Detailed information for compound 188872

Basic information

Technical information
  • TDR Targets ID: 188872
  • Name: 1-[2-(4-benzylphenoxy)ethyl]piperidine-4-carb oxamide
  • MW: 338.443 | Formula: C21H26N2O2
  • H donors: 1 H acceptors: 1 LogP: 3.22 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: NC(=O)C1CCN(CC1)CCOc1ccc(cc1)Cc1ccccc1
  • InChi: 1S/C21H26N2O2/c22-21(24)19-10-12-23(13-11-19)14-15-25-20-8-6-18(7-9-20)16-17-4-2-1-3-5-17/h1-9,19H,10-16H2,(H2,22,24)
  • InChiKey: OTLDISKCVLOYGZ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-[2-(4-benzylphenoxy)ethyl]-4-piperidinecarboxamide
  • 1-[2-[4-(phenylmethyl)phenoxy]ethyl]piperidine-4-carboxamide
  • 1-[2-(4-benzylphenoxy)ethyl]isonipecotamide
  • 1-[2-[4-(phenylmethyl)phenoxy]ethyl]-4-piperidinecarboxamide
  • 1-[2-[4-(benzyl)phenoxy]ethyl]isonipecotamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens leukotriene A4 hydrolase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Candida albicans leukotriene A4 hydrolase/leucyl aminopeptidase Get druggable targets OG5_129538 All targets in OG5_129538
Candida albicans leukotriene A4 hydrolase/leucyl aminopeptidase Get druggable targets OG5_129538 All targets in OG5_129538
Loa Loa (eye worm) leukotriene A4 hydrolase Get druggable targets OG5_129538 All targets in OG5_129538
Echinococcus granulosus leukotriene A 4 hydrolase Get druggable targets OG5_129538 All targets in OG5_129538
Echinococcus multilocularis leukotriene A 4 hydrolase Get druggable targets OG5_129538 All targets in OG5_129538
Schistosoma mansoni leukotriene A4 hydrolase (M01 family) Get druggable targets OG5_129538 All targets in OG5_129538
Schistosoma japonicum ko:K01254 leukotriene-A4 hydrolase [EC3.3.2.6], putative Get druggable targets OG5_129538 All targets in OG5_129538
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Leishmania major aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1 leukotriene A4 hydrolase 611 aa 508 aa 22.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus mitochondrial ATP synthase subunit 9 0.028 0.0525 1
Trypanosoma cruzi V-type ATPase, A subunit, putative 0.0062 0.0057 0.105
Trypanosoma brucei V-type ATPase, A subunit, putative 0.0062 0.0057 0.105
Entamoeba histolytica V-type ATPase, B subunit, putative 0.0062 0.0057 1
Trypanosoma brucei Mitochondrial ATP synthase subunit c-2 0.028 0.0525 1
Mycobacterium leprae PROBABLE ATP SYNTHASE BETA CHAIN ATPD 0.0245 0.045 0.0201
Trypanosoma cruzi ATPase subunit 9, putative 0.028 0.0525 1
Echinococcus multilocularis leukotriene A 4 hydrolase 0.0279 0.0524 0.9973
Echinococcus multilocularis vacuolar H+ ATPase v1 sector subunit A 0.0062 0.0057 0.105
Brugia malayi vacuolar ATP synthase catalytic subunit A, osteoclast isoform 0.0062 0.0057 0.105
Mycobacterium ulcerans F0F1 ATP synthase subunit B 0.4643 0.9921 1
Schistosoma mansoni voltage-gated potassium channel 0.0044 0.0017 0.0237
Plasmodium falciparum V-type proton ATPase catalytic subunit A 0.0062 0.0057 0.105
Onchocerca volvulus ATP synthase subunit alpha, mitochondrial homolog 0.0229 0.0417 1
Trypanosoma cruzi V-type ATPase, A subunit, putative 0.0062 0.0057 0.105
Loa Loa (eye worm) vacuolar H ATPase family member 0.0062 0.0057 0.1053
Trichomonas vaginalis ATP synthase alpha subunit mitochondrial, putative 0.0062 0.0057 1
Leishmania major ATPase subunit 9, putative 0.028 0.0525 1
Leishmania major vacuolar ATP synthase subunit b, putative 0.0062 0.0057 0.105
Toxoplasma gondii ATP synthase beta subunit ATP-B 0.0106 0.0152 0.2862
Trypanosoma cruzi ATPase subunit 9, putative 0.028 0.0525 1
Mycobacterium ulcerans F0F1 ATP synthase subunit epsilon 0.0194 0.0341 0.0193
