Detailed information for compound 227240

Basic information

Technical information
  • TDR Targets ID: 227240
  • Name: (Z)-3-[hydroxy(methyl)amino]-1-(4-phenylmetho xyphenyl)prop-2-en-1-one
  • MW: 283.322 | Formula: C17H17NO3
  • H donors: 1 H acceptors: 2 LogP: 2.94 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN(/C=C\C(=O)c1ccc(cc1)OCc1ccccc1)O
  • InChi: 1S/C17H17NO3/c1-18(20)12-11-17(19)15-7-9-16(10-8-15)21-13-14-5-3-2-4-6-14/h2-12,20H,13H2,1H3/b12-11-
  • InChiKey: NPTNJRZYXKLPAA-QXMHVHEDSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (Z)-1-(4-benzyloxyphenyl)-3-[hydroxy(methyl)amino]prop-2-en-1-one
  • (Z)-1-(4-benzyloxyphenyl)-3-[hydroxy(methyl)amino]-2-propen-1-one
  • (Z)-1-(4-benzoxyphenyl)-3-[hydroxy(methyl)amino]prop-2-en-1-one
  • (Z)-3-(hydroxy-methylamino)-1-[4-(phenylmethoxy)phenyl]prop-2-en-1-one
  • (Z)-3-(hydroxy-methyl-amino)-1-[4-(phenylmethoxy)phenyl]prop-2-en-1-one
  • (Z)-1-[4-(benzyloxy)phenyl]-3-(hydroxy-methyl-amino)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
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
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
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
Schistosoma mansoni cercarial elastase (S01 family) 0.0487 0.0018 0.0021
Echinococcus granulosus Mastin 0.0487 0.0018 0.0028
Echinococcus multilocularis enteropeptidase 0.0487 0.0018 0.003
Schistosoma mansoni hypothetical protein 0.0487 0.0018 0.0021
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0487 0.0018 0.0021
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.1461 0.8216 1
Brugia malayi nuclear hormone receptor 0.0959 0.3996 0.4863
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.1188 0.5922 1
Loa Loa (eye worm) hypothetical protein 0.0487 0.0018 0.0021
Onchocerca volvulus 0.1461 0.8216 1
Brugia malayi Trypsin-like protease protein 5 0.0487 0.0018 0.0021
Trypanosoma cruzi hypothetical protein, conserved 0.0878 0.3316 0.2829
Loa Loa (eye worm) hypothetical protein 0.0487 0.0018 0.0021
Loa Loa (eye worm) hypothetical protein 0.0878 0.3316 0.4036
Loa Loa (eye worm) nuclear receptor nhr-7B 0.0959 0.3996 0.4863
Echinococcus granulosus transmembrane protease serine 3 0.0487 0.0018 0.0028
Schistosoma mansoni hypothetical protein 0.0878 0.3316 0.4036
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.1672 1 1
Echinococcus multilocularis transmembrane protease serine 3 0.0487 0.0018 0.003
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.1188 0.5922 1
Schistosoma mansoni cercarial elastase (S01 family) 0.0487 0.0018 0.0021
Brugia malayi Trypsin family protein 0.0487 0.0018 0.0021
Echinococcus multilocularis tissue type plasminogen activator 0.0878 0.3316 0.56
Mycobacterium ulcerans hypothetical protein 0.0487 0.0018 0.003
Schistosoma mansoni retinoic acid receptor RXR 0.1236 0.633 0.7704
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.1672 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0899 0.3487 0.4245
Schistosoma mansoni cercarial elastase (S01 family) 0.0487 0.0018 0.0021
Brugia malayi Protein kinase domain containing protein 0.0878 0.3316 0.4036
Trichomonas vaginalis conserved hypothetical protein 0.0565 0.068 0.5
Echinococcus multilocularis subfamily S1A unassigned peptidase (S01 family) 0.0487 0.0018 0.003
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.1672 1 1
Schistosoma mansoni cercarial elastase (S01 family) 0.0487 0.0018 0.0021
Echinococcus granulosus glycoprotein Antigen 5 0.0487 0.0018 0.0028
Loa Loa (eye worm) TK/ROR protein kinase 0.0878 0.3316 0.4036
Brugia malayi Kringle domain containing protein 0.0878 0.3316 0.4036
