Detailed information for compound 148523

Basic information

Technical information
  • TDR Targets ID: 148523
  • Name: methyl (2E,3E,5E)-4-methoxy-2-(methoxymethyli dene)-3-methyl-6-phenylhexa-3,5-dienoate
  • MW: 288.338 | Formula: C17H20O4
  • H donors: 0 H acceptors: 1 LogP: 3.64 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: CO/C=C(\C(=C(/C=C/c1ccccc1)\OC)\C)/C(=O)OC
  • InChi: 1S/C17H20O4/c1-13(15(12-19-2)17(18)21-4)16(20-3)11-10-14-8-6-5-7-9-14/h5-12H,1-4H3/b11-10+,15-12+,16-13+
  • InChiKey: STRDFSIYJVHPMO-CYXONCDGSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • methyl (2E,3E,5E)-4-methoxy-2-(methoxymethylene)-3-methyl-6-phenyl-hexa-3,5-dienoate
  • (2E,3E,5E)-4-methoxy-2-(methoxymethylene)-3-methyl-6-phenylhexa-3,5-dienoic acid methyl ester
  • methyl (2E,3E,5E)-4-methoxy-2-(methoxymethylidene)-3-methyl-6-phenyl-hexa-3,5-dienoate
  • (2E,3E,5E)-4-methoxy-2-(methoxymethylene)-3-methyl-6-phenyl-hexa-3,5-dienoic acid methyl ester
  • AIDS-228188
  • AIDS228188
  • 3,5-Hexadienoic acid, 4-methoxy-2-(methoxymethylene)-3-methyl-6-phenyl-, methyl ester, (2E,3E,5E)-
  • 9-Methoxystrobilurin A

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
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.000556328 0.00568255 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.000556328 0.00568255 1
Brugia malayi Nuclear hormone receptor family member nhr-3 0.000556328 0.00568255 1
Brugia malayi Nuclear hormone receptor-like 1 0.0002939 0.000608494 0.107081
Loa Loa (eye worm) nuclear hormone receptor-like 1 0.0002939 0.000608494 0.107081
Loa Loa (eye worm) hypothetical protein 0.000556328 0.00568255 1
Wolbachia endosymbiont of Brugia malayi 1-deoxy-D-xylulose 5-phosphate reductoisomerase 0.0519821 1 0.5
Onchocerca volvulus Protein ultraspiracle homolog 0.000556328 0.00568255 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.000556328 0.00568255 1
Schistosoma mansoni thyroid hormone receptor 0.000556328 0.00568255 1
Loa Loa (eye worm) steroid hormone receptor 0.000556328 0.00568255 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.000556328 0.00568255 1
Brugia malayi Nuclear hormone receptor family member nhr-14 0.000556328 0.00568255 1
Brugia malayi Nuclear hormone receptor family member nhr-31 0.000556328 0.00568255 1
Brugia malayi nuclear hormone receptor 0.000556328 0.00568255 1
Echinococcus granulosus FTZ F1 alpha 0.000556328 0.00568255 1
Loa Loa (eye worm) hypothetical protein 0.000556328 0.00568255 1
Loa Loa (eye worm) hypothetical protein 0.000556328 0.00568255 1
Brugia malayi nuclear receptor NHR-88 0.000556328 0.00568255 1
Brugia malayi Nuclear hormone receptor-like 1 0.0002939 0.000608494 0.107081
Brugia malayi Nuclear hormone receptor family member nhr-1 0.000556328 0.00568255 1
Brugia malayi nuclear receptor RXR 0.0002939 0.000608494 0.107081
Onchocerca volvulus 0.000556328 0.00568255 1
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.000556328 0.00568255 1
Loa Loa (eye worm) hypothetical protein 0.000556328 0.00568255 1
Echinococcus multilocularis nuclear receptor subfamily 1 group D 0.0002939 0.000608494 0.107081
Treponema pallidum 1-deoxy-D-xylulose 5-phosphate reductoisomerase 0.0519821 1 0.5
Brugia malayi hypothetical protein 0.0002939 0.000608494 0.107081
Echinococcus granulosus retinoic acid receptor rxr beta a 0.000556328 0.00568255 1
Echinococcus granulosus nuclear receptor subfamily 1 group D 0.0002939 0.000608494 0.107081
Mycobacterium leprae PROBABLE 1-DEOXY-D-XYLULOSE 5-PHOSPHATE REDUCTOISOMERASE DXR (DXP REDUCTOISOMERASE) (1-DEOXYXYLULOSE-5-PHOSPHATE REDUCTOISOMERAS 0.0519821 1 0.5
Chlamydia trachomatis 1-deoxy-D-xylulose 5-phosphate reductoisomerase 0.0519821 1 0.5
Brugia malayi ecdysteroid receptor 0.000556328 0.00568255 1
Brugia malayi Nuclear hormone receptor-like 1 0.000556328 0.00568255 1
Schistosoma mansoni steroid hormone receptor ad4bp 0.000556328 0.00568255 1
