Detailed information for compound 79121

Basic information

Technical information
  • TDR Targets ID: 79121
  • Name: N-hydroxy-N-methyl-2-[4-(quinolin-2-ylmethoxy )phenyl]acetamide
  • MW: 322.358 | Formula: C19H18N2O3
  • H donors: 1 H acceptors: 3 LogP: 2.6 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(N(O)C)Cc1ccc(cc1)OCc1ccc2c(n1)cccc2
  • InChi: 1S/C19H18N2O3/c1-21(23)19(22)12-14-6-10-17(11-7-14)24-13-16-9-8-15-4-2-3-5-18(15)20-16/h2-11,23H,12-13H2,1H3
  • InChiKey: HIMOIVVELGFEPX-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-hydroxy-N-methyl-2-[4-(2-quinolylmethoxy)phenyl]acetamide
  • N-hydroxy-N-methyl-2-[4-(quinolin-2-ylmethoxy)phenyl]ethanamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens arachidonate 5-lipoxygenase Starlite/ChEMBL References
Rattus norvegicus Arachidonate 12-lipoxygenase Starlite/ChEMBL References
Cavia porcellus Cysteinyl leukotriene receptor 1 Starlite/ChEMBL References
Rattus norvegicus Arachidonate 5-lipoxygenase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Echinococcus multilocularis arachidonate 5 lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Echinococcus granulosus arachidonate 5 lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Schistosoma japonicum IPR001024,Lipoxygenase, LH2;IPR013819,Lipoxygenase, C-terminal,domain-containing Get druggable targets OG5_127482 All targets in OG5_127482
Schistosoma mansoni lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Schistosoma japonicum ko:K00461 arachidonate 5-lipoxygenase [EC1.13.11.34], putative Get druggable targets OG5_127482 All targets in OG5_127482
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Cysteinyl leukotriene receptor 1   340 aa 304 aa 22.0 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Cysteinyl leukotriene receptor 1   340 aa 307 aa 25.1 %
Brugia malayi GnHR receptor homolog Cysteinyl leukotriene receptor 1   340 aa 317 aa 19.2 %
Onchocerca volvulus Cysteinyl leukotriene receptor 1   340 aa 317 aa 25.2 %
Onchocerca volvulus E3 ubiquitin-protein ligase rpm-1 homolog Cysteinyl leukotriene receptor 1   340 aa 313 aa 21.4 %
Schistosoma mansoni opsin-like receptor Cysteinyl leukotriene receptor 1   340 aa 324 aa 23.8 %
Echinococcus granulosus arachidonate 5 lipoxygenase Arachidonate 12-lipoxygenase   663 aa 581 aa 24.3 %
Echinococcus granulosus neuropeptide receptor Cysteinyl leukotriene receptor 1   340 aa 299 aa 24.1 %
Schistosoma mansoni peptide (allatostatin)-like receptor Cysteinyl leukotriene receptor 1   340 aa 309 aa 26.5 %
Onchocerca volvulus Cysteinyl leukotriene receptor 1   340 aa 298 aa 21.5 %
Echinococcus multilocularis allatostatin A receptor Cysteinyl leukotriene receptor 1   340 aa 318 aa 23.6 %
Onchocerca volvulus Cysteinyl leukotriene receptor 1   340 aa 317 aa 19.9 %
Schistosoma mansoni neuropeptide F-like receptor Cysteinyl leukotriene receptor 1   340 aa 279 aa 21.1 %
Echinococcus granulosus tachykinin peptides receptor 99D Cysteinyl leukotriene receptor 1   340 aa 309 aa 22.3 %
Onchocerca volvulus Cysteinyl leukotriene receptor 1   340 aa 311 aa 19.3 %
Schistosoma mansoni neuropeptide receptor Cysteinyl leukotriene receptor 1   340 aa 302 aa 23.8 %
Onchocerca volvulus Programmed cell death protein 5 homolog Cysteinyl leukotriene receptor 1   340 aa 286 aa 23.8 %
Onchocerca volvulus Cysteinyl leukotriene receptor 1   340 aa 280 aa 26.8 %
Loa Loa (eye worm) neuropeptide F receptor Cysteinyl leukotriene receptor 1   340 aa 309 aa 23.0 %
Echinococcus multilocularis arachidonate 5 lipoxygenase Arachidonate 12-lipoxygenase   663 aa 581 aa 24.3 %
Onchocerca volvulus Cysteinyl leukotriene receptor 1   340 aa 303 aa 21.1 %
Echinococcus multilocularis neuropeptide receptor Cysteinyl leukotriene receptor 1   340 aa 300 aa 24.7 %
Echinococcus granulosus allatostatin A receptor Cysteinyl leukotriene receptor 1   340 aa 330 aa 23.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi Nuclear hormone receptor-like 1 0.0522 0.5227 1
Brugia malayi ecdysteroid receptor 0.0522 0.5227 1
