Detailed information for compound 1012526

Basic information

Technical information
  • TDR Targets ID: 1012526
  • Name: [(3aR,4R,6R,6aR,7R,9aS,9bS)-7,9a-dihydroxy-9- methyl-3-methylidene-2-oxospiro[3a,4,5,6a,7,9 b-hexahydroazuleno[4,5-b]furan-6,2'-oxirane]- 4-yl] (E)-2-methylbut-2-enoate
  • MW: 376.4 | Formula: C20H24O7
  • H donors: 2 H acceptors: 4 LogP: 0.33 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: C/C=C(/C(=O)O[C@@H]1C[C@]2(CO2)[C@H]2[C@]([C@@H]3[C@@H]1C(=C)C(=O)O3)(O)C(=C[C@H]2O)C)\C
  • InChi: 1S/C20H24O7/c1-5-9(2)17(22)26-13-7-19(8-25-19)15-12(21)6-10(3)20(15,24)16-14(13)11(4)18(23)27-16/h5-6,12-16,21,24H,4,7-8H2,1-3H3/b9-5+/t12-,13-,14-,15+,16+,19+,20-/m1/s1
  • InChiKey: ADBOAFOIAMBXJT-CZNBXQLSSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • [(3aR,4R,6R,6aR,7R,9aS,9bS)-7,9a-dihydroxy-9-methyl-3-methylene-2-oxo-spiro[3a,4,5,6a,7,9b-hexahydroazuleno[4,5-b]furan-6,2'-oxirane]-4-yl] (E)-2-methylbut-2-enoate
  • (E)-2-methylbut-2-enoic acid [(3aR,4R,6R,6aR,7R,9aS,9bS)-7,9a-dihydroxy-9-methyl-3-methylene-2-oxo-4-spiro[3a,4,5,6a,7,9b-hexahydroazuleno[4,5-b]furan-6,2'-oxirane]yl] ester
  • (E)-2-methylbut-2-enoic acid [(3aR,4R,6R,6aR,7R,9aS,9bS)-7,9a-dihydroxy-2-keto-9-methyl-3-methylene-spiro[3a,4,5,6a,7,9b-hexahydroazuleno[5,4-d]furan-6,2'-oxirane]-4-yl] ester
  • [(3aR,4R,6R,6aR,7R,9aS,9bS)-7,9a-dihydroxy-9-methyl-3-methylidene-2-oxo-spiro[3a,4,5,6a,7,9b-hexahydroazuleno[4,5-b]furan-6,2'-oxirane]-4-yl] (E)-2-methylbut-2-enoate

