Detailed information for compound 413100

Basic information

Technical information
  • TDR Targets ID: 413100
  • Name: benzyl 4-[(pyridin-4-ylamino)methyl]piperidin e-1-carboxylate
  • MW: 325.405 | Formula: C19H23N3O2
  • H donors: 1 H acceptors: 2 LogP: 2.98 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(N1CCC(CC1)CNc1ccncc1)OCc1ccccc1
  • InChi: 1S/C19H23N3O2/c23-19(24-15-17-4-2-1-3-5-17)22-12-8-16(9-13-22)14-21-18-6-10-20-11-7-18/h1-7,10-11,16H,8-9,12-15H2,(H,20,21)
  • InChiKey: OOIJMSVOEKAGEL-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • benzyl 4-[(4-pyridylamino)methyl]piperidine-1-carboxylate
  • 4-[(4-pyridylamino)methyl]-1-piperidinecarboxylic acid benzyl ester
  • phenylmethyl 4-[(pyridin-4-ylamino)methyl]piperidine-1-carboxylate
  • 4-[(4-pyridylamino)methyl]piperidine-1-carboxylic acid benzyl ester
  • phenylmethyl 4-[(4-pyridylamino)methyl]piperidine-1-carboxylate
  • 4-[(4-pyridylamino)methyl]-1-piperidinecarboxylic acid phenylmethyl ester

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens cytochrome P450, family 2, subfamily D, polypeptide 6 Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 2, subfamily C, polypeptide 9 Starlite/ChEMBL References
Homo sapiens glutamate receptor, ionotropic, N-methyl D-aspartate 2B Starlite/ChEMBL References
Homo sapiens glutamate receptor, ionotropic, N-methyl D-aspartate 2A Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis glutamate (NMDA) receptor subunit Get druggable targets OG5_129290 All targets in OG5_129290
Schistosoma japonicum ko:K05314 glutamate receptor, ionotropic, N-methyl-D-aspartate 2, invertebrate, putative Get druggable targets OG5_129290 All targets in OG5_129290
Schistosoma mansoni glutamate receptor NMDA Get druggable targets OG5_129290 All targets in OG5_129290
Echinococcus granulosus glutamate NMDA receptor subunit Get druggable targets OG5_129290 All targets in OG5_129290
Loa Loa (eye worm) cytochrome P450 family protein Get druggable targets OG5_126582 All targets in OG5_126582
Brugia malayi Cytochrome P450 family protein Get druggable targets OG5_126582 All targets in OG5_126582
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Mycobacterium tuberculosis Probable cytochrome P450 136 Cyp136 cytochrome P450, family 2, subfamily C, polypeptide 9 490 aa 441 aa 21.8 %
Brugia malayi cytochrome P450 cytochrome P450, family 2, subfamily D, polypeptide 6 497 aa 425 aa 32.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni glutamate receptor NMDA 0.0058 0.1736 0.069
Brugia malayi Glutamate receptor 2 precursor 0.0048 0.1124 1
Leishmania major PIF1 helicase-like protein, putative,DNA repair and recombination protein, mitochondrial precursor, putative 0.0113 0.5407 0.5
Echinococcus granulosus glutamate receptor 2 0.0058 0.1736 0.1263
Loa Loa (eye worm) glutamate receptor 1 0.0048 0.1124 1
Entamoeba histolytica DNA repair and recombination protein, putative 0.0113 0.5407 0.5
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0058 0.1736 0.1263
Leishmania major PIF1 helicase-like protein, putative,DNA repair and recombination protein, mitochondrial precursor, putative 0.0113 0.5407 0.5
Giardia lamblia Rrm3p helicase 0.0113 0.5407 0.5
Echinococcus multilocularis glutamate receptor 2 0.0058 0.1736 0.1263
Brugia malayi Glutamate receptor 1 precursor 0.0048 0.1124 1
Echinococcus multilocularis glutamate receptor 2 0.0048 0.1124 0.0615
Trichomonas vaginalis conserved hypothetical protein 0.0113 0.5407 0.5
Trypanosoma cruzi DNA repair and recombination helicase protein PIF7, putative 0.0113 0.5407 0.5
Echinococcus granulosus ATP dependent DNA helicase PIF1 0.0113 0.5407 0.5144
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0058 0.1736 0.1263
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.0058 0.1736 0.1263
Echinococcus multilocularis glutamate (NMDA) receptor subunit 0.0182 1 1
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0058 0.1736 0.1263
Trypanosoma brucei DNA repair and recombination helicase protein PIF7 0.0113 0.5407 0.5
Echinococcus multilocularis ATP dependent DNA helicase PIF1 0.0113 0.5407 0.5144
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.0058 0.1736 0.1263
Entamoeba histolytica hypothetical protein, conserved 0.0113 0.5407 0.5
Trypanosoma cruzi DNA repair and recombination helicase protein PIF7, putative 0.0113 0.5407 0.5
Loa Loa (eye worm) glutamate receptor 2 0.0048 0.1124 1
Schistosoma mansoni hypothetical protein 0.0113 0.5407 0.4826
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0058 0.1736 0.1263
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0058 0.1736 0.1263
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0058 0.1736 0.1263
Trypanosoma cruzi DNA repair and recombination helicase protein PIF6, putative 0.0113 0.5407 0.5
Schistosoma mansoni glutamate receptor NMDA 0.0182 1 1
Trypanosoma brucei DNA repair and recombination helicase protein PIF6 0.0113 0.5407 0.5