Echinococcus multilocularis ecdysone induced protein 78C 0.000556328 0.00568255 1
Schistosoma mansoni thyroid hormone receptor 0.000556328 0.00568255 1
Toxoplasma gondii 1-deoxy-D-xylulose 5-phosphate reductoisomerase, putative 0.0519821 1 0.5
Plasmodium falciparum 1-deoxy-D-xylulose 5-phosphate reductoisomerase 0.0519821 1 0.5
Brugia malayi Steroid receptor seven-up type 2 0.000556328 0.00568255 1
Brugia malayi Nuclear hormone receptor family member nhr-40 0.000556328 0.00568255 1
Schistosoma mansoni coup transcription factor 0.000556328 0.00568255 1
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.000556328 0.00568255 1
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.000556328 0.00568255 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.000556328 0.00568255 1
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.000556328 0.00568255 1
Echinococcus granulosus ecdysone induced protein 78C 0.000556328 0.00568255 1
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.000556328 0.00568255 1
Loa Loa (eye worm) hypothetical protein 0.0002939 0.000608494 0.107081
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.000556328 0.00568255 1
Brugia malayi Nuclear hormone receptor family member nhr-41 0.000556328 0.00568255 1
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.000556328 0.00568255 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.000556328 0.00568255 1
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.000556328 0.00568255 1
Loa Loa (eye worm) hypothetical protein 0.000556328 0.00568255 1
Loa Loa (eye worm) hypothetical protein 0.000556328 0.00568255 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.000556328 0.00568255 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.000556328 0.00568255 1
Echinococcus multilocularis FTZ F1 alpha 0.000556328 0.00568255 1
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.000556328 0.00568255 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.000556328 0.00568255 1
Brugia malayi Nuclear hormone receptor family member nhr-49 0.000556328 0.00568255 1
Echinococcus multilocularis thyroid hormone receptor alpha 0.000556328 0.00568255 1
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.000556328 0.00568255 1
Loa Loa (eye worm) hypothetical protein 0.0002939 0.000608494 0.107081
Brugia malayi Nuclear hormone receptor family member nhr-25 0.000556328 0.00568255 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.000556328 0.00568255 1
Loa Loa (eye worm) hypothetical protein 0.0002939 0.000608494 0.107081
Mycobacterium tuberculosis Probable 1-deoxy-D-xylulose 5-phosphate reductoisomerase Dxr (DXP reductoisomerase) (1-deoxyxylulose-5-phosphate reductoisomeras 0.012502 0.236653 0.5
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0002939 0.000608494 0.107081
Brugia malayi steroid hormone receptor 0.000556328 0.00568255 1
Schistosoma mansoni ecdysone-induced protein 78c (dr-78) 0.0002939 0.000608494 0.107081
Loa Loa (eye worm) hypothetical protein 0.000556328 0.00568255 1
Brugia malayi hypothetical protein 0.0002939 0.000608494 0.107081
Brugia malayi photoreceptor-specific nuclear receptor 0.000556328 0.00568255 1
Schistosoma mansoni RAR-like nuclear receptor 0.000556328 0.00568255 1
Plasmodium vivax 1-deoxy-D-xylulose 5-phosphate reductoisomerase, putative 0.0519821 1 1
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.000556328 0.00568255 1
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.000556328 0.00568255 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.000556328 0.00568255 1
Schistosoma mansoni retinoic acid receptor RXR 0.000556328 0.00568255 1
Onchocerca volvulus Bile acid receptor homolog 0.000556328 0.00568255 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.000556328 0.00568255 1
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.000556328 0.00568255 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.000556328 0.00568255 1