Schistosoma mansoni thyroid hormone receptor 0.0522 0.5227 0.5227
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0522 0.5227 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0522 0.5227 1
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0522 0.5227 0.5227
Loa Loa (eye worm) hypothetical protein 0.0522 0.5227 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0522 0.5227 1
Trypanosoma cruzi glutamine synthetase, putative 0.0747 1 0.5
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0522 0.5227 0.5227
Loa Loa (eye worm) hypothetical protein 0.0522 0.5227 1
Schistosoma mansoni RAR-like nuclear receptor 0.0522 0.5227 0.5227
Onchocerca volvulus Bile acid receptor homolog 0.0522 0.5227 1
Mycobacterium ulcerans glutamine synthetase 0.048 0.4343 0.5
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0522 0.5227 0.5227
Schistosoma mansoni thyroid hormone receptor 0.0522 0.5227 0.5227
Onchocerca volvulus Protein ultraspiracle homolog 0.0522 0.5227 1
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0522 0.5227 0.5227
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0352 0.161 0.161
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0522 0.5227 1
Echinococcus granulosus ecdysone induced protein 78C 0.0522 0.5227 0.5227
Brugia malayi photoreceptor-specific nuclear receptor 0.0522 0.5227 1
Echinococcus multilocularis ecdysone induced protein 78C 0.0522 0.5227 0.5227
Trypanosoma cruzi glutamine synthetase, putative 0.0747 1 0.5
Plasmodium falciparum glutamine synthetase, putative 0.048 0.4343 0.5
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0522 0.5227 0.5227
Loa Loa (eye worm) hypothetical protein 0.0522 0.5227 1
Brugia malayi steroid hormone receptor 0.0522 0.5227 1
Plasmodium vivax glutamine synthetase, putative 0.048 0.4343 0.5
Brugia malayi Steroid receptor seven-up type 2 0.0522 0.5227 1
Schistosoma mansoni lipoxygenase 0.0352 0.161 0.161
Schistosoma mansoni nuclear hormone receptor 0.0522 0.5227 0.5227
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0522 0.5227 0.5227
Echinococcus multilocularis FTZ F1 alpha 0.0522 0.5227 0.5227
Loa Loa (eye worm) hypothetical protein 0.0522 0.5227 1
Mycobacterium leprae PROBABLE GLUTAMINE SYNTHETASE GLNA2 (GLUTAMINE SYNTHASE) (GS-II) 0.048 0.4343 0.5
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0522 0.5227 0.5227
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0522 0.5227 0.5227
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0522 0.5227 0.5227
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0522 0.5227 1
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0522 0.5227 0.5227
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0352 0.161 0.161
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0522 0.5227 1
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0522 0.5227 0.5227
Trypanosoma brucei glutamine synthetase, putative 0.0747 1 0.5
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0522 0.5227 1
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0522 0.5227 1
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0522 0.5227 1
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0522 0.5227 1
Echinococcus multilocularis glutamine synthetase 0.0747 1 1
Echinococcus granulosus FTZ F1 alpha 0.0522 0.5227 0.5227
Loa Loa (eye worm) hypothetical protein 0.0522 0.5227 1
Schistosoma mansoni steroid hormone receptor ad4bp 0.0522 0.5227 0.5227
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0522 0.5227 1
Loa Loa (eye worm) hypothetical protein 0.0522 0.5227 1
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0522 0.5227 0.5227
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0522 0.5227 1
Brugia malayi nuclear receptor NHR-88 0.0522 0.5227 1
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0522 0.5227 0.5227
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0522 0.5227 0.5227
Schistosoma mansoni coup transcription factor 0.0522 0.5227 0.5227
Loa Loa (eye worm) hypothetical protein 0.0522 0.5227 1
Schistosoma mansoni glutamine synthetase 1 2 (glutamate-amonia ligase) (gs) 0.0747 1 1