Activities

Activity type Activity value Assay description Source Reference
Activity (binding) = 960 nM Displacement of [35S]MK499 from hERG potassium channel expressed in HEK293 cells ChEMBL. 17249648
Activity (binding) = 960 nM Displacement of [35S]MK499 from hERG potassium channel expressed in HEK293 cells ChEMBL. 17249648
AUC (ADMET) = 1.7 mM.hr AUC in beagle dog at 0.5 mg/kg, iv ChEMBL. 17249648
AUC (ADMET) = 1.9 mM.hr AUC in Sprague-Dawley rat at 2 mg/kg, iv ChEMBL. 17249648
CL (ADMET) = 14 ml/min.kg Plama clearance in beagle dog at 0.5 mg/kg, iv ChEMBL. 17249648
CL (ADMET) = 70 ml/min.kg Plama clearance in Sprague-Dawley rat at 2 mg/kg, iv ChEMBL. 17249648
Cmax (ADMET) = 50 nM Cmax in beagle dog at 1 mg/kg, po ChEMBL. 17249648
Cmax (ADMET) = 5200 nM Cmax in Sprague-Dawley rat at 10 mg/kg, po ChEMBL. 17249648
Cp (ADMET) = 8100 nM Plasma concentration in rat at 30 mg/kg, po after 1 hr ChEMBL. 17249648
Drug uptake (ADMET) = 11000 nM Drug level in rat brain at 30 mg/kg, po after 1 hr ChEMBL. 17249648
EC50 (functional) = 1.6 nM Antagonist activity at human NR2B expressed in Ltk- cells by calcium flux assay ChEMBL. 17249648
EC50 (functional) = 1.6 nM Antagonist activity at human NR2B expressed in Ltk- cells by calcium flux assay ChEMBL. 17249648
EC50 (binding) > 10000 nM Activity at human NR2A expressed in Ltk- cells by calcium flux assay ChEMBL. 17249648
EC50 (binding) > 10000 nM Activity at human NR2A expressed in Ltk- cells by calcium flux assay ChEMBL. 17249648
ED50 (functional) = 3 mg kg-1 Reversal of carageenan-induced mechanical hyperalgesia in iv dosed rat ChEMBL. 17249648
ED50 (functional) = 10 mg kg-1 Reversal of carageenan-induced mechanical hyperalgesia in po dosed rat ChEMBL. 17249648
F (ADMET) = 11 % Oral bioavailability in beagle dog at 1 mg/kg, po ChEMBL. 17249648
F (ADMET) > 100 % Oral bioavailability in Sprague-Dawley rat at 10 mg/kg, po ChEMBL. 17249648
IC50 (ADMET) = 6.5 uM Inhibition of CYP2C9 in human liver microsomes ChEMBL. 17249648
IC50 (ADMET) = 6.5 uM Inhibition of CYP2C9 in human liver microsomes ChEMBL. 17249648
IC50 (ADMET) = 15 uM Inhibition of CYP2D6 in human liver microsomes ChEMBL. 17249648
IC50 (ADMET) = 15 uM Inhibition of CYP2D6 in human liver microsomes ChEMBL. 17249648
IC50 (ADMET) > 25 uM Inhibition of CYP3A4 in human liver microsomes ChEMBL. 17249648
IC50 (ADMET) > 25 uM Inhibition of CYP3A4 in human liver microsomes ChEMBL. 17249648
Ki (binding) = 10.6 nM Displacement of [3H](E)-N1-(2-methoxybenzyl)cinnamamidine from human NR2B expressed in Ltk- cells ChEMBL. 17249648
Ki (binding) = 10.6 nM Displacement of [3H](E)-N1-(2-methoxybenzyl)cinnamamidine from human NR2B expressed in Ltk- cells ChEMBL. 17249648
Selectivity ratio (binding) = 90 Selectivity for human NR2B over hERG ChEMBL. 17249648
t1/2 (ADMET) = 1.4 hr Half life in Sprague-Dawley rat at 2 mg/kg, iv ChEMBL. 17249648
t1/2 (ADMET) = 6.5 hr Half life in beagle dog at 0.5 mg/kg, iv ChEMBL. 17249648

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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