Schistosoma mansoni retinoid-x-receptor (RXR) 0.000556328 0.00568255 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.000556328 0.00568255 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.000556328 0.00568255 1
Loa Loa (eye worm) hypothetical protein 0.0002939 0.000608494 0.107081
Loa Loa (eye worm) hypothetical protein 0.000556328 0.00568255 1
Mycobacterium ulcerans 1-deoxy-D-xylulose 5-phosphate reductoisomerase 0.0519821 1 0.5
Schistosoma mansoni Tr4/Tr2 (homologue) 0.000556328 0.00568255 1
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.000556328 0.00568255 1
Schistosoma mansoni nuclear hormone receptor 0.000556328 0.00568255 1
Loa Loa (eye worm) hypothetical protein 0.0002939 0.000608494 0.107081

Activities

Activity type Activity value Assay description Source Reference
(binding) 0 Manually curated assays from literature Starlite. 12270154
Diameter of inhibition zone (functional) 0 mM Compound was tested for the antifungal activity against Aspergillusfumigatus (R-1301) at a concentration of 0.1 ug/disk; zone of inhibition was measured after 48 h incubation; +/- denotes slightly effective ChEMBL. 12217357
Diameter of inhibition zone (functional) 0 mM Compound was tested for the antifungal activity against Fusarium solani (R-2800) at a concentration of 10 ug/disk; zone of inhibition was measured after 48 h incubation; NE denotes not effective ChEMBL. 12217357
Diameter of inhibition zone (functional) 0 mM Compound was tested for the antifungal activity against Fusarium solani (R-2800) at a concentration of 1 ug/disk; zone of inhibition was measured after 48 h incubation; NE denotes not effective ChEMBL. 12217357
Diameter of inhibition zone (functional) 0 mM Compound was tested for the antifungal activity against Fusarium solani (R-2800) at a concentration of 0.1 ug/disk; zone of inhibition was measured after 48 h incubation; NE denotes not effective ChEMBL. 12217357
Diameter of inhibition zone (functional) incomplete inhibition 0 mM Compound was tested for the antifungal activity against Candida albicans (IFO1594) at a concentration of 0.1 ug/disk; zone of inhibition was measured after 48 h incubation; +/- denotes slightly effective ChEMBL. 12217357
Diameter of inhibition zone (functional) = 4 mM Compound was tested for the antifungal activity against Penicillium citrinum (R-3703) at a concentration of 0.1 ug/disk; zone of inhibition was measured after 48 h incubation. ChEMBL. 12217357
Diameter of inhibition zone (functional) = 15 mM Compound was tested for the antifungal activity against Aspergillusfumigatus (R-1301) at a concentration of 1 ug/disk; zone of inhibition was measured after 48 h incubation. ChEMBL. 12217357
Diameter of inhibition zone (functional) = 17 mM Compound was tested for the antifungal activity against Saccharomyces cerevisiae (IAM4861) at a concentration of 0.1 ug/disk; zone of inhibition was measured after 48 h incubation; incomplete inhibition observed ChEMBL. 12217357
Diameter of inhibition zone (functional) = 17 mM Compound was tested for the antifungal activity against Saccharomyces cerevisiae (IAM4861) at a concentration of 0.1 ug/disk; zone of inhibition was measured after 48 h incubation; incomplete inhibition observed ChEMBL. 12217357
Diameter of inhibition zone (functional) = 18 mM Compound was tested for the antifungal activity against Penicillium citrinum (R-3703) at a concentration of 1 ug/disk; zone of inhibition was measured after 48 h incubation. ChEMBL. 12217357
Diameter of inhibition zone (functional) = 28 mM Compound was tested for the antifungal activity against Penicillium citrinum (R-3703) at a concentration of 10 ug/disk; zone of inhibition was measured after 48 h incubation. ChEMBL. 12217357
Diameter of inhibition zone (functional) = 28 mM Compound was tested for the antifungal activity against Candida albicans (IFO1594) at a concentration of 1 ug/disk; zone of inhibition was measured after 48 h incubation; incomplete inhibition observed ChEMBL. 12217357