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 granulosus maternal embryonic leucine zipper kinase 0.4309 0.6674 1
Chlamydia trachomatis methionine--tRNA ligase 0.0041 0.001 0.5
Brugia malayi MH2 domain containing protein 0.0086 0.008 0.008
Brugia malayi Pre-SET motif family protein 0.021 0.0274 0.0274
Echinococcus multilocularis smad 0.0086 0.008 0.0111
Schistosoma mansoni tar DNA-binding protein 0.0195 0.025 0.0244
Brugia malayi MH1 domain containing protein 0.0086 0.008 0.008
Schistosoma mansoni hypothetical protein 0.213 0.3272 0.3268
Brugia malayi Calcitonin receptor-like protein seb-1 0.067 0.0992 0.0992
Schistosoma mansoni methionine-tRNA synthetase 0.0107 0.0113 0.0108
Echinococcus granulosus serine:threonine protein kinase MARK2 0.2146 0.3297 0.4936
Loa Loa (eye worm) hypothetical protein 0.0041 0.001 0.0004
Brugia malayi mothers against decapentaplegic homolog 3 0.0038 0.0006 0.0006
Treponema pallidum methionyl-tRNA synthetase 0.0041 0.001 0.5
Brugia malayi isocitrate dehydrogenase 0.0131 0.015 0.015
Onchocerca volvulus 0.0066 0.0049 0.1022
Schistosoma mansoni hypothetical protein 0.0212 0.0277 0.0271
Brugia malayi hypothetical protein 0.0054 0.003 0.003
Echinococcus multilocularis maternal embryonic leucine zipper kinase 0.4309 0.6674 1
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0131 0.015 1
Schistosoma mansoni Smad4 0.0086 0.008 0.0074
Schistosoma mansoni serine/threonine protein kinase 0.2146 0.3297 0.3293
Echinococcus granulosus GPCR family 2 0.0212 0.0277 0.0407
Loa Loa (eye worm) nuclear factor I 0.0048 0.002 0.0014
Echinococcus granulosus lamin dm0 0.0162 0.0198 0.0289
Schistosoma mansoni tar DNA-binding protein 0.0195 0.025 0.0244
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0212 0.0277 0.0407
Schistosoma mansoni serine/threonine protein kinase 0.2146 0.3297 0.3293
Trichomonas vaginalis set domain proteins, putative 0.0239 0.0319 0.0208
Echinococcus granulosus TGF beta signal transducer SmadC 0.0086 0.008 0.0111
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.004 0.0009 0.0004
Schistosoma mansoni tar DNA-binding protein 0.0195 0.025 0.0244
Loa Loa (eye worm) MH1 domain-containing protein 0.0086 0.008 0.0074
Echinococcus multilocularis methionine tRNA synthetase 0.0107 0.0113 0.0161
Loa Loa (eye worm) isocitrate dehydrogenase 0.0131 0.015 0.0144
Schistosoma mansoni tar DNA-binding protein 0.0195 0.025 0.0244
Trichomonas vaginalis CAMK family protein kinase 0.4309 0.6674 0.6636
Toxoplasma gondii isocitrate dehydrogenase 0.0131 0.015 1
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0162 0.0198 0.0193
Brugia malayi Latrophilin receptor protein 2 0.0212 0.0277 0.0277
Trypanosoma brucei isocitrate dehydrogenase, putative 0.0131 0.015 1
Brugia malayi MH2 domain containing protein 0.1262 0.1916 0.1916
Loa Loa (eye worm) MH2 domain-containing protein 0.0086 0.008 0.0074
Echinococcus multilocularis lamin 0.0162 0.0198 0.0289
Brugia malayi Kinase associated domain 1 family protein 0.213 0.3272 0.3272
Brugia malayi hypothetical protein 0.004 0.0009 0.0009
Brugia malayi MH1 domain containing protein 0.0048 0.002 0.002
Schistosoma mansoni leucyl-tRNA synthetase 0.0041 0.001 0.0004
Echinococcus granulosus serine:threonine protein kinase MARK2 0.2146 0.3297 0.4936
Loa Loa (eye worm) hypothetical protein 0.0159 0.0194 0.0188
Mycobacterium leprae Probable methionyl-tRNA synthase MetS 0.0107 0.0113 0.5
Plasmodium falciparum ataxin-2 like protein, putative 0.0054 0.003 0.1427
Echinococcus multilocularis methionyl tRNA synthetase, cytoplasmic 0.0041 0.001 0.0006
Chlamydia trachomatis leucine--tRNA ligase 0.0041 0.001 0.5
Loa Loa (eye worm) hypothetical protein 0.0078 0.0068 0.0062
Schistosoma mansoni hypothetical protein 0.0212 0.0277 0.0271
Plasmodium falciparum methionine--tRNA ligase 0.0107 0.0113 0.7393
Echinococcus granulosus lamin 0.0162 0.0198 0.0289
Echinococcus multilocularis musashi 0.0162 0.0198 0.0289
Schistosoma mansoni smad1 5 8 and 0.0086 0.008 0.0074
Echinococcus granulosus smad 0.0086 0.008 0.0111
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0131 0.015 0.0216
Echinococcus multilocularis calcium activated potassium channel 0.2146 0.3297 0.4936
Schistosoma mansoni smad1 5 8 and 0.0086 0.008 0.0074
Echinococcus granulosus methionyl tRNA synthetase cytoplasmic 0.0041 0.001 0.0006
Brugia malayi RNA binding protein 0.0195 0.025 0.025
Echinococcus multilocularis isocitrate dehydrogenase 0.0131 0.015 0.0216