Echinococcus granulosus retinoic acid receptor rxr beta a 0.1236 0.633 1
Echinococcus granulosus tissue type plasminogen activator 0.0878 0.3316 0.5239
Echinococcus multilocularis Peptidase S1 S6, chymotrypsin Hap 0.0487 0.0018 0.003
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0487 0.0018 0.0021
Mycobacterium ulcerans thymidylate synthase 0.1188 0.5922 1
Schistosoma mansoni cercarial elastase (S01 family) 0.0487 0.0018 0.0021
Schistosoma mansoni cercarial elastase (S01 family) 0.0487 0.0018 0.0021
Echinococcus multilocularis Mastin 0.0487 0.0018 0.003
Brugia malayi Trypsin family protein 0.0487 0.0018 0.0021
Schistosoma mansoni cercarial elastase (S01 family) 0.0487 0.0018 0.0021
Loa Loa (eye worm) hypothetical protein 0.0487 0.0018 0.0021
Echinococcus granulosus Peptidase S1 S6 chymotrypsin Hap 0.0487 0.0018 0.0028
Brugia malayi Chymotrypsin-like protease CTRL-1 precursor 0.0487 0.0018 0.0021
Loa Loa (eye worm) hypothetical protein 0.1461 0.8216 1
Schistosoma mansoni cercarial elastase (S01 family) 0.0487 0.0018 0.0021
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.1672 1 1
Onchocerca volvulus 0.1188 0.5922 0.7202
Mycobacterium tuberculosis Hypothetical protein 0.0565 0.068 0.1148
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0487 0.0018 0.0021
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.0487 0.0018 0.0021
Brugia malayi Trypsin family protein 0.0487 0.0018 0.0021
Echinococcus granulosus subfamily S1A unassigned peptidase S01 family 0.0487 0.0018 0.0028
Brugia malayi hypothetical protein 0.0565 0.068 0.0827
Schistosoma mansoni hypothetical protein 0.0487 0.0018 0.0021
Loa Loa (eye worm) hypothetical protein 0.1461 0.8216 1
Brugia malayi hypothetical protein 0.0487 0.0018 0.0021
Echinococcus granulosus thymidylate synthase 0.1188 0.5922 0.9356
Loa Loa (eye worm) thymidylate synthase 0.1188 0.5922 0.7208
Chlamydia trachomatis dihydrofolate reductase 0.0484 0 0.5
Echinococcus multilocularis glycoprotein Antigen 5 0.0487 0.0018 0.003
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.1027 0.4565 0.5546
Schistosoma mansoni cercarial elastase (S01 family) 0.0487 0.0018 0.0021
Onchocerca volvulus 0.0878 0.3316 0.4024
Echinococcus multilocularis thymidylate synthase 0.1188 0.5922 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0487 0.0018 0.0021
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.1461 0.8216 1
Loa Loa (eye worm) hypothetical protein 0.0487 0.0018 0.0021
Loa Loa (eye worm) trypsin family protein 0.0487 0.0018 0.0021
Brugia malayi thymidylate synthase 0.1188 0.5922 0.7208
Schistosoma mansoni cercarial elastase (S01 family) 0.0487 0.0018 0.0021
Echinococcus granulosus enteropeptidase 0.0487 0.0018 0.0028
Schistosoma mansoni cercarial elastase (S01 family) 0.0487 0.0018 0.0021
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.1188 0.5922 0.7208
Brugia malayi Trypsin family protein 0.1461 0.8216 1
Onchocerca volvulus 0.0974 0.4121 0.5005
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.1672 1 1
Echinococcus multilocularis retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha 0.1169 0.5761 0.9727
Loa Loa (eye worm) hypothetical protein 0.0487 0.0018 0.0021
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0487 0.0018 0.0021

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1.1 uM inhibitory activity against 5-lipoxygenase in rat basophilic leukemia cell line. ChEMBL. 1433212
IC50 (binding) = 1.1 uM inhibitory activity against 5-lipoxygenase in rat basophilic leukemia cell line. ChEMBL. 1433212
IC50 (functional) > 10 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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