Detailed information for compound 973587

Basic information

Technical information
  • TDR Targets ID: 973587
  • Name: 5-hydroxy-3-(1-hydroxy-6-methyl-5,8-dioxonaph thalen-2-yl)-2-methylnaphthalene-1,4-dione
  • MW: 374.343 | Formula: C22H14O6
  • H donors: 2 H acceptors: 6 LogP: 3.75 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1C(=CC(=O)c2c1ccc(c2O)C1=C(C)C(=O)c2c(C1=O)c(O)ccc2)C
  • InChi: 1S/C22H14O6/c1-9-8-15(24)18-13(19(9)25)7-6-12(21(18)27)16-10(2)20(26)11-4-3-5-14(23)17(11)22(16)28/h3-8,23,27H,1-2H3
  • InChiKey: ITGPISXKMZIRAV-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 5-hydroxy-3-(1-hydroxy-6-methyl-5,8-dioxo-2-naphthyl)-2-methyl-naphthalene-1,4-dione
  • 5-hydroxy-3-(1-hydroxy-6-methyl-5,8-dioxo-2-naphthyl)-2-methylnaphthalene-1,4-dione
  • 5-hydroxy-3-(1-hydroxy-5,8-diketo-6-methyl-2-naphthyl)-2-methyl-1,4-naphthoquinone
  • 5-hydroxy-3-(1-hydroxy-6-methyl-5,8-dioxo-naphthalen-2-yl)-2-methyl-naphthalene-1,4-dione
  • Chitranone
  • [2,2'-Binaphthalene]-1,4,5',8'-tetrone, 1',8-dihydroxy-3,6'-dimethyl-
  • AIDS-231686
  • AIDS231686

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 multilocularis neuropeptide receptor A26 0.0448 1 1
Echinococcus granulosus dipeptidyl aminopeptidaseprotein 0.0182 0.335 0.335
Echinococcus multilocularis histone acetyltransferase MYST2 0.0055 0.0167 0.0167
Echinococcus granulosus neuropeptide receptor A26 0.0448 1 1
Echinococcus granulosus endonuclease exonuclease phosphatase 0.019 0.3548 0.3548
Leishmania major dipeptidyl-peptidase 8-like serine peptidase, putative,serine peptidase, Clan SC, Family S9B 0.0061 0.0325 1
Echinococcus granulosus Dipeptidyl peptidase 9 0.0061 0.0325 0.0325
Schistosoma mansoni hypothetical protein 0.0171 0.308 0.5025
Loa Loa (eye worm) MBCTL1 0.0055 0.0167 0.0499
Loa Loa (eye worm) CMGC/MAPK/ERK1 protein kinase 0.0049 0.0028 0.0084
Toxoplasma gondii dipeptidyl peptidase iv (dpp iv) n-terminal region domain-containing protein 0.0061 0.0325 0.0728
Echinococcus granulosus suppression of tumorigenicity 18 protein 0.0055 0.0167 0.0167
Trypanosoma cruzi dipeptidyl-peptidase 8-like serine peptidase 0.0061 0.0325 1
Echinococcus multilocularis mitogen activated protein kinase 0.0049 0.0028 0.0028
Brugia malayi prolyl oligopeptidase family protein 0.0182 0.335 1
Echinococcus granulosus mitogen activated protein kinase 0.0049 0.0028 0.0028
Schistosoma mansoni dipeptidyl-peptidase 9 (S09 family) 0.0061 0.0325 0.0531
Brugia malayi MAP kinase sur-1 0.0049 0.0028 0.0084
Echinococcus granulosus mitogen activated protein kinase 3 0.0049 0.0028 0.0028
Echinococcus multilocularis Dipeptidyl peptidase 9 0.0061 0.0325 0.0325
Echinococcus multilocularis dipeptidyl aminopeptidaseprotein 0.0182 0.335 0.335
Echinococcus multilocularis neuropeptide s receptor 0.0448 1 1
Schistosoma mansoni subfamily S9B unassigned peptidase (S09 family) 0.0182 0.335 0.5466
Schistosoma mansoni hypothetical protein 0.0293 0.6129 1
Trichomonas vaginalis CMGC family protein kinase 0.0049 0.0028 0.5
Toxoplasma gondii 1,3-beta-glucan synthase component protein 0.0212 0.4108 1
Trichomonas vaginalis CMGC family protein kinase 0.0049 0.0028 0.5
Trypanosoma brucei serine peptidase, Clan SC, Family S9B 0.0061 0.0325 1
Echinococcus granulosus geminin 0.0171 0.308 0.308
Loa Loa (eye worm) STAT protein 0.0159 0.2766 0.8258
Trichomonas vaginalis CMGC family protein kinase 0.0049 0.0028 0.5
Trypanosoma brucei Dipeptidyl-peptidase 8-like, putative 0.0061 0.0325 1
Loa Loa (eye worm) prolyl oligopeptidase 0.0182 0.335 1
Giardia lamblia Kinase, CMGC MAPK 0.0049 0.0028 0.5
Brugia malayi STAT protein, DNA binding domain containing protein 0.0159 0.2766 0.8258
Schistosoma mansoni hypothetical protein 0.0171 0.308 0.5025
Echinococcus multilocularis mitogen activated protein kinase 3 0.0049 0.0028 0.0028
Trichomonas vaginalis CMGC family protein kinase 0.0049 0.0028 0.5
Schistosoma mansoni serine/threonine protein kinase 0.0049 0.0028 0.0046
Brugia malayi prolyl oligopeptidase family protein 0.0061 0.0325 0.0971
Echinococcus granulosus histone acetyltransferase MYST2 0.0055 0.0167 0.0167
Echinococcus multilocularis endonuclease exonuclease phosphatase 0.019 0.3548 0.3548
Schistosoma mansoni myelin transcription factor 1 myt1 0.0055 0.0167 0.0273
Brugia malayi C2-HC type zinc finger protein C.e-MyT1 0.0055 0.0167 0.0499
Echinococcus multilocularis geminin 0.0171 0.308 0.308
Trypanosoma cruzi serine peptidase, Clan SC, Family S9B 0.0061 0.0325 1
Loa Loa (eye worm) hypothetical protein 0.0055 0.0167 0.0499
Echinococcus multilocularis suppression of tumorigenicity 18 protein 0.0055 0.0167 0.0167
Onchocerca volvulus Dipeptidyl peptidase family member 1 homolog 0.0182 0.335 1