Loa Loa (eye worm) hypothetical protein 0.0041 0.001 0.0004
Echinococcus multilocularis cytoplasmic intermediate filament protein 0.0078 0.0068 0.0093
Loa Loa (eye worm) hypothetical protein 0.0075 0.0063 0.0057
Loa Loa (eye worm) hypothetical protein 0.213 0.3272 0.3268
Schistosoma mansoni serine/threonine protein kinase 0.2146 0.3297 0.3293
Brugia malayi MH2 domain containing protein 0.0086 0.008 0.008
Schistosoma mansoni tar DNA-binding protein 0.0195 0.025 0.0244
Onchocerca volvulus 0.0239 0.0319 0.7341
Loa Loa (eye worm) tyrosyl-tRNA synthetase 0.0066 0.0049 0.0044
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0212 0.0277 0.0407
Loa Loa (eye worm) methionyl-tRNA synthetase 0.0107 0.0113 0.0108
Echinococcus multilocularis serine:threonine protein kinase MARK2 0.2146 0.3297 0.4936
Loa Loa (eye worm) hypothetical protein 0.0162 0.0198 0.0193
Loa Loa (eye worm) cytoplasmic intermediate filament protein 0.0087 0.0081 0.0075
Echinococcus granulosus tumor protein p63 0.2128 0.3269 0.4894
Echinococcus granulosus methionine tRNA synthetase 0.0107 0.0113 0.0161
Echinococcus granulosus tar DNA binding protein 0.0195 0.025 0.0366
Toxoplasma gondii isocitrate dehydrogenase 0.0131 0.015 1
Schistosoma mansoni lamin 0.0162 0.0198 0.0193
Brugia malayi Intermediate filament tail domain containing protein 0.0162 0.0198 0.0198
Schistosoma mansoni hypothetical protein 0.0212 0.0277 0.0271
Echinococcus multilocularis leucyl tRNA synthetase 0.0041 0.001 0.0006
Plasmodium falciparum isocitrate dehydrogenase [NADP], mitochondrial 0.0131 0.015 1
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.021 0.0274 0.0268
Brugia malayi Smad1 0.0086 0.008 0.008
Schistosoma mansoni serine/threonine protein kinase 0.2146 0.3297 0.3293
Echinococcus granulosus cytoplasmic intermediate filament protein 0.0078 0.0068 0.0093
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.067 0.0992 0.0992
Loa Loa (eye worm) hypothetical protein 0.0458 0.0661 0.0656
Echinococcus multilocularis tumor protein p63 0.2128 0.3269 0.4894
Trichomonas vaginalis CAMK family protein kinase 0.6439 1 1
Onchocerca volvulus 0.0162 0.0198 0.4518
Schistosoma mansoni serine/threonine kinase 0.6439 1 1
Schistosoma mansoni intermediate filament proteins 0.0162 0.0198 0.0193
Echinococcus granulosus mothers against decapentaplegic 5 0.0086 0.008 0.0111
Trypanosoma cruzi methionyl-tRNA synthetase, putative 0.0107 0.0113 0.6959
Entamoeba histolytica methionyl-tRNA synthetase, putative 0.0041 0.001 1
Brugia malayi protein ZK524.3 0.0041 0.001 0.001
Echinococcus multilocularis serine:threonine protein kinase MARK2 0.2146 0.3297 0.4936
Schistosoma mansoni hypothetical protein 0.213 0.3272 0.3268
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0131 0.015 0.0216
Loa Loa (eye worm) hypothetical protein 0.0048 0.002 0.0014
Schistosoma mansoni TGF-beta signal transducer Smad2 0.0086 0.008 0.0074
Echinococcus multilocularis microtubule associated protein 2 0.133 0.2023 0.3025
Loa Loa (eye worm) hypothetical protein 0.0212 0.0277 0.0271
Mycobacterium tuberculosis Probable isocitrate dehydrogenase [NADP] Icd1 (oxalosuccinate decarboxylase) (IDH) (NADP+-specific ICDH) (IDP) 0.0131 0.015 0.2209
Echinococcus multilocularis mothers against decapentaplegic 5 0.0086 0.008 0.0111
Brugia malayi latrophilin 2 splice variant baaae 0.0458 0.0661 0.0661
Schistosoma mansoni smad 0.0086 0.008 0.0074
Wolbachia endosymbiont of Brugia malayi methionyl-tRNA synthetase 0.0107 0.0113 1
Schistosoma mansoni transcription factor LCR-F1 0.004 0.0009 0.0003
Echinococcus multilocularis TGF beta signal transducer SmadC 0.0086 0.008 0.0111
Trichomonas vaginalis CAMK family protein kinase 0.4309 0.6674 0.6636
Loa Loa (eye worm) CAMK/CAMKL/MELK protein kinase 0.6439 1 1
Brugia malayi MH1 domain containing protein 0.0086 0.008 0.008
Echinococcus multilocularis hypothetical protein 0.213 0.3272 0.4898
Plasmodium vivax methionine--tRNA ligase, putative 0.0107 0.0113 0.7393
Echinococcus granulosus Smad4 0.0086 0.008 0.0111
Loa Loa (eye worm) intermediate filament protein 0.0162 0.0198 0.0193
Loa Loa (eye worm) Smad1 0.0086 0.008 0.0074
Loa Loa (eye worm) hypothetical protein 0.0075 0.0063 0.0057
Loa Loa (eye worm) RNA binding protein 0.0195 0.025 0.0244
Schistosoma mansoni hypothetical protein 0.004 0.0009 0.0003
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.004 0.0009 0.0004
Brugia malayi cytoplasmic intermediate filament protein 0.0087 0.0081 0.0081
