistosoma mansoni glutamate receptor kainate 0.0153 0.1309 0.3466
Echinococcus granulosus glutamate NMDA receptor subunit 0.0287 0.3113 0.8373
Toxoplasma gondii ribonuclease HI protein 0.009 0.0443 0.5
Echinococcus granulosus muscleblind protein 0.0147 0.1215 0.3267
Schistosoma mansoni phosphoglucomutase 0.009 0.0443 0.1173
Trichomonas vaginalis ribonuclease H1, putative 0.009 0.0443 0.5
Echinococcus multilocularis muscleblind protein 1 0.0147 0.1215 0.1215
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.0167 0.1495 0.1495
Schistosoma mansoni glutamate receptor AMPA 0.0153 0.1309 0.3466
Wolbachia endosymbiont of Brugia malayi ribonuclease HI 0.009 0.0443 0.5
Loa Loa (eye worm) glutamate receptor 1 0.0153 0.1309 1
Echinococcus granulosus nmda type glutamate receptor 0.0109 0.0707 0.1901
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0167 0.1495 0.1495
Schistosoma mansoni phosphoglucomutase 0.009 0.0443 0.1173
Schistosoma mansoni glutamate receptor kainate 0.0153 0.1309 0.3466
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0167 0.1495 0.1495
Trypanosoma brucei ingi protein (ORF1) 0.0097 0.0546 0.0309
Schistosoma mansoni glutamate receptor kainate 0.0153 0.1309 0.3466
Echinococcus multilocularis glutamate receptor NMDA 0.0095 0.052 0.052
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0167 0.1495 0.4022
Echinococcus granulosus glutamate receptor NMDA 0.0095 0.052 0.1399
Echinococcus granulosus glutamate receptor 2 0.011 0.0727 0.1954
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0167 0.1495 0.4022
Trypanosoma brucei unspecified product 0.0097 0.0546 0.0309
Echinococcus multilocularis muscleblind protein 0.0147 0.1215 0.1215
Schistosoma mansoni glutamate receptor NMDA 0.0287 0.3113 0.8246
Echinococcus multilocularis nmda type glutamate receptor 0.0109 0.0707 0.0707
Echinococcus multilocularis tumor protein p63 0.0332 0.3718 0.3718
Schistosoma mansoni ATP-binding cassette transporter 0.0153 0.1309 0.3466
Brugia malayi Muscleblind-like protein 0.0147 0.1215 0.8917
Schistosoma mansoni phosphoglucomutase 0.009 0.0443 0.1173
Trypanosoma brucei ingi protein (ORF1) 0.0097 0.0546 0.0309
Trypanosoma brucei hypothetical protein, conserved 0.0097 0.0546 0.0309
Loa Loa (eye worm) glutamate receptor 2 0.0153 0.1309 1
Echinococcus multilocularis glutamate receptor 2 0.0153 0.1309 0.1309
Brugia malayi Glutamate receptor 1 precursor 0.0153 0.1309 1
Giardia lamblia Ribonuclease H 0.009 0.0443 0.5
Treponema pallidum ribonuclease H (rnhA) 0.009 0.0443 0.5
Echinococcus granulosus nmda type glutamate receptor 0.0152 0.1289 0.3467
Echinococcus multilocularis glutamate receptor 2 0.011 0.0727 0.0727
Trypanosoma brucei RNA helicase, putative 0.0336 0.3775 1
Schistosoma mansoni glutamate receptor NMDA 0.0263 0.2784 0.7375
Leishmania major ribonuclease H1, putative 0.009 0.0443 0.5
Schistosoma mansoni hypothetical protein 0.0336 0.3775 1
Echinococcus granulosus tumor protein p63 0.0332 0.3718 1
Echinococcus multilocularis glutamate (NMDA) receptor subunit 0.0287 0.3113 0.3113
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.0167 0.1495 0.4022
Onchocerca volvulus Ribonuclease H1 homolog 0.009 0.0443 0.5
Echinococcus granulosus ribonuclease H1 0.009 0.0443 0.1191
Trypanosoma brucei retrotransposon hot spot protein 4 (RHS4), interrupted 0.0097 0.0546 0.0309
Schistosoma mansoni glutamate receptor AMPA 0.0153 0.1309 0.3466
Echinococcus multilocularis glutamate receptor 2 0.0167 0.1495 0.1495
Echinococcus multilocularis ribonuclease H1 0.009 0.0443 0.0443
Echinococcus granulosus glutamate receptor 2 0.0167 0.1495 0.4022
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0226 0.2286 0.5

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) < 0.1 mg kg-1 In vivo analgesic activity was tested using formalin test in mouse upon p.o. administration ChEMBL. 15225705
ED50 (functional) < 0.1 mg kg-1 In vivo analgesic activity was tested using formalin test in mouse upon p.o. administration ChEMBL. 15225705
IC50 (binding) = 29 nM Inhibition of NMDA-evoked increased intracellular [Ca2+] in cells expressing NR1/NR2B receptor ChEMBL. 15225705
IC50 (binding) = 29 nM Inhibition of NMDA-evoked increased intracellular [Ca2+] in cells expressing NR1/NR2B receptor ChEMBL. 15225705
IC50 (binding) = 139 nM Inhibition of [3H]-Ro-25-6981 binding to NMDA receptor ChEMBL. 15225705
IC50 (binding) = 139 nM Inhibition of [3H]-Ro-25-6981 binding to NMDA receptor ChEMBL. 15225705
Inhibition (binding) = 15 % Inhibitory activity against recombinant NR1/NR2A receptor expressed in cells ChEMBL. 15225705
Inhibition (binding) = 15 % Inhibitory activity against recombinant NR1/NR2A receptor expressed in cells ChEMBL. 15225705

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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