TDR Targets

Basic information

Technical information

TDR Targets ID: 141115
Name: 5-[(Z)-2-(4-methoxyphenyl)ethenyl]benzene-1,3 -diol
MW: 242.27 | Formula: C15H14O3
H donors: 2 H acceptors: 2 LogP: 3.45 Rotable bonds: 3
Rule of 5 violations (Lipinski): 1
SMILES: COc1ccc(cc1)/C=C\c1cc(O)cc(c1)O
InChi: 1S/C15H14O3/c1-18-15-6-4-11(5-7-15)2-3-12-8-13(16)10-14(17)9-12/h2-10,16-17H,1H3/b3-2-
InChiKey: IHVRWFJGOIWMGC-IHWYPQMZSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

5-[(Z)-2-(4-methoxyphenyl)vinyl]benzene-1,3-diol
5-[(Z)-2-(4-methoxyphenyl)vinyl]resorcinol

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology

No druggable targets predicted by orthology data

By sequence similarity to non orthologous known druggable targets

No druggable targets predicted by sequence similarity

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Onchocerca volvulus	Peroxidase homolog	0.0032	0.3225	0.9064
Brugia malayi	Peroxidasin	0.0032	0.3225	0.9458
Schistosoma mansoni	peroxidasin	0.0032	0.3225	0.1852
Onchocerca volvulus	Peroxidasin homolog	0.0032	0.3225	0.9064
Loa Loa (eye worm)	hypothetical protein	0.0032	0.3225	0.953
Loa Loa (eye worm)	hypothetical protein	0.0032	0.3225	0.953
Loa Loa (eye worm)	hypothetical protein	0.0032	0.3225	0.953
Echinococcus multilocularis	arachidonate 5 lipoxygenase	0.0067	1	1
Loa Loa (eye worm)	hypothetical protein	0.0016	0.0116	0.0342
Loa Loa (eye worm)	hypothetical protein	0.0032	0.3225	0.953
Onchocerca volvulus	Dual oxidase homolog	0.0032	0.3225	0.9064
Loa Loa (eye worm)	hypothetical protein	0.0032	0.3225	0.953
Brugia malayi	hypothetical protein	0.0024	0.1686	0.4209
Brugia malayi	Blistered cuticle protein 3	0.0032	0.3225	0.9458
Echinococcus multilocularis	peroxidasin	0.0032	0.3225	0.3146
Loa Loa (eye worm)	hypothetical protein	0.0033	0.3384	1
Brugia malayi	hypothetical protein	0.0024	0.1686	0.4209
Echinococcus granulosus	Polycystic kidney disease protein	0.0024	0.1686	0.1588
Echinococcus multilocularis	lipoxygenase domain containing protein	0.0024	0.1686	0.1588
Echinococcus granulosus	peroxidasin	0.0032	0.3225	0.3146
Plasmodium vivax	multidomain scavenger receptor, putative	0.0024	0.1686	0.5
Loa Loa (eye worm)	hypothetical protein	0.0032	0.3225	0.953
Loa Loa (eye worm)	hypothetical protein	0.0024	0.1686	0.4981
Brugia malayi	Animal haem peroxidase family protein	0.0032	0.3225	0.9458
Echinococcus granulosus	lipoxygenase domain containing protein	0.0024	0.1686	0.1588
Loa Loa (eye worm)	cytoplasmic intermediate filament protein	0.0017	0.0451	0.1333
Onchocerca volvulus	Peroxidasin homolog	0.0032	0.3225	0.9064
Loa Loa (eye worm)	intermediate filament protein	0.0033	0.3384	1
Schistosoma mansoni	lamin	0.0033	0.3384	0.2043
Brugia malayi	Animal haem peroxidase family protein	0.0032	0.3225	0.9458
Onchocerca volvulus		0.0033	0.3384	1
