Detailed information for compound 559521

Basic information

Technical information
  • TDR Targets ID: 559521
  • Name: 2,3-dihydroxycyclohepta-2,4,6-trien-1-one
  • MW: 138.121 | Formula: C7H6O3
  • H donors: 2 H acceptors: 3 LogP: 1.3 Rotable bonds: 0
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=c1c(O)ccccc1O
  • InChi: 1S/C7H6O3/c8-5-3-1-2-4-6(9)7(5)10/h1-4H,(H2,8,9,10)
  • InChiKey: ABNPYUDYGCGOTK-UHFFFAOYSA-N  

Network

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Synonyms

  • 2,3-dihydroxy-1-cyclohepta-2,4,6-trienone
  • 7-hydroxytropolone
  • 33739-50-3
  • 34777-04-3
  • 2,4,6-CYCLOHEPTATRIEN-1-ONE, 2,3-DIHYDROXY-
  • 3-Hydroxytropolone
  • 4-08-00-01740 (Beilstein Handbook Reference)
  • BRN 3236699
  • ZINC03851560
  • 2,4,6-Cycloheptatrien-1-one, 2,7-dihydroxy-
  • 2,7-Dihydroxy-2,4,6-cycloheptatrien-1-one
  • 2,3-Dihydroxy-2,4,6-cycloheptatrien-1-one

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens dopamine beta-hydroxylase (dopamine beta-monooxygenase) Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni dopamine-beta-monooxygenase Get druggable targets OG5_129281 All targets in OG5_129281
Schistosoma japonicum ko:K00503 dopamine beta-monooxygenase [EC1.14.17.1], putative Get druggable targets OG5_129281 All targets in OG5_129281

