Detailed information for compound 104451

Basic information

Technical information
  • TDR Targets ID: 104451
  • Name: 2-[(11E)-11-[3-(dimethylamino)propylidene]-6H -benzo[c][2]benzoxepin-2-yl]acetic acid
  • MW: 337.412 | Formula: C21H23NO3
  • H donors: 1 H acceptors: 2 LogP: 0.84 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN(CC/C=C\1/c2cc(ccc2OCc2c1cccc2)CC(=O)O)C
  • InChi: 1S/C21H23NO3/c1-22(2)11-5-8-18-17-7-4-3-6-16(17)14-25-20-10-9-15(12-19(18)20)13-21(23)24/h3-4,6-10,12H,5,11,13-14H2,1-2H3,(H,23,24)/b18-8+
  • InChiKey: JBIMVDZLSHOPLA-QGMBQPNBSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 2-[(11E)-11-[3-(dimethylamino)propylidene]-6H-benzo[c][2]benzoxepin-2-yl]ethanoic acid
  • 2-[(11E)-11-[3-(dimethylazaniumyl)propylidene]-6H-benzo[c][2]benzoxepin-2-yl]acetate
  • 2-[(11E)-11-[3-(dimethylammonio)propylidene]-6H-benzo[c][2]benzoxepin-2-yl]acetate
  • 2-[(11E)-11-[3-(dimethylazaniumyl)propylidene]-6H-benzo[c][2]benzoxepin-2-yl]ethanoate
  • olopatadine
  • 2-[11-(3-dimethylaminopropylidene)-6H-benzo[c][2]benzoxepin-2-yl]acetic acid
  • 2-[(11E)-11-(3-dimethylaminopropylidene)-6H-benzo[c][2]benzoxepin-2-yl]acetic acid
  • 2-[11-(3-dimethylaminopropylidene)-6H-benzo[c][2]benzoxepin-2-yl]ethanoic acid
  • 2-[(11E)-11-(3-dimethylaminopropylidene)-6H-benzo[c][2]benzoxepin-2-yl]ethanoic acid
  • 113806-05-6
  • C07789
  • NCGC00164623-01
  • {(11E)-11-[3-(dimethylamino)propylidene]-6,11-dihydrodibenzo[b,e]oxepin-2-yl}acetic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens lamin A/C Starlite/ChEMBL No references
Cavia porcellus Histamine H1 receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi intermediate filament protein Get druggable targets OG5_128723 All targets in OG5_128723
Onchocerca volvulus Get druggable targets OG5_128723 All targets in OG5_128723
Loa Loa (eye worm) intermediate filament tail domain-containing protein Get druggable targets OG5_128723 All targets in OG5_128723
Onchocerca volvulus Get druggable targets OG5_128723 All targets in OG5_128723
Echinococcus multilocularis cytoplasmic intermediate filament protein Get druggable targets OG5_128723 All targets in OG5_128723
Echinococcus multilocularis lamin dm0 Get druggable targets OG5_128723 All targets in OG5_128723
Echinococcus granulosus lamin Get druggable targets OG5_128723 All targets in OG5_128723
Echinococcus granulosus intermediate filament protein Get druggable targets OG5_128723 All targets in OG5_128723
Schistosoma japonicum ko:K07611 lamin, putative Get druggable targets OG5_128723 All targets in OG5_128723
Loa Loa (eye worm) intermediate filament protein Get druggable targets OG5_128723 All targets in OG5_128723
Echinococcus granulosus cytoplasmic intermediate filament protein Get druggable targets OG5_128723 All targets in OG5_128723
Echinococcus multilocularis musashi Get druggable targets OG5_128723 All targets in OG5_128723
Schistosoma japonicum expressed protein Get druggable targets OG5_128723 All targets in OG5_128723
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128723 All targets in OG5_128723
Brugia malayi Intermediate filament tail domain containing protein Get druggable targets OG5_128723 All targets in OG5_128723
Echinococcus granulosus lamin dm0 Get druggable targets OG5_128723 All targets in OG5_128723
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128723 All targets in OG5_128723
Schistosoma japonicum Intermediate filament protein ifa-1, putative Get druggable targets OG5_128723 All targets in OG5_128723
