Detailed information for compound 332290

Basic information

Technical information
  • TDR Targets ID: 332290
  • Name: [(3aR,4R,9aS,9bR)-6,9-dimethyl-3-methylidene- 2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4, 5-b]furan-4-yl] 2-methylprop-2-enoate
  • MW: 328.359 | Formula: C19H20O5
  • H donors: 0 H acceptors: 3 LogP: 2.07 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC1=CC(=O)C2=C(C)C[C@H]([C@@H]3[C@@H]([C@@H]12)OC(=O)C3=C)OC(=O)C(=C)C
  • InChi: 1S/C19H20O5/c1-8(2)18(21)23-13-7-10(4)14-12(20)6-9(3)15(14)17-16(13)11(5)19(22)24-17/h6,13,15-17H,1,5,7H2,2-4H3/t13-,15+,16-,17-/m1/s1
  • InChiKey: KFNIILPAQWDAJK-XLNGHYISSA-N  


Substructure search Similarity search

Network

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Synonyms

  • [(3aR,4R,9aS,9bR)-6,9-dimethyl-3-methylene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-methylprop-2-enoate
  • 2-methyl-2-propenoic acid [(3aR,4R,9aS,9bR)-6,9-dimethyl-3-methylene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] ester
  • 2-methylacrylic acid [(3aR,4R,9aS,9bR)-2,7-diketo-6,9-dimethyl-3-methylene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] ester
  • 2-methylprop-2-enoic acid [(3aR,4R,9aS,9bR)-6,9-dimethyl-3-methylene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] ester
  • 2-methylacrylic acid [(3aR,4R,9aS,9bR)-2,7-diketo-6,9-dimethyl-3-methylene-4,5,9a,9b-tetrahydro-3aH-azuleno[5,4-d]furan-4-yl] ester
  • 2-One-8beta-methacryloyloxy-guaia-1(10),3,11(13)-trien-6alpha,12-olide
  • 2-propenoic acid, 2-methyl-, (3aR,4R,9aS,9bR)-2,3,3a,4,5,7,9a,9b-octahydro-6,9-dimethyl-3-methylene-2,7-dioxoazuleno[4,5-b]furan-4-yl ester
  • InChI=1/C19H20O5/c1-8(2)18(21)23-13-7-10(4)14-12(20)6-9(3)15(14)17-16(13)11(5)19(22)24-17/h6,13,15-17H,1,5,7H2,2-4H3/t13-,15+,16-,17-/m1/s
  • (3aR,4R,9aS,9bR)-6,9-dimethyl-3-methylene-2,7-dioxo-2,3,3a,4,5,7,9a,9b-octahydroazuleno[4,5-b]furan-4-yl rel-2-methylacrylate
  • 2-Methyl-acrylic acid 6,9-dimethyl-3-methylene-2,7-dioxo-2,3,3a,4,5,7,9a,9b-octahydro-azuleno[4,5-b]furan-4-yl ester