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 brucei NADPH--cytochrome P450 reductase, putative 0.0280242 0.731365 1
Trypanosoma brucei NADPH-dependent diflavin oxidoreductase 1 0.0280242 0.731365 1
Brugia malayi Copper type II ascorbate-dependent monooxygenase, C-terminal domain containing protein 0.00914146 0.14007 0.191519
Brugia malayi hypothetical protein 0.0100246 0.167725 0.229331
Trypanosoma brucei NADPH--cytochrome P450 reductase, putative 0.0280242 0.731365 1
Schistosoma mansoni cytochrome P450 reductase 0.0280242 0.731365 1
Trichomonas vaginalis NADPH fad oxidoreductase, putative 0.0257105 0.658914 0.872195
Echinococcus multilocularis nischarin 0.0103297 0.17728 0.0629291
Loa Loa (eye worm) FAD binding domain-containing protein 0.0280242 0.731365 1
Leishmania major cytochrome P450 reductase, putative 0.0257105 0.658914 0.872195
Brugia malayi flavodoxin family protein 0.0280242 0.731365 1
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH 0.0366029 1 1
Entamoeba histolytica type A flavoprotein, putative 0.00992078 0.164474 0.5
Plasmodium vivax NADPH-cytochrome p450 reductase, putative 0.0280242 0.731365 1
Echinococcus multilocularis NADPH cytochrome P450 reductase 0.0280242 0.731365 1
Echinococcus multilocularis NADPH dependent diflavin oxidoreductase 1 0.0280242 0.731365 1
Onchocerca volvulus Nischarin homolog 0.0100246 0.167725 0.5
Entamoeba histolytica type A flavoprotein, putative 0.00992078 0.164474 0.5
Schistosoma mansoni 5-methyl tetrahydrofolate-homocysteine methyltransferase reductase 0.0181034 0.420705 0.474611
Entamoeba histolytica type A flavoprotein, putative 0.00992078 0.164474 0.5
Treponema pallidum flavodoxin 0.00992078 0.164474 0.5
Echinococcus granulosus NADPH cytochrome P450 reductase 0.0280242 0.731365 1
Giardia lamblia Nitric oxide synthase, inducible 0.0257105 0.658914 0.5
Leishmania major p450 reductase, putative 0.0280242 0.731365 1
Entamoeba histolytica type A flavoprotein, putative 0.00992078 0.164474 0.5
Trypanosoma cruzi cytochrome P450 reductase, putative 0.0280242 0.731365 1
Echinococcus granulosus methionine synthase reductase 0.0181034 0.420705 0.474611
Brugia malayi FAD binding domain containing protein 0.0280242 0.731365 1
Trypanosoma cruzi cytochrome P450 reductase, putative 0.0280242 0.731365 1
Loa Loa (eye worm) FAD binding domain-containing protein 0.0181034 0.420705 0.474611
Brugia malayi FAD binding domain containing protein 0.0181034 0.420705 0.575233
Loa Loa (eye worm) hypothetical protein 0.0280242 0.731365 1
Echinococcus granulosus nischarin 0.0103297 0.17728 0.0629291
Echinococcus multilocularis methionine synthase reductase 0.0181034 0.420705 0.474611
Toxoplasma gondii flavodoxin domain-containing protein 0.0122345 0.236925 0.5
Plasmodium vivax flavodoxin domain containing protein 0.0257105 0.658914 0.872195
Plasmodium falciparum nitric oxide synthase, putative 0.0280242 0.731365 1
Trypanosoma cruzi NADPH-dependent FMN/FAD containing oxidoreductase, putative 0.0280242 0.731365 1
Loa Loa (eye worm) flavodoxin family protein 0.00992078 0.164474 0.0412714
Loa Loa (eye worm) hypothetical protein 0.0100246 0.167725 0.0467702
Giardia lamblia Hypothetical protein 0.0257105 0.658914 0.5
Toxoplasma gondii flavodoxin domain-containing protein 0.0122345 0.236925 0.5
Trypanosoma cruzi p450 reductase, putative 0.0280242 0.731365 1
Brugia malayi flavodoxin family protein 0.00992078 0.164474 0.224886
Schistosoma mansoni diflavin oxidoreductase 0.0122345 0.236925 0.163802
Trichomonas vaginalis sulfite reductase, putative 0.0280242 0.731365 1
Chlamydia trachomatis sulfite reductase 0.0181034 0.420705 0.5
Leishmania major NADPH-cytochrome p450 reductase-like protein 0.0280242 0.731365 1
Schistosoma mansoni NADPH flavin oxidoreductase 0.0157897 0.348254 0.35208
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH 0.0366029 1 1
Brugia malayi Copper type II ascorbate-dependent monooxygenase, C-terminal domain containing protein 0.00914146 0.14007 0.191519
Entamoeba histolytica type A flavoprotein, putative 0.00992078 0.164474 0.5
Trypanosoma brucei NADPH-cytochrome p450 reductase, putative 0.0280242 0.731365 1
Schistosoma mansoni dopamine-beta-monooxygenase 0.016782 0.379325 0.404629
Echinococcus granulosus NADPH dependent diflavin oxidoreductase 1 0.0280242 0.731365 1
Mycobacterium tuberculosis Probable flavin-containing monoamine oxidase AofH (amine oxidase) (MAO) 0.0340252 0.919283 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 1.7 uM Cytotoxicity against human MRC5 cells ChEMBL. 25089179
IC50 (binding) = 2 uM Inhibition of dopamine beta-oxygenase (unknown origin) ChEMBL. 25089179
IC50 (functional) = 2.2 uM Cytotoxicity against mouse B16 cells ChEMBL. 25089179
IC50 (functional) = 8.7 uM Antimalarial activity against Plasmodium falciparum FCR-3/Gambia ChEMBL. 25089179
MIC (functional) = 45 uM Antibacterial activity against Escherichia coli NIHJ ChEMBL. 25089179

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 25089179
Mus musculus ChEMBL23 25089179
Plasmodium falciparum ChEMBL23 25089179

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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