Detailed information for compound 332504

Basic information

Technical information
  • TDR Targets ID: 332504
  • Name: methyl (E)-3-[3-[[4-(1,3-benzodioxol-5-yl)phe nyl]methyl-(cyclohexanecarbonyl)amino]phenyl] prop-2-enoate
  • MW: 497.582 | Formula: C31H31NO5
  • H donors: 0 H acceptors: 2 LogP: 6.57 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: COC(=O)/C=C/c1cccc(c1)N(C(=O)C1CCCCC1)Cc1ccc(cc1)c1ccc2c(c1)OCO2
  • InChi: 1S/C31H31NO5/c1-35-30(33)17-12-22-6-5-9-27(18-22)32(31(34)25-7-3-2-4-8-25)20-23-10-13-24(14-11-23)26-15-16-28-29(19-26)37-21-36-28/h5-6,9-19,25H,2-4,7-8,20-21H2,1H3/b17-12+
  • InChiKey: KHSMMANSTJCCLG-SFQUDFHCSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (E)-3-[3-[[4-(1,3-benzodioxol-5-yl)phenyl]methyl-[cyclohexyl(oxo)methyl]amino]phenyl]-2-propenoic acid methyl ester
  • methyl (E)-3-[3-[[4-(1,3-benzodioxol-5-yl)phenyl]methyl-cyclohexylcarbonyl-amino]phenyl]prop-2-enoate
  • (E)-3-[3-[[4-(1,3-benzodioxol-5-yl)benzyl]-(cyclohexanecarbonyl)amino]phenyl]acrylic acid methyl ester
  • (E)-3-[3-[[4-(1,3-benzodioxol-5-yl)phenyl]methyl-(cyclohexyl-oxomethyl)amino]phenyl]prop-2-enoic acid methyl ester

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens nuclear receptor subfamily 1, group H, member 4 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus granulosus ecdysone induced protein 78C nuclear receptor subfamily 1, group H, member 4 476 aa 402 aa 28.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi hypothetical protein 0.0125 0.0128 1
Mycobacterium ulcerans 3-dehydroquinate synthase 0.0246 0.0769 0.0649
Mycobacterium leprae Chorismate synthase AroF (5-enolpyruvylshikimate-3-phosphate phospholyase). 0.098 0.4661 1
Mycobacterium ulcerans chorismate synthase 0.1988 1 1
Plasmodium vivax chorismate synthase 0.1988 1 1
Mycobacterium leprae 3-dehydroquinate synthase AroB 0.0246 0.0769 0.1412
Mycobacterium tuberculosis Probable chorismate synthase AroF (5-enolpyruvylshikimate-3-phosphate phospholyase) 0.098 0.4661 0.5624
Trypanosoma cruzi UDP-galactopyranose mutase 0.0125 0.0128 0.5
Chlamydia trachomatis UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0385 0.1509 0.1398
Echinococcus multilocularis cdgsh iron sulfur domain containing protein 0.0236 0.072 1
Chlamydia trachomatis dehyroquinate synthase 0.0246 0.0769 0.0649
Loa Loa (eye worm) hypothetical protein 0.0125 0.0128 1
Schistosoma mansoni hypothetical protein 0.0251 0.0795 1
Toxoplasma gondii chorismate synthase, putative 0.1988 1 1
Mycobacterium leprae probable 3-phosphoshikimate 1-carboxyvinyl transferase AroA (5-ENOLPYRUVYLSHIKIMATE-3-PHOSPHATE SYNTHASE) (EPSP SYNTHASE) (EPSPS 0.0631 0.281 0.5915
Chlamydia trachomatis phosphoshikimate 1-carboxyl vinyltransferase 0.0631 0.281 0.2716
Loa Loa (eye worm) hypothetical protein 0.0125 0.0128 1
Toxoplasma gondii shikimate dehydrogenase substrate binding domain-containing protein 0.0631 0.281 0.2716
Trypanosoma cruzi UDP-galactopyranose mutase 0.0125 0.0128 0.5
Echinococcus granulosus cdgsh iron sulfur domain containing protein 0.0236 0.072 1
Mycobacterium tuberculosis 3-dehydroquinate synthase AroB 0.0246 0.0769 0.0794
Mycobacterium ulcerans 3-phosphoshikimate 1-carboxyvinyltransferase 0.0631 0.281 0.2716
Brugia malayi SWIRM domain containing protein 0.0125 0.0128 1
Schistosoma mansoni 3-dehydroquinate synthase 0.0246 0.0769 0.9601
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH 0.1771 0.8849 0.8834
Leishmania major UDP-galactopyranose mutase 0.0125 0.0128 0.5
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH 0.1771 0.8849 0.8834
Mycobacterium ulcerans UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0385 0.1509 0.1398
Brugia malayi amine oxidase, flavin-containing family protein 0.0125 0.0128 1
Wolbachia endosymbiont of Brugia malayi UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0385 0.1509 0.5
Mycobacterium tuberculosis Probable flavin-containing monoamine oxidase AofH (amine oxidase) (MAO) 0.1646 0.8188 1
Treponema pallidum UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0385 0.1509 0.5
Loa Loa (eye worm) hypothetical protein 0.0125 0.0128 1
Loa Loa (eye worm) hypothetical protein 0.0125 0.0128 1
Loa Loa (eye worm) hypothetical protein 0.0125 0.0128 1
Plasmodium falciparum chorismate synthase 0.1988 1 1
Mycobacterium tuberculosis 3-phosphoshikimate 1-carboxyvinyltransferase AroA (5-enolpyruvylshikimate-3-phosphate synthase) (EPSP synthase) (EPSPS) 0.0246 0.0769 0.0794
Schistosoma mansoni CDGSH-type Zn finger-containing protein-like protein 0.0251 0.0795 1
Onchocerca volvulus 0.0125 0.0128 1
Loa Loa (eye worm) hypothetical protein 0.0125 0.0128 1

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 38 nM Agonist activity at FXR ChEMBL. 23040732
EC50 (binding) = 0.038 uM Effective concentration against farnesoid X receptor (FXR) ChEMBL. 15893927
EC50 (binding) = 0.038 uM Effective concentration against farnesoid X receptor (FXR) ChEMBL. 15893927

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

2 literature references were collected for this gene.

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