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0522 0.5227 0.5227
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0522 0.5227 1
Schistosoma mansoni retinoic acid receptor RXR 0.0522 0.5227 0.5227
Brugia malayi nuclear hormone receptor 0.0522 0.5227 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0522 0.5227 1
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0522 0.5227 0.5227
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0522 0.5227 0.5227
Mycobacterium ulcerans glutamine synthetase GlnA1 0.048 0.4343 0.5
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0522 0.5227 1
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0522 0.5227 1
Onchocerca volvulus 0.0522 0.5227 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0522 0.5227 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0522 0.5227 1
Loa Loa (eye worm) Gln-2 protein 0.048 0.4343 0.8308
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0522 0.5227 1
Mycobacterium tuberculosis Probable glutamine synthetase GlnA2 (glutamine synthase) (GS-II) 0.048 0.4343 0.5
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0522 0.5227 1
Toxoplasma gondii glutamine synthetase, type I, putative 0.048 0.4343 0.5
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0522 0.5227 1
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0522 0.5227 0.5227
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0522 0.5227 0.5227
Leishmania major glutamine synthetase, putative 0.0747 1 0.5
Loa Loa (eye worm) steroid hormone receptor 0.0522 0.5227 1
Loa Loa (eye worm) hypothetical protein 0.0522 0.5227 1
Echinococcus multilocularis thyroid hormone receptor alpha 0.0522 0.5227 0.5227

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.35 uM In vitro inhibition of rat polymorphonuclear leukocyte 5-lipoxygenase ChEMBL. 2502629
IC50 (binding) = 0.35 uM In vitro inhibition of rat polymorphonuclear leukocyte 5-lipoxygenase ChEMBL. 2502629
IC50 (functional) = 0.91 uM Inhibitory activity of the compound against Leukotriene C4 induced contractions ChEMBL. 2502629
IC50 (binding) = 1 uM Invitro inhibition of polymorphonuclear leukocyte derived human 5-lipoxygenase ChEMBL. 2502629
IC50 (binding) = 1 uM Invitro inhibition of polymorphonuclear leukocyte derived human 5-lipoxygenase ChEMBL. 2502629
IC50 (functional) = 1.2 uM Inhibitory activity of the compound against Leukotriene C4 induced contractions ChEMBL. 2502629
IC50 (binding) = 2 uM Invitro inhibition of rat platelet 12-lipoxygenase ChEMBL. 2502629
IC50 (binding) = 2 uM Invitro inhibition of rat platelet 12-lipoxygenase ChEMBL. 2502629
IC50 (functional) = 30 uM Inhibitory activity of the compound against Leukotriene C4 induced contractions ChEMBL. 2502629
Inhibition (binding) < 10 % Invitro inhibitory activity against rat polymorphonuclear leukocyte Prostaglandin G/H synthase ChEMBL. 2502629
Inhibition (binding) < 10 % Invitro inhibitory activity against rat polymorphonuclear leukocyte Prostaglandin G/H synthase ChEMBL. 2502629
Inhibition (functional) = 48 % Invivo inhibitory activity against mouse ear inflammation when administered a compound dose (1 mg/ear) ChEMBL. 2502629
Inhibition (functional) = 48 % Invivo inhibitory activity against mouse ear inflammation when administered a compound dose (1 mg/ear) ChEMBL. 2502629
Inhibition (functional) = 94 % Invivo inhibitory activity against guinea pig systemic anaphylaxis when administered a compound dose (60 mg/kg) perorally ChEMBL. 2502629
Ki (binding) = 0.8 uM Invitro inhibitory activity against polymorphonuclear leukocyte 5-lipoxygenase ChEMBL. 2502629
Ki (binding) = 0.8 uM Invitro inhibitory activity against polymorphonuclear leukocyte 5-lipoxygenase ChEMBL. 2502629
Ki (binding) = 1 uM Activity of the compound to bind against [3H]-LTD4 radioligand in guinea pig ChEMBL. 2502629
Ki (binding) = 1 uM Activity of the compound to bind against [3H]-LTD4 radioligand in guinea pig ChEMBL. 2502629

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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