Diameter of inhibition zone (functional) = 28 mM Compound was tested for the antifungal activity against Candida albicans (IFO1594) at a concentration of 1 ug/disk; zone of inhibition was measured after 48 h incubation; incomplete inhibition observed ChEMBL. 12217357
Diameter of inhibition zone (functional) = 31 mM Compound was tested for the antifungal activity against Aspergillus fumigatus (R-1301) at a concentration of 10 ug/disk; zone of inhibition was measured after 48 h incubation. ChEMBL. 12217357
Diameter of inhibition zone (functional) = 36 mM Compound was tested for the antifungal activity against Candida albicans (IFO1594) at a concentration of 10 ug/disk; zone of inhibition was measured after 48 h incubation; incomplete inhibition observed ChEMBL. 12217357
Diameter of inhibition zone (functional) = 36 mM Compound was tested for the antifungal activity against Candida albicans (IFO1594) at a concentration of 10 ug/disk; zone of inhibition was measured after 48 h incubation; incomplete inhibition observed ChEMBL. 12217357
Diameter of inhibition zone (functional) = 40 mM Compound was tested for the antifungal activity against Saccharomyces cerevisiae (IAM4861) at a concentration of 1 ug/disk; zone of inhibition was measured after 48 h incubation; incomplete inhibition observed ChEMBL. 12217357
Diameter of inhibition zone (functional) = 40 mM Compound was tested for the antifungal activity against Saccharomyces cerevisiae (IAM4861) at a concentration of 1 ug/disk; zone of inhibition was measured after 48 h incubation; incomplete inhibition observed ChEMBL. 12217357
Diameter of inhibition zone (functional) = 49 mM Compound was tested for the antifungal activity against Saccharomyces cerevisiae (IAM4861) at a concentration of 10 ug/disk; zone of inhibition was measured after 48 h incubation; incomplete inhibition observed ChEMBL. 12217357
Diameter of inhibition zone (functional) = 49 mM Compound was tested for the antifungal activity against Saccharomyces cerevisiae (IAM4861) at a concentration of 10 ug/disk; zone of inhibition was measured after 48 h incubation; incomplete inhibition observed ChEMBL. 12217357
IC50 (functional) = 0.06 ug ml-1 Antifungal activity against Candida albicans ChEMBL. 20329738
IC50 (functional) = 0.39 ug ml-1 Antimalarial activity against Plasmodium falciparum K1 assessed as [G-3H]hypoxanthine uptake after 24 hrs by scintillation counting ChEMBL. 20329738
IC50 (functional) = 1.39 ug ml-1 Cytotoxicity against human KB cells by resazurin microplate assay ChEMBL. 20329738
IC50 (functional) = 1.57 ug ml-1 Cytotoxicity against human NCI-H187 cells by resazurin microplate assay ChEMBL. 20329738
IC50 (functional) = 12.42 ug ml-1 Cytotoxicity against human MCF7 cells by resazurin microplate assay ChEMBL. 20329738
IC50 (functional) = 34 uM Cytotoxicity of the compound was determined against the human diploid embryotic cell line (MRC-5) ChEMBL. 12217357
IC50 (functional) = 34 uM Cytotoxicity of the compound was determined against the human diploid embryotic cell line (MRC-5) ChEMBL. 12217357
Inhibition zone (functional) 0 mM Compound was evaluated for antifungal activity against Fusarium solani R-2800 as diameter of inhibition zone at a concentration 10 ug/disk; NE means not effective ChEMBL. 12270154
Inhibition zone (functional) 0 mM Compound was evaluated for antifungal activity against Fusarium solani R-2800 as diameter of inhibition zone at a concentration 1 ug/disk; NE means not effective ChEMBL. 12270154
Inhibition zone (functional) 0 mM Compound was evaluated for antifungal activity against Fusarium solani R-2800 as diameter of inhibition zone at a concentration 0.1 ug/disk; NE means not effective ChEMBL. 12270154
Inhibition zone (functional) SE 0 mM Compound was evaluated for antifungal activity against Candida albicans IFO 1594 as diameter of inhibition zone at a concentration 0.1 ug/disk; SE means slightly effective ChEMBL. 12270154