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0131 0.015 0.0144
Schistosoma mansoni hypothetical protein 0.0212 0.0277 0.0271
Schistosoma mansoni hypothetical protein 0.0458 0.0661 0.0656
Toxoplasma gondii LsmAD domain-containing protein 0.0054 0.003 0.1427
Plasmodium vivax ataxin-2 like protein, putative 0.0054 0.003 0.1427
Schistosoma mansoni microtubule-associated protein tau 0.133 0.2023 0.2018
Brugia malayi MH1 domain containing protein 0.0048 0.002 0.002
Schistosoma mansoni lamin 0.0162 0.0198 0.0193
Echinococcus granulosus intermediate filament protein 0.0162 0.0198 0.0289
Brugia malayi Isocitrate dehydrogenase 0.0131 0.015 0.015
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0212 0.0277 0.0407
Toxoplasma gondii methionyl-tRNA synthetase 0.0107 0.0113 0.7393
Giardia lamblia Methionyl-tRNA synthetase 0.0107 0.0113 1
Loa Loa (eye worm) hypothetical protein 0.067 0.0992 0.0987
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.0131 0.015 0.0216
Onchocerca volvulus 0.0162 0.0198 0.4518
Trypanosoma brucei methionyl-tRNA synthetase, putative 0.0107 0.0113 0.6959
Brugia malayi RNA recognition motif domain containing protein 0.0195 0.025 0.025
Echinococcus granulosus microtubule associated protein 2 0.133 0.2023 0.3025
Brugia malayi methionyl-tRNA synthetase 0.0041 0.001 0.001
Loa Loa (eye worm) transcription factor SMAD2 0.1262 0.1916 0.1912
Trypanosoma cruzi isocitrate dehydrogenase, putative 0.0131 0.015 1
Schistosoma mansoni cellular tumor antigen P53 0.0312 0.0432 0.0427
Echinococcus multilocularis GPCR, family 2 0.0212 0.0277 0.0407
Brugia malayi MH2 domain containing protein 0.0038 0.0006 0.0006
Loa Loa (eye worm) hypothetical protein 0.0312 0.0432 0.0427
Plasmodium falciparum ataxin-2 like protein, putative 0.0054 0.003 0.1427
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0131 0.015 1
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0195 0.025 0.0244
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0213 0.0279 1
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0131 0.015 1
Loa Loa (eye worm) TAR-binding protein 0.0195 0.025 0.0244
Schistosoma mansoni smad1 5 8 and 0.0086 0.008 0.0074
Brugia malayi intermediate filament protein 0.0162 0.0198 0.0198
Plasmodium vivax isocitrate dehydrogenase [NADP], mitochondrial, putative 0.0131 0.015 1
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.0131 0.015 0.0216
Schistosoma mansoni methionine-tRNA synthetase 0.0041 0.001 0.0004
Leishmania major hypothetical protein, conserved 0.0054 0.003 0.1427
Loa Loa (eye worm) hypothetical protein 0.0054 0.003 0.0024
Brugia malayi methionyl-tRNA synthetase 0.0107 0.0113 0.0113
Loa Loa (eye worm) latrophilin receptor protein 2 0.0212 0.0277 0.0271
Echinococcus granulosus calcium activated potassium channel 0.2146 0.3297 0.4936
Loa Loa (eye worm) hypothetical protein 0.0041 0.001 0.0004
Echinococcus multilocularis Smad4 0.0086 0.008 0.0111
Leishmania major methionyl-tRNA synthetase, putative 0.0107 0.0113 0.7393
Treponema pallidum leucyl-tRNA synthetase 0.0041 0.001 0.5
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0212 0.0277 0.0407
Onchocerca volvulus 0.0312 0.0432 1
Mycobacterium ulcerans methionyl-tRNA synthetase 0.0107 0.0113 1
Loa Loa (eye worm) MH2 domain-containing protein 0.1262 0.1916 0.1912
Brugia malayi TAR-binding protein 0.0195 0.025 0.025
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0131 0.015 0.0216
Echinococcus multilocularis tar DNA binding protein 0.0195 0.025 0.0366
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0212 0.0277 0.0277
Loa Loa (eye worm) pigment dispersing factor receptor c 0.067 0.0992 0.0987
Schistosoma mansoni serine/threonine protein kinase 0.2146 0.3297 0.3293
Echinococcus multilocularis lamin dm0 0.0162 0.0198 0.0289

Activities

Activity type Activity value Assay description Source Reference
Activity (binding) Inhibition of bovine brain MAOA ChEMBL. 18834112
Activity (binding) Inhibition of bovine brain MAOB ChEMBL. 18834112
ED100 (functional) = 0.21 ug ml-1 Cytotoxicity against human KB cells ChEMBL. 17336532
ED50 (functional) = 0.56 umol/L Cytotoxicity against human KB cells ChEMBL. 18329753

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.
 
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External resources for this compound

Bibliographic References

No literature references available for this target.

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