Trypanosoma cruzi ATP synthase F1 subunit gamma protein, putative 0.0154 0.0256 0.4851
Leishmania major ATPase alpha subunit 0.0194 0.034 0.6464
Onchocerca volvulus ATP synthase subunit delta, mitochondrial homolog 0.0194 0.0341 0.5284
Mycobacterium tuberculosis Probable ATP synthase epsilon chain AtpC 0.0194 0.0341 0.0087
Giardia lamblia Vacuolar ATP synthase catalytic subunit A 0.0062 0.0057 0.5
Plasmodium vivax vacuolar ATP synthase subunit b, putative 0.0062 0.0057 0.105
Trichomonas vaginalis ATP synthase, putative 0.0062 0.0057 1
Trypanosoma brucei Vacuolar proton pump subunit B, putative 0.0062 0.0057 0.105
Loa Loa (eye worm) vacuolar ATP synthase subunit B 0.0062 0.0057 0.1053
Plasmodium falciparum ATP synthase subunit C, putative 0.028 0.0525 1
Plasmodium vivax vacuolar ATP synthase catalytic subunit A, putative 0.0062 0.0057 0.105
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0037 0.0004 0.0658
Echinococcus granulosus vacuolar ATP synthase subunit b 0.0062 0.0057 0.105
Schistosoma mansoni ATP synthase alpha subunit vacuolar 0.0062 0.0057 0.0869
Schistosoma mansoni ATP synthase subunit beta vacuolar 0.0062 0.0057 0.0869
Plasmodium falciparum ATP synthase subunit delta, mitochondrial, putative 0.0194 0.0341 0.6476
Trypanosoma cruzi ATP synthase, epsilon chain, putative 0.0194 0.0341 0.6476
Schistosoma mansoni ATP synthase gamma subunit 0.0154 0.0256 0.4016
Trypanosoma brucei ATP synthase F1 subunit gamma protein, putative 0.0154 0.0256 0.4851
Echinococcus granulosus ATP synthase gamma subunit 0.0154 0.0256 0.4851
Mycobacterium leprae PROBABLE ATP SYNTHASE C CHAIN ATPE (LIPID-BINDING PROTEIN) (DICYCLOHEXYLCARBODIIMIDE-BINDING PROTEIN) 0.028 0.0525 0.0279
Mycobacterium leprae PROBABLE ATP SYNTHASE DELTA CHAIN ATPH 0.0978 0.203 0.1835
Echinococcus granulosus leukotriene A 4 hydrolase 0.0279 0.0524 0.9973
Mycobacterium leprae PROBABLE ATP SYNTHASE ALPHA CHAIN ATPA 0.0229 0.0417 0.0166
Trypanosoma brucei Mitochondrial ATP synthase subunit c-3 0.028 0.0525 1
Schistosoma mansoni ATP synthase lipid-binding protein-like protein 0.028 0.0525 0.8278
Toxoplasma gondii vacuolar ATP synthase subunit A, putative 0.0062 0.0057 0.105
Trypanosoma cruzi Vacuolar proton pump subunit B, putative 0.0062 0.0057 0.105
Trypanosoma brucei mitochondrial ATP synthase delta chain 0.0194 0.0341 0.6476
Leishmania major ATP synthase, epsilon chain, putative 0.0194 0.0341 0.6476
Mycobacterium leprae PROBABLE ATP SYNTHASE B CHAIN ATPF 0.4643 0.9921 1
Trypanosoma cruzi V-type proton ATPase subunit B, putative 0.0062 0.0057 0.105
Plasmodium falciparum ATP synthase subunit beta, mitochondrial 0.0106 0.0152 0.2862
Leishmania major ATPase beta subunit, putative 0.0106 0.0152 0.2862
Toxoplasma gondii ATP synthase, putative 0.0194 0.0341 0.6476
Trypanosoma cruzi ATPase subunit 9, putative 0.028 0.0525 1
Trypanosoma brucei hypothetical protein 0.0244 0.0449 0.854
Wolbachia endosymbiont of Brugia malayi ATP synthase F0F1 subunit B 0.0941 0.1951 1
Plasmodium vivax ATP synthase subunit gamma, mitochondrial, putative 0.0154 0.0256 0.4851
Leishmania major ATP synthase F1 subunit gamma protein, putative 0.0154 0.0256 0.4851
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.004 0.0009 0.0135
Plasmodium vivax ATP synthase alpha chain, putative 0.0229 0.0417 0.7927
Echinococcus multilocularis ATP synthase subunit delta, mitochondrial 0.0194 0.0341 0.6476
Mycobacterium ulcerans F0F1 ATP synthase subunit C 0.028 0.0525 0.0382
Trypanosoma brucei ATP synthase subunit beta, mitochondrial 0.0106 0.0152 0.2862
Loa Loa (eye worm) hypothetical protein 0.0154 0.0256 0.4864