Loa Loa (eye worm)	intermediate filament tail domain-containing protein	0.0033	0.3384	1
Loa Loa (eye worm)	animal heme peroxidase	0.0032	0.3225	0.953
Loa Loa (eye worm)	hypothetical protein	0.0032	0.3225	0.953
Echinococcus granulosus	lipoxygenase domain containing protein	0.0024	0.1686	0.1588
Echinococcus multilocularis	lipoxygenase domain containing protein	0.0024	0.1686	0.1588
Schistosoma mansoni	intermediate filament proteins	0.0033	0.3384	0.2043
Echinococcus granulosus	lamin	0.0033	0.3384	0.3307
Loa Loa (eye worm)	hypothetical protein	0.0024	0.1686	0.4981
Echinococcus granulosus	RUN	0.0024	0.1686	0.1588
Loa Loa (eye worm)	hypothetical protein	0.0032	0.3225	0.953
Loa Loa (eye worm)	hypothetical protein	0.0032	0.3225	0.953
Brugia malayi	Doublecortin family protein	0.0024	0.1686	0.4209
Onchocerca volvulus	Peroxidase homolog	0.0032	0.3225	0.9064
Loa Loa (eye worm)	animal heme peroxidase	0.0032	0.3225	0.953
Onchocerca volvulus		0.0033	0.3384	1
Echinococcus multilocularis	lamin	0.0033	0.3384	0.3307
Loa Loa (eye worm)	hypothetical protein	0.0032	0.3225	0.953
Echinococcus granulosus	intermediate filament protein	0.0033	0.3384	0.3307
Loa Loa (eye worm)	hypothetical protein	0.0032	0.3225	0.953
Onchocerca volvulus	Chorion peroxidase homolog	0.0032	0.3225	0.9064
Onchocerca volvulus		0.0032	0.3225	0.9064
Brugia malayi	Animal haem peroxidase family protein	0.0032	0.3225	0.9458
Echinococcus multilocularis	RUN	0.0024	0.1686	0.1588
Loa Loa (eye worm)	blistered cuticle protein 3	0.0032	0.3225	0.953
Loa Loa (eye worm)	animal heme peroxidase	0.0032	0.3225	0.953
Brugia malayi	Intermediate filament tail domain containing protein	0.0033	0.3384	1
Brugia malayi	Animal haem peroxidase family protein	0.0032	0.3225	0.9458
Loa Loa (eye worm)	doublecortin family protein	0.0024	0.1686	0.4981
Onchocerca volvulus		0.0032	0.3225	0.9064
Brugia malayi	intermediate filament protein	0.0033	0.3384	1
Onchocerca volvulus		0.0032	0.3225	0.9064
Echinococcus granulosus	lamin dm0	0.0033	0.3384	0.3307
Loa Loa (eye worm)	hypothetical protein	0.0032	0.3225	0.953
Schistosoma mansoni	lamin	0.0033	0.3384	0.2043
Plasmodium falciparum	LCCL domain-containing protein	0.0024	0.1686	0.5
Loa Loa (eye worm)	hypothetical protein	0.0032	0.3269	0.9658
Brugia malayi	hypothetical protein	0.0032	0.3225	0.9458
Loa Loa (eye worm)	animal heme peroxidase	0.0032	0.3225	0.953
Brugia malayi	Animal haem peroxidase family protein	0.0032	0.3225	0.9458
Loa Loa (eye worm)	hypothetical protein	0.0032	0.3225	0.953
Echinococcus multilocularis	Polycystic kidney disease protein	0.0024	0.1686	0.1588
Echinococcus multilocularis	lamin dm0	0.0033	0.3384	0.3307
Schistosoma mansoni	peroxidasin	0.0032	0.3225	0.1852
Echinococcus multilocularis	musashi	0.0033	0.3384	0.3307
Loa Loa (eye worm)	hypothetical protein	0.0032	0.3225	0.953
Schistosoma mansoni	lipoxygenase	0.0067	1	1