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 10 ug ml-1 Antifungal activity against Cryptococcus neoformans assessed as 99.9 % growth inhibition after 18 hrs by zone-of-inhibition assay ChEMBL. 15270571
Activity (functional) = 10 ug ml-1 Antifungal activity against Saccharomyces cerevisiae assessed as 99.9 % growth inhibition after 18 hrs by zone-of-inhibition assay ChEMBL. 15270571
Activity (functional) > 1000 ug ml-1 Antimicrobial activity against Candida albicans assessed as 99.9 % growth inhibition after 18 hrs by zone-of-inhibition assay ChEMBL. 15270571
ED50 (functional) = 0.3 ug ml-1 Cytotoxicity against human KB cells ChEMBL. 15270571
ED50 (functional) = 1.1 ug ml-1 Cytotoxicity against human Lu1 cells ChEMBL. 15270571
ED50 (ADMET) = 2.1 ug ml-1 Cytotoxicity against human HUVEC ChEMBL. 15270571
ED50 (functional) = 2.2 ug ml-1 Cytotoxicity against human LNCAP cells ChEMBL. 15270571
IC50 (functional) = 3 ug ml-1 Antifungal activity against Cryptococcus neoformans after 18 hrs by zone-of-inhibition assay ChEMBL. 15270571
IC50 (functional) = 3 ug ml-1 Antifungal activity against Saccharomyces cerevisiae after 18 hrs by zone-of-inhibition assay ChEMBL. 15270571
IC50 (functional) = 10 ug ml-1 Antifungal activity against Candida albicans after 18 hrs by zone-of-inhibition assay ChEMBL. 15270571

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Cryptococcus neoformans ChEMBL23 15270571
Saccharomyces cerevisiae ChEMBL23 15270571
Candida albicans ChEMBL23 15270571

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

No literature references available for this target.

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