Inhibition zone (functional) = 13 mM Compound was evaluated for antifungal activity against Saccharomyces cerevisae IAM 4861 as diameter of inhibition zone at a concentration 0.1 ug/disk and showed incomplete inhibition ChEMBL. 12270154
Inhibition zone (functional) = 13 mM Compound was evaluated for antifungal activity against Saccharomyces cerevisae IAM 4861 as diameter of inhibition zone at a concentration 0.1 ug/disk and showed incomplete inhibition ChEMBL. 12270154
Inhibition zone (functional) = 16 mM Compound was evaluated for antifungal activity against Aspergillus fumigatum R-1301 as diameter of inhibition zone at a concentration 0.1 ug/disk ChEMBL. 12270154
Inhibition zone (functional) = 19 mM Compound was evaluated for antifungal activity against pencilium ctrinum R-3703 as diameter of inhibition zone at a concentration 0.1 ug/disk and showed incomplete inhibition ChEMBL. 12270154
Inhibition zone (functional) = 23 mM Compound was evaluated for antifungal activity against pencilium ctrinum R-3703 as diameter of inhibition zone at a concentration 1 ug/disk and showed incomplete inhibition ChEMBL. 12270154
Inhibition zone (functional) = 28 mM Compound was evaluated for antifungal activity against Aspergillus fumigatum R-1301 as diameter of inhibition zone at a concentration 1 ug/disk ChEMBL. 12270154
Inhibition zone (functional) = 32 mM Compound was evaluated for antifungal activity against Candida albicans IFO 1594 as diameter of inhibition zone at a concentration 1 ug/disk and showed incomplete inhibition ChEMBL. 12270154
Inhibition zone (functional) = 32 mM Compound was evaluated for antifungal activity against Candida albicans IFO 1594 as diameter of inhibition zone at a concentration 1 ug/disk and showed incomplete inhibition ChEMBL. 12270154
Inhibition zone (functional) = 33 mM Compound was evaluated for antifungal activity against pencilium ctrinum R-3703 as diameter of inhibition zone at a concentration 10 ug/disk ChEMBL. 12270154
Inhibition zone (functional) = 38 mM Compound was evaluated for antifungal activity against Aspergillus fumigatum R-1301 as diameter of inhibition zone at a concentration 10 ug/disk ChEMBL. 12270154
Inhibition zone (functional) = 39 mM Compound was evaluated for antifungal activity against Saccharomyces cerevisae IAM 4861 as diameter of inhibition zone at a concentration 1 ug/disk and showed incomplete inhibition ChEMBL. 12270154
Inhibition zone (functional) = 39 mM Compound was evaluated for antifungal activity against Saccharomyces cerevisae IAM 4861 as diameter of inhibition zone at a concentration 1 ug/disk and showed incomplete inhibition ChEMBL. 12270154
Inhibition zone (functional) = 42 mM Compound was evaluated for antifungal activity against Candida albicans IFO 1594 as diameter of inhibition zone at a concentration 10 ug/disk and showed incomplete inhibition ChEMBL. 12270154
Inhibition zone (functional) = 42 mM Compound was evaluated for antifungal activity against Candida albicans IFO 1594 as diameter of inhibition zone at a concentration 10 ug/disk and showed incomplete inhibition ChEMBL. 12270154
Inhibition zone (functional) = 44 mM Compound was evaluated for antifungal activity against Saccharomyces cerevisae IAM 4861 as diameter of inhibition zone at a concentration 10 ug/disk and showed incomplete inhibition ChEMBL. 12270154
Inhibition zone (functional) = 44 mM Compound was evaluated for antifungal activity against Saccharomyces cerevisae IAM 4861 as diameter of inhibition zone at a concentration 10 ug/disk and showed incomplete inhibition ChEMBL. 12270154

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum 20329738
Candida albicans ChEMBL23 20329738
Homo sapiens ChEMBL23 20329738

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

2 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.