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
Schistosoma mansoni Lysine-specific histone demethylase 1 0.0258 0.0363 1
Trypanosoma cruzi UDP-galactopyranose mutase 0.0258 0.0363 0.5
Plasmodium falciparum chorismate synthase 0.1097 0.2734 1
Echinococcus multilocularis 0.0258 0.0363 1
Mycobacterium ulcerans oxidoreductase 0.0258 0.0363 0.0363
Plasmodium vivax chorismate synthase 0.1097 0.2734 1
Toxoplasma gondii chorismate synthase, putative 0.1097 0.2734 1
Mycobacterium tuberculosis Probable chorismate synthase AroF (5-enolpyruvylshikimate-3-phosphate phospholyase) 0.0541 0.1162 0.1253
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH 0.3668 1 1
Loa Loa (eye worm) hypothetical protein 0.0421 0.0822 1
Schistosoma mansoni CDGSH-type Zn finger-containing protein-like protein 0.0252 0.0346 0.9537
Chlamydia trachomatis UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0204 0.0209 0.0765
Loa Loa (eye worm) hypothetical protein 0.0258 0.0363 0.1758
Mycobacterium ulcerans monoamine oxidase 0.0258 0.0363 0.0363
Loa Loa (eye worm) hypothetical protein 0.0258 0.0363 0.1758
Schistosoma mansoni hypothetical protein 0.0252 0.0346 0.9537
Brugia malayi gamma-aminobutyric-acid receptor beta subunit precursor 0.0262 0.0372 1
Mycobacterium leprae PROBABLE PROTOPORPHYRINOGEN OXIDASE HEMY (PROTOPORPHYRINOGEN-IX OXIDASE) (PROTOPORPHYRINOGENASE) (PPO) 0.0258 0.0363 0.3122
Mycobacterium leprae Chorismate synthase AroF (5-enolpyruvylshikimate-3-phosphate phospholyase). 0.0541 0.1162 1
Chlamydia trachomatis protoporphyrinogen oxidase 0.0258 0.0363 0.1327
Mycobacterium ulcerans 3-phosphoshikimate 1-carboxyvinyltransferase 0.0334 0.0576 0.0576
Echinococcus granulosus lysine specific histone demethylase 1A 0.0258 0.0363 1
Schistosoma mansoni amine oxidase 0.0258 0.0363 1
Mycobacterium ulcerans UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0204 0.0209 0.0209
Toxoplasma gondii shikimate dehydrogenase substrate binding domain-containing protein 0.0334 0.0576 0.0902
Echinococcus multilocularis lysine specific histone demethylase 1A 0.0258 0.0363 1
Mycobacterium leprae probable 3-phosphoshikimate 1-carboxyvinyl transferase AroA (5-ENOLPYRUVYLSHIKIMATE-3-PHOSPHATE SYNTHASE) (EPSP SYNTHASE) (EPSPS 0.0334 0.0576 0.4962
Mycobacterium tuberculosis Possible oxidoreductase 0.0258 0.0363 0.0391
Loa Loa (eye worm) hypothetical protein 0.0262 0.0372 0.1929
Wolbachia endosymbiont of Brugia malayi UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0204 0.0209 0.5
Loa Loa (eye worm) hypothetical protein 0.0258 0.0363 0.1758
Echinococcus multilocularis protoporphyrinogen oxidase 0.0258 0.0363 1
Schistosoma mansoni Protoporphyrinogen oxidase chloroplast/mitochondrial precursor 0.0258 0.0363 1
Loa Loa (eye worm) hypothetical protein 0.0258 0.0363 0.1758
Treponema pallidum UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0204 0.0209 0.5
Echinococcus granulosus lysine specific histone demethylase 1A 0.0258 0.0363 1
Chlamydia trachomatis chorismate synthase 0.1097 0.2734 1
Loa Loa (eye worm) hypothetical protein 0.0258 0.0363 0.1758
Chlamydia trachomatis phosphoshikimate 1-carboxyl vinyltransferase 0.0334 0.0576 0.2109
Mycobacterium tuberculosis Conserved hypothetical protein 0.0258 0.0363 0.0391
Trypanosoma cruzi UDP-galactopyranose mutase 0.0258 0.0363 0.5
Mycobacterium ulcerans dehydrogenase 0.0258 0.0363 0.0363
Leishmania major UDP-galactopyranose mutase 0.0258 0.0363 0.5
Onchocerca volvulus 0.0258 0.0363 0.5
Mycobacterium tuberculosis Probable flavin-containing monoamine oxidase AofH (amine oxidase) (MAO) 0.341 0.927 1
Loa Loa (eye worm) hypothetical protein 0.0258 0.0363 0.1758
Mycobacterium ulcerans chorismate synthase 0.1097 0.2734 0.2734
Schistosoma mansoni amine oxidase 0.0258 0.0363 1
Mycobacterium ulcerans protoporphyrinogen oxidase 0.0258 0.0363 0.0363

Activities

Activity type Activity value Assay description Source Reference
IC100 (binding) = 10 uM Concentration required for complete inhibition of Nuclear factor kappa B DNA binding ChEMBL. 15537359
IC100 (binding) = 10 uM Inhibition of NFkappaB DNA binding by EMSA ChEMBL. 16570920
IC100 (binding) = 10 uM Concentration required for complete inhibition of Nuclear factor kappa B DNA binding ChEMBL. 15537359
IC100 (binding) = 10 uM Inhibition of NFkappaB DNA binding by EMSA ChEMBL. 16570920
pIC100 (binding) = -1 Concentration required for complete inhibition of Nuclear factor kappa B DNA binding ChEMBL. 15537359
pIC100 (binding) = -1 Concentration required for complete inhibition of Nuclear factor kappa B DNA binding ChEMBL. 15537359

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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