Detailed information for compound 225772

Basic information

Technical information
  • TDR Targets ID: 225772
  • Name: (Z)-3-[benzyl(hydroxy)amino]-1-naphthalen-2-y lprop-2-en-1-one
  • MW: 303.354 | Formula: C20H17NO2
  • H donors: 1 H acceptors: 2 LogP: 4.22 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: ON(Cc1ccccc1)/C=C\C(=O)c1ccc2c(c1)cccc2
  • InChi: 1S/C20H17NO2/c22-20(12-13-21(23)15-16-6-2-1-3-7-16)19-11-10-17-8-4-5-9-18(17)14-19/h1-14,23H,15H2/b13-12-
  • InChiKey: MLKPALQSEKCJKU-SEYXRHQNSA-N  

Network

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Synonyms

  • (Z)-3-[benzyl(hydroxy)amino]-1-(2-naphthyl)prop-2-en-1-one
  • (Z)-3-[benzyl(hydroxy)amino]-1-(2-naphthalenyl)-2-propen-1-one
  • (Z)-3-[hydroxy(phenylmethyl)amino]-1-naphthalen-2-yl-prop-2-en-1-one
  • (Z)-3-(hydroxy-(phenylmethyl)amino)-1-naphthalen-2-ylprop-2-en-1-one
  • (Z)-3-(hydroxy-(phenylmethyl)amino)-1-(2-naphthyl)prop-2-en-1-one
  • (Z)-3-(benzyl-hydroxy-amino)-1-(2-naphthyl)prop-2-en-1-one
  • (Z)-3-(hydroxy-(phenylmethyl)amino)-1-naphthalen-2-yl-prop-2-en-1-one

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
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 granulosus arachidonate 5 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
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
Schistosoma japonicum IPR001024,Lipoxygenase, LH2;IPR013819,Lipoxygenase, C-terminal,domain-containing Get druggable targets OG5_127482 All targets in OG5_127482

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
Chlamydia trachomatis dihydrofolate reductase 0.1804 1 0.5
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0437 0.1977 0.1434
Onchocerca volvulus 0.0437 0.1977 0.5
Loa Loa (eye worm) dihydrofolate reductase 0.1804 1 1
Echinococcus multilocularis dihydrofolate reductase 0.1804 1 1
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.1804 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0208 0.0634 0.5
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.1276 0.6899 0.5
Leishmania major dihydrofolate reductase-thymidylate synthase 0.1276 0.6899 0.5
Echinococcus multilocularis thymidylate synthase 0.0437 0.1977 0.177
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.1804 1 1
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.1276 0.6899 0.5
Echinococcus granulosus dihydrofolate reductase 0.1804 1 1
Schistosoma mansoni dihydrofolate reductase 0.1804 1 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.1276 0.6899 0.5
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.1276 0.6899 1
Echinococcus granulosus thymidylate synthase 0.0437 0.1977 0.177
Schistosoma mansoni lipoxygenase 0.0142 0.0251 0.0251
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.1804 1 1
Brugia malayi Dihydrofolate reductase 0.1804 1 1
Brugia malayi thymidylate synthase 0.0437 0.1977 0.1434
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0437 0.1977 0.1977
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.1276 0.6899 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1.6 uM inhibitory activity against 5-lipoxygenase in rat basophilic leukemia cell line. ChEMBL. 1433212
IC50 (binding) = 1.6 uM inhibitory activity against 5-lipoxygenase in rat basophilic leukemia cell line. ChEMBL. 1433212
IC50 (functional) = 5.4 uM Inhibition of IL-1 beta biosynthesis in human monocytes ChEMBL. 1433212

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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