Echinococcus multilocularis lamin Get druggable targets OG5_128723 All targets in OG5_128723
Schistosoma mansoni lamin Get druggable targets OG5_128723 All targets in OG5_128723
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128723 All targets in OG5_128723
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128723 All targets in OG5_128723
Schistosoma mansoni lamin Get druggable targets OG5_128723 All targets in OG5_128723
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128723 All targets in OG5_128723
Schistosoma japonicum expressed protein Get druggable targets OG5_128723 All targets in OG5_128723
Schistosoma mansoni intermediate filament proteins Get druggable targets OG5_128723 All targets in OG5_128723
Schistosoma japonicum Lamin-C, putative Get druggable targets OG5_128723 All targets in OG5_128723
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus granulosus biogenic amine 5HT receptor Histamine H1 receptor   488 aa 455 aa 25.5 %
Echinococcus multilocularis alpha 1A adrenergic receptor Histamine H1 receptor   488 aa 454 aa 19.4 %
Schistosoma mansoni ancient conserved domain protein 2 (cyclin m2) Histamine H1 receptor   488 aa 463 aa 26.6 %
Schistosoma mansoni biogenic amine receptor Histamine H1 receptor   488 aa 487 aa 25.5 %
Loa Loa (eye worm) TYRA-2 protein Histamine H1 receptor   488 aa 489 aa 23.7 %
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Histamine H1 receptor   488 aa 486 aa 26.5 %
Echinococcus multilocularis serotonin receptor Histamine H1 receptor   488 aa 450 aa 26.0 %
Echinococcus multilocularis biogenic amine (5HT) receptor Histamine H1 receptor   488 aa 485 aa 26.4 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Histamine H1 receptor   488 aa 482 aa 25.1 %
Echinococcus granulosus biogenic amine 5HT receptor Histamine H1 receptor   488 aa 484 aa 26.9 %
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Histamine H1 receptor   488 aa 488 aa 26.6 %
Echinococcus granulosus alpha 1A adrenergic receptor Histamine H1 receptor   488 aa 455 aa 19.1 %
Schistosoma mansoni biogenic amine (dopamine) receptor Histamine H1 receptor   488 aa 471 aa 24.8 %
Schistosoma japonicum Octopamine receptor, putative Histamine H1 receptor   488 aa 472 aa 25.8 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Histamine H1 receptor   488 aa 470 aa 26.0 %
Schistosoma mansoni biogenic amine (dopamine) receptor Histamine H1 receptor   488 aa 498 aa 26.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni lamin 0.0033 0.1919 0.0928
Trypanosoma cruzi cytosolic leucyl aminopeptidase, putative 0.0063 0.5251 0.5
Brugia malayi SWIB/MDM2 domain containing protein 0.0025 0.1095 0.0985
Onchocerca volvulus 0.0033 0.1919 1
Loa Loa (eye worm) SWIB/MDM2 domain-containing protein 0.0025 0.1095 0.1097
Echinococcus multilocularis lamin dm0 0.0033 0.1919 0.1865
Echinococcus granulosus lamin dm0 0.0033 0.1919 0.1865
Echinococcus multilocularis lamin 0.0033 0.1919 0.1865
Schistosoma mansoni lamin 0.0033 0.1919 0.0928
Echinococcus granulosus leucine aminopeptidase protein 0.0106 1 1
Brugia malayi brahma associated protein 60 kDa 0.0025 0.1095 0.0985
Echinococcus multilocularis musashi 0.0033 0.1919 0.1865
Loa Loa (eye worm) hypothetical protein 0.0016 0.0066 0.0066
Echinococcus multilocularis SWI:SNF matrix associated 0.0025 0.1095 0.1036
Echinococcus granulosus leukotriene A 4 hydrolase 0.0106 0.9976 0.9976
Mycobacterium ulcerans leucyl aminopeptidase 0.0106 1 0.5
Toxoplasma gondii leucyl aminopeptidase LAP 0.0106 1 1
Loa Loa (eye worm) cytoplasmic intermediate filament protein 0.0017 0.0256 0.0256
