Detailed information for compound 104056

Basic information

Technical information
  • TDR Targets ID: 104056
  • Name: (E)-4-[[3-(4-bromophenyl)-1-benzofuran-6-yl]o xy]-N-methyl-N-prop-2-enylbut-2-en-1-amine
  • MW: 412.32 | Formula: C22H22BrNO2
  • H donors: 0 H acceptors: 0 LogP: 5.6 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: C=CCN(C/C=C/COc1ccc2c(c1)occ2c1ccc(cc1)Br)C
  • InChi: 1S/C22H22BrNO2/c1-3-12-24(2)13-4-5-14-25-19-10-11-20-21(16-26-22(20)15-19)17-6-8-18(23)9-7-17/h3-11,15-16H,1,12-14H2,2H3/b5-4+
  • InChiKey: KCNKJCHARANTIP-SNAWJCMRSA-N  

Network

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Synonyms

  • Allyl-{4-[3-(4-Bromo-Phenyl)-Benzofuran-6-Yloxy]-but-2-Enyl}-Methyl-Amine
  • R17
  • (E)-N-allyl-4-[3-(4-bromophenyl)benzofuran-6-yl]oxy-N-methyl-but-2-en-1-amine
  • (E)-N-allyl-4-[[3-(4-bromophenyl)-6-benzofuranyl]oxy]-N-methyl-2-buten-1-amine
  • (E)-4-[[3-(4-bromophenyl)-1-benzofuran-6-yl]oxy]-N-methyl-N-prop-2-enyl-but-2-en-1-amine
  • allyl-[(E)-4-[3-(4-bromophenyl)benzofuran-6-yl]oxybut-2-enyl]-methyl-amine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens lanosterol synthase (2,3-oxidosqualene-lanosterol cyclase) Starlite/ChEMBL References
Alicyclobacillus acidocaldarius subsp. acidocaldarius (strain ATCC27009 / DSM 446 / 104-1A) (Bacillu Squalene-hopene cyclase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trypanosoma congolense lanosterol synthase Get druggable targets OG5_127966 All targets in OG5_127966
Candida albicans 2,3-oxidosqualene-lanosterol cyclase Get druggable targets OG5_127966 All targets in OG5_127966
Trypanosoma cruzi lanosterol synthase, putative Get druggable targets OG5_127966 All targets in OG5_127966
Trypanosoma brucei lanosterol synthase Get druggable targets OG5_127966 All targets in OG5_127966
Leishmania braziliensis lanosterol synthase, putative Get druggable targets OG5_127966 All targets in OG5_127966
Leishmania infantum lanosterol synthase, putative Get druggable targets OG5_127966 All targets in OG5_127966
Candida albicans 2,3-oxidosqualene-lanosterol cyclase Get druggable targets OG5_127966 All targets in OG5_127966
Trypanosoma cruzi lanosterol synthase, putative Get druggable targets OG5_127966 All targets in OG5_127966
Leishmania mexicana lanosterol synthase, putative Get druggable targets OG5_127966 All targets in OG5_127966
Trypanosoma brucei gambiense lanosterol synthase Get druggable targets OG5_127966 All targets in OG5_127966
Leishmania major lanosterol synthase, putative Get druggable targets OG5_127966 All targets in OG5_127966
Leishmania donovani lanosterol synthase, putative Get druggable targets OG5_127966 All targets in OG5_127966

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
Trypanosoma cruzi lanosterol synthase, putative 0.0474 1 0.5
Toxoplasma gondii macrophage migration inhibitory factor, putative 0.0367 0.3313 0.5
Brugia malayi Bm-MIF-1, identical 0.0367 0.3313 0.5
Mycobacterium tuberculosis Halimadienyl diphosphate synthase 0.0315 0 0.5
Entamoeba histolytica macrophage migration inhibitory factor-like protein 0.0367 0.3313 0.5
Trypanosoma cruzi lanosterol synthase, putative 0.0474 1 0.5
Loa Loa (eye worm) macrophage migration inhibitory factor 0.0367 0.3313 0.5
Giardia lamblia Macrophage migration inhibitory factor 0.0367 0.3313 0.5
Trypanosoma brucei lanosterol synthase 0.0474 1 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0367 0.3313 0.5
Trichomonas vaginalis macrophage migration inhibitory factor, mif, putative 0.0367 0.3313 0.5
Plasmodium vivax macrophage migration inhibitory factor, putative 0.0367 0.3313 0.5
Plasmodium falciparum macrophage migration inhibitory factor 0.0367 0.3313 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = -6.3 Inhibition of oxidosqualene cyclase ChEMBL. 17760433
IC50 (binding) = 6.3 Inhibition of oxidosqualene cyclase ChEMBL. 17981368
IC50 (binding) = 23 nM Inhibitory activity against squalene hopene cyclase from Alicyclobacillus acidocaldarius ChEMBL. 12747780
IC50 (binding) = 23 nM Inhibitory activity against squalene hopene cyclase from Alicyclobacillus acidocaldarius ChEMBL. 12747780
IC50 (binding) = 500 nM Inhibitory activity against Oxidosqualene-lanosterol cyclase from human liver microsomes ChEMBL. 12747780
IC50 (binding) = 500 nM Inhibitory activity against Oxidosqualene-lanosterol cyclase from human liver microsomes ChEMBL. 12747780

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

3 literature references were collected for this gene.

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