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (binding)	0	Induction of quinone reductase in mouse mutant Hepa 1c1c7c1 cells at 12.5 uM after 24 hrs relative to control	ChEMBL.	17316918
Activity (functional)	= 1.86	ABTS radical scavenging activity assessed as trolox equivalent antioxidant capacity	ChEMBL.	17316918
Activity (functional)	= 96 %	Cytotoxicity against mouse Hepa 1c1c7 cells assessed as cell viability at 12.5 uM after 24 hrs by MTT assay	ChEMBL.	17316918
Activity (binding)	= 1.04 uM	Induction of quinone reductase activity in mouse Hepa 1c1c7 cells at 12.5 uM after 24 hrs relative to control	ChEMBL.	17316918
Activity (binding)	> 20 uM	Induction of NQO1 activity in mouse Hepa1c1c7 cells assessed as concentration required to twofold increase of NQO1 activity at IC50 concentration relative to control	ChEMBL.	21215623
ED50 (functional)	= 2.75 ug ml-1	In vitro inhibition of P388 (murine leukaemia) cell proliferation.	ChEMBL.	12036362
ED50 (functional)	= 2.75 ug ml-1	In vitro inhibition of P388 (murine leukaemia) cell proliferation.	ChEMBL.	12036362
GI50 (functional)	= 6.4 ug ml-1	In vitro growth inhibition of NCI-H460 (human non-small cell lung carcinoma) cell line.	ChEMBL.	12036362
GI50 (functional)	= 10.6 ug ml-1	In vitro growth inhibition of DU-145 (human prostate carcinoma) cell line.	ChEMBL.	12036362
GI50 (functional)	= 10.6 ug ml-1	In vitro growth inhibition of DU-145 (human prostate carcinoma) cell line.	ChEMBL.	12036362
GI50 (functional)	= 12.7 ug ml-1	Cell growth inhibition of breast MCF-7 cells, expressed as 50% reduction in the net protein increase	ChEMBL.	12036362
GI50 (functional)	= 12.7 ug ml-1	Cell growth inhibition of breast MCF-7 cells, expressed as 50% reduction in the net protein increase	ChEMBL.	12036362
GI50 (functional)	= 14.1 ug ml-1	In vitro growth inhibition of BXPC-3 (human pancreatic adenocarcinoma) cell line.	ChEMBL.	12036362
GI50 (functional)	= 14.1 ug ml-1	In vitro growth inhibition of BXPC-3 (human pancreatic adenocarcinoma) cell line.	ChEMBL.	12036362
GI50 (functional)	= 15.6 ug ml-1	In vitro growth inhibition of central nervous system SF-268 cell line.	ChEMBL.	12036362
GI50 (functional)	= 15.6 ug ml-1	In vitro growth inhibition of central nervous system SF-268 cell line.	ChEMBL.	12036362
GI50 (functional)	= 17.7 ug ml-1	In vitro growth inhibition of KM20L2 cell line.	ChEMBL.	12036362
GI50 (functional)	= 17.7 ug ml-1	In vitro growth inhibition of KM20L2 cell line.	ChEMBL.	12036362
IC50 (functional)	> 30 uM	Cytotoxicity against human HT-29 cells after 3 days by [3H]thymidine incorporation assay	ChEMBL.	20627379
IC50 (functional)	> 30 uM	Cytotoxicity against human Caco-2 cells after 3 days by [3H]thymidine incorporation assay	ChEMBL.	20627379
MIC (functional)	= 0 ug ml-1	Minimum inhibitory concentration (MIC) that inhibits all visible growth of the Cryptococcus neoformans (fungus) at 64 microg/ml	ChEMBL.	12036362
MIC (functional)	= 0 ug ml-1	The minimum inhibitory concentration (MIC) that inhibits all visible growth of the Candida albicans(fungus) at 64 microg/ml	ChEMBL.	12036362
MIC (functional)	= 0 ug ml-1	The minimum inhibitory concentration (MIC) that inhibits all visible growth of the Staphylococcus aureus (bacteria) at 64 microg/ml	ChEMBL.	12036362
MIC (functional)	= 0 ug ml-1	The minimum inhibitory concentration (MIC) that inhibits all visible growth of the Streptococcus pneumoniae (bacteria) at 64 microg/ml	ChEMBL.	12036362
MIC (functional)	= 0 ug ml-1	the minimum inhibitory concentration (MIC) that inhibits all visible growth of the Enterococcus faecalis (bacteria) at 64 microg/ml	ChEMBL.	12036362
MIC (functional)	= 0 ug ml-1	the minimum inhibitory concentration (MIC) that inhibits all visible growth of the Micrococcus luteus (bacteria) at 64 microg/ml	ChEMBL.	12036362
MIC (functional)	= 0 ug ml-1	The minimum inhibitory concentration (MIC) that inhibits all visible growth of the Escherichia coli (bacteria) at 64 microg/ml	ChEMBL.	12036362
MIC (functional)	= 0 ug ml-1	The minimum inhibitory concentration (MIC) that inhibits all visible growth of the Enterobacter cloacae (bacteria) at 64 microg/ml	ChEMBL.	12036362
MIC (functional)	= 0 ug ml-1	The minimum inhibitory concentration (MIC) that inhibits all visible growth of the Stenotrophomonas maltophilia (bacteria) at 64 microg/ml	ChEMBL.	12036362
MIC (functional)	= 0 ug ml-1	Minimum inhibitory concentration (MIC) that inhibits all visible growth of the Cryptococcus neoformans (fungus) at 64 microg/ml	ChEMBL.	12036362
MIC (functional)	= 0 ug ml-1	The minimum inhibitory concentration (MIC) that inhibits all visible growth of the Candida albicans(fungus) at 64 microg/ml	ChEMBL.	12036362
MIC (functional)	= 0 ug ml-1	The minimum inhibitory concentration (MIC) that inhibits all visible growth of the Escherichia coli (bacteria) at 64 microg/ml	ChEMBL.	12036362
MIC (functional)	= 16 ug ml-1	The minimum inhibitory concentration (MIC) that inhibits all visible growth of the Neisseria gonorrhoeae (bacteria)	ChEMBL.	12036362

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

ChEMBL: CHEMBL313687
PubChem: 10399472

Bibliographic References

3 literature references were collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 141115