Trypanosoma brucei Mitochondrial ATP synthase subunit c-1 0.028 0.0525 1
Schistosoma mansoni ATP synthase F0 subunit 6 0.033 0.0634 1
Wolbachia endosymbiont of Brugia malayi ATP synthase F0F1 subunit C 0.028 0.0525 0.2684
Schistosoma mansoni ATP synthase lipid-binding protein-like protein 0.028 0.0525 0.8278
Echinococcus multilocularis mitochondrial ATP synthase subunit 9 0.028 0.0525 1
Treponema pallidum flagellum-specific ATP synthase (fliI) 0.0106 0.0152 1
Trypanosoma cruzi ATP synthase subunit beta, mitochondrial, putative 0.0106 0.0152 0.2862
Leishmania major vacuolar ATP synthase catalytic subunit A, putative 0.0062 0.0057 0.105
Leishmania major ATPase alpha subunit 0.0194 0.034 0.6464
Toxoplasma gondii ATP synthase F1 gamma subunit 0.0154 0.0256 0.4851
Plasmodium falciparum V-type proton ATPase subunit B 0.0062 0.0057 0.105
Schistosoma mansoni voltage-gated potassium channel 0.0044 0.0017 0.0237
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0037 0.0004 0.0658
Schistosoma mansoni ATP synthase gamma subunit 0.0154 0.0256 0.4016
Plasmodium vivax ATP synthase subunit beta, mitochondrial, putative 0.0106 0.0152 0.2862
Echinococcus granulosus vacuolar H ATPase v1 sector subunit A 0.0062 0.0057 0.105
Schistosoma mansoni ATP synthase beta subunit 0.0106 0.0152 0.2369
Loa Loa (eye worm) ATP synthase subunit delta 0.0194 0.0341 0.6493
Schistosoma mansoni ATP synthase delta chain mitochondrial 0.0194 0.0341 0.5361
Wolbachia endosymbiont of Brugia malayi ATP synthase F0F1 subunit gamma 0.0154 0.0256 0.1302
Echinococcus multilocularis ATP synthase subunit beta, mitochondrial 0.0106 0.0152 0.2862
Wolbachia endosymbiont of Brugia malayi ATP synthase F0F1 subunit beta 0.0106 0.0152 0.0768
Schistosoma mansoni leukotriene A4 hydrolase (M01 family) 0.0279 0.0524 0.8256
Mycobacterium tuberculosis Probable ATP synthase beta chain AtpD 0.0245 0.045 0.0199
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.004 0.0009 0.0135
Toxoplasma gondii vacuolar ATP synthase subunit b, putative 0.0062 0.0057 0.105
Echinococcus multilocularis ATP synthase gamma subunit 0.0154 0.0256 0.4851
Mycobacterium tuberculosis Probable ATP synthase a chain AtpB (protein 6) 0.0547 0.1102 0.0868
Mycobacterium tuberculosis Probable ATP synthase alpha chain AtpA 0.0229 0.0417 0.0165
Mycobacterium ulcerans F0F1 ATP synthase subunit delta 0.0978 0.203 0.1922
Schistosoma mansoni ATP synthase gamma subunit 0.0154 0.0256 0.4016
Chlamydia trachomatis type III secretion system ATPase 0.0106 0.0152 1
Echinococcus granulosus ATP synthase subunit alpha mitochondrial 0.0229 0.0417 0.7927
Echinococcus granulosus 5'partial|ATP synthase subunit delta mitochondrial 0.0194 0.0341 0.6476
Echinococcus granulosus ATP synthase subunit beta mitochondrial 0.0106 0.0152 0.2862
Plasmodium falciparum ATP synthase subunit gamma, mitochondrial 0.0154 0.0256 0.4851
Schistosoma mansoni ATP synthase gamma subunit 0.0154 0.0256 0.4016
Trypanosoma brucei ATP synthase F1, alpha subunit 0.0194 0.034 0.6464
Echinococcus multilocularis ATP synthase subunit alpha, mitochondrial 0.0229 0.0417 0.7927
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.004 0.0009 0.0135
Mycobacterium ulcerans F0F1 ATP synthase subunit alpha 0.0229 0.0417 0.0271
Leishmania major ATPase beta subunit, putative 0.0106 0.0152 0.2862
Mycobacterium leprae PROBABLE ATP SYNTHASE A CHAIN ATPB (PROTEIN 6) 0.0547 0.1102 0.0875
Brugia malayi vacuolar ATP synthase subunit B 0.0062 0.0057 0.105
Mycobacterium tuberculosis Probable ATP synthase C chain AtpE (lipid-binding protein) (dicyclohexylcarbodiimide-binding protein) 0.028 0.0525 0.0276
Echinococcus multilocularis vacuolar ATP synthase subunit b 0.0062 0.0057 0.105