Echinococcus multilocularis SWI:SNF matrix associated 0.0025 0.1095 0.1036
Echinococcus granulosus Upstream activation factor subunit UAF30 0.0025 0.1095 0.1036
Mycobacterium leprae Probable cytosol aminopeptidase PepB 0.0106 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0033 0.1919 0.1923
Loa Loa (eye worm) brahma associated protein 0.0025 0.1095 0.1097
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0033 0.1919 0.1923
Echinococcus multilocularis SWI:SNF matrix associated 0.0025 0.1095 0.1036
Echinococcus granulosus intermediate filament protein 0.0033 0.1919 0.1865
Mycobacterium tuberculosis Probable aminopeptidase PepB 0.0106 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0032 0.1853 0.1858
Onchocerca volvulus 0.0033 0.1919 1
Plasmodium falciparum M17 leucyl aminopeptidase 0.0063 0.5251 1
Echinococcus multilocularis leucine aminopeptidase protein 0.0106 1 1
Echinococcus multilocularis leukotriene A 4 hydrolase 0.0106 0.9976 0.9976
Plasmodium vivax M17 leucyl aminopeptidase, putative 0.0106 1 1
Brugia malayi intermediate filament protein 0.0033 0.1919 0.1953
Trypanosoma brucei metallo-peptidase, Clan MF, Family M17 0.0063 0.5251 0.5
Echinococcus granulosus lamin 0.0033 0.1919 0.1865
Brugia malayi hypothetical protein 0.0095 0.8771 1
Schistosoma mansoni intermediate filament proteins 0.0033 0.1919 0.0928
Wolbachia endosymbiont of Brugia malayi leucyl aminopeptidase 0.0106 1 0.5
Echinococcus multilocularis Upstream activation factor subunit UAF30 0.0025 0.1095 0.1036
Trypanosoma cruzi metallo-peptidase, Clan MF, Family M17, putative 0.0063 0.5251 0.5
Schistosoma mansoni leukotriene A4 hydrolase (M01 family) 0.0106 0.9976 1
Echinococcus granulosus SWI:SNF matrix associated 0.0025 0.1095 0.1036
Loa Loa (eye worm) leukotriene A4 hydrolase 0.0106 0.9976 1
Leishmania major cytosolic leucyl aminopeptidase,metallo-peptidase, Clan MF, Family M17 0.0063 0.5251 0.5
Loa Loa (eye worm) intermediate filament protein 0.0033 0.1919 0.1923
Brugia malayi brahma associated protein 60 kDa 0.0025 0.1095 0.0985
Brugia malayi Intermediate filament tail domain containing protein 0.0033 0.1919 0.1953
Trichomonas vaginalis conserved hypothetical protein 0.0025 0.1095 0.5

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) = 0.021 mg kg-1 The compound was tested in vivo for inhibitory effect on 48-h homologous passive cutaneous anaphylaxis(PCA) in rats administered peroally ChEMBL. 1350797
ID50 (functional) = 0.0041 mg kg-1 The compound was tested in vivo for the inhibition of IgG1-mediated bronchoconstriction in guinea pig at 0.03 mg/kg administered peroally ChEMBL. 1350797
Inhibition (binding) = -1 % Binding affinity for Muscarinic acetylcholine receptor M1 from rat striatum, using [3H]-quinuclidinyl benzilate as radioligand at 10 uM. ChEMBL. 1350797
Inhibition (binding) = -1 % Binding affinity for Muscarinic acetylcholine receptor M1 from rat striatum, using [3H]-quinuclidinyl benzilate as radioligand at 10 uM. ChEMBL. 1350797
Ki (binding) = 5.2 nM Binding affinity for histamine H1 receptor from guinea pig cerebellum, using [3H]-pyrilamine as radioligand at 0.1 microM. ChEMBL. 1350797
Ki (binding) = 5.2 nM Binding affinity for histamine H1 receptor from guinea pig cerebellum, using [3H]-pyrilamine as radioligand at 0.1 microM. ChEMBL. 1350797
Potency (functional) = 0.0056 um PUBCHEM_BIOASSAY: qHTS Assay for Modulators of Lamin A Splicing. (Class of assay: confirmatory) ChEMBL. No reference

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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