Plasmodium falciparum ATP synthase F1, alpha subunit 0.0229 0.0417 0.7927
Brugia malayi ATP synthase alpha chain, mitochondrial precursor, putative 0.0229 0.0417 0.7927
Brugia malayi ATP synthase lipid-binding protein, mitochondrial precursor 0.028 0.0525 1
Plasmodium vivax ATP synthase lipid-binding protein, mitochondrial precursor, putative 0.028 0.0525 1
Mycobacterium ulcerans F0F1 ATP synthase subunit gamma 0.0154 0.0256 0.0106
Wolbachia endosymbiont of Brugia malayi ATP synthase F0F1 subunit A 0.0547 0.1102 0.5642
Loa Loa (eye worm) leukotriene A4 hydrolase 0.0279 0.0524 1
Brugia malayi ATP synthase delta chain, mitochondrial precursor, putative 0.0194 0.0341 0.6476
Wolbachia endosymbiont of Brugia malayi ATP synthase F0F1 subunit epsilon 0.0194 0.0341 0.1739
Leishmania major ATPase subunit 9, putative 0.028 0.0525 1
Giardia lamblia Vacuolar ATP synthase subunit B 0.0062 0.0057 0.5
Toxoplasma gondii ATP synthase F0 subunit 9, putative 0.028 0.0525 1
Brugia malayi ATP synthase gamma chain, mitochondrial precursor, putative 0.0154 0.0256 0.4851
Trichomonas vaginalis ATP synthase beta subunit, putative 0.0062 0.0057 1
Loa Loa (eye worm) ATP synthase subunit beta 0.0071 0.0076 0.1403
Trypanosoma cruzi ATP synthase F1 subunit gamma protein, putative 0.0154 0.0256 0.4851
Schistosoma mansoni ATP synthase alpha subunit mitochondrial 0.0229 0.0417 0.6562
Mycobacterium tuberculosis Probable ATP synthase B chain AtpF 0.4643 0.9921 0.9919
Mycobacterium leprae PROBABLE ATP SYNTHASE EPSILON CHAIN ATPC 0.0194 0.0341 0.0088
Trypanosoma cruzi ATPase subunit 9, putative 0.028 0.0525 1
Mycobacterium ulcerans F0F1 ATP synthase subunit A 0.0547 0.1102 0.0972
Plasmodium vivax hypothetical protein, conserved 0.0194 0.0341 0.6476
Brugia malayi hypothetical protein 0.0128 0.02 0.377
Schistosoma mansoni ATP synthase gamma subunit 0.0154 0.0256 0.4016
Trypanosoma cruzi ATPase subunit 9, putative 0.028 0.0525 1
Leishmania major ATPase subunit 9, putative 0.028 0.0525 1
Brugia malayi ATP synthase beta chain, mitochondrial precursor, putative 0.0106 0.0152 0.2862
Entamoeba histolytica V-type ATPase, A subunit, putative 0.0062 0.0057 1
Wolbachia endosymbiont of Brugia malayi ATP synthase F0F1 subunit alpha 0.0229 0.0417 0.2128
Trypanosoma brucei ATP synthase F1, alpha subunit 0.0194 0.034 0.6464
Echinococcus granulosus potassium voltage gated channel subfamily H 0.004 0.0009 0.0135

Activities

Activity type Activity value Assay description Source Reference
ED90 (functional) = 3 mg kg-1 Oral potency of the compound for Ex vivo inhibition of LTB4 production in mouse whole blood ChEMBL. 12419366
ED90 (functional) = 3 mg kg-1 Oral potency of the compound for Ex vivo inhibition of LTB4 production in mouse whole blood ChEMBL. 12419366
IC50 (binding) = 0.13 uM Inhibition of leukotriene A4 hydrolase in human recombinant assay ChEMBL. 12419366
IC50 (binding) = 0.13 uM Inhibition of leukotriene A4 hydrolase in human recombinant assay ChEMBL. 12419366
IC50 (functional) = 0.64 uM Inhibition of leukotriene B4 production in human whole blood ChEMBL. 12419366
IC50 (functional) = 0.64 uM Inhibition of leukotriene B4 production in human whole blood ChEMBL. 12419366
Inhibition (functional) = 95 % Ex vivo inhibition of LTB4 production in mouse whole blood at 10 mg/kg ChEMBL. 12419366
Inhibition (functional) = 95 % Ex vivo inhibition of LTB4 production in mouse whole blood at 10 mg/kg ChEMBL. 12419366

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 12419366

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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