Detailed information for compound 589916
Basic information
Technical information
- TDR Targets ID: 589916
- Name: (6R,7R)-6,7-dihydroxy-1,6-dimethyl-8,9-dihydr o-7H-naphtho[1,2-g]benzofuran-10,11-dione
- MW: 312.317 | Formula: C18H16O5
-
H donors: 2
H acceptors: 4
LogP: 1.19
Rotable bonds: 0
Rule of 5 violations (Lipinski): 1 - SMILES: O[C@@H]1CCc2c([C@@]1(C)O)ccc1c2C(=O)C(=O)c2c1occ2C
- InChi: 1S/C18H16O5/c1-8-7-23-17-10-3-5-11-9(4-6-12(19)18(11,2)22)14(10)16(21)15(20)13(8)17/h3,5,7,12,19,22H,4,6H2,1-2H3/t12-,18-/m1/s1
- InChiKey: RTKDBIDPGKCZJS-KZULUSFZSA-N
Network
Hover on a compound node to display the structore
Synonyms
- (6R,7R)-6,7-dihydroxy-1,6-dimethyl-8,9-dihydro-7H-naphtho[1,2-g][1]benzofuran-10,11-dione
- (6R,7R)-6,7-dihydroxy-1,6-dimethyl-8,9-dihydro-7H-naphtho[1,2-g]benzofuran-10,11-quinone
- przewaquinone D
- (6R,7R)-6,7-dihydroxy-1,6-dimethyl-8,9-dihydro-7H-naphtho[8,7-g][1]benzoxole-10,11-dione
- (6R,7R)-6,7-dihydroxy-1,6-dimethyl-8,9-dihydro-7H-naphtho[8,7-g]benzofuran-10,11-dione
- (6R,7R)-6,7-dihydroxy-1,6-dimethyl-8,9-dihydro-7H-naphtho[8,7-g]benzofuran-10,11-quinone
- 96839-30-4
- Phenanthro(1,2-b)furan-10,11-dione, 6,7,8,9-tetrahydro-6,7-dihydroxy-1,6-dimethyl-
- Przewaquinone E
Targets
Known targets for this compound
| Species | Target name | Source | Bibliographic reference |
|---|---|---|---|
| Homo sapiens | enhancer of zeste 2 polycomb repressive complex 2 subunit | References | |
| Homo sapiens | SUZ12 polycomb repressive complex 2 subunit | Starlite/ChEMBL | References |
| Homo sapiens | retinoblastoma binding protein 7 | Starlite/ChEMBL | References |
| Homo sapiens | retinoblastoma binding protein 4 | References | |
| Homo sapiens | embryonic ectoderm development | References |
Predicted pathogen targets for this compound
By orthology
By sequence similarity to non orthologous known druggable targets
| Species | Potential target | Known druggable target | Length | Alignment span | Identity |
|---|---|---|---|---|---|
| Trypanosoma brucei | ribosome assembly protein RRB1, putative | retinoblastoma binding protein 7 | 469 aa | 414 aa | 23.9 % |
| Trypanosoma brucei | predicted WD40 repeat protein | retinoblastoma binding protein 4 | 424 aa | 420 aa | 23.6 % |
| Trypanosoma cruzi | POC1 centriolar protein homolog | embryonic ectoderm development | 441 aa | 355 aa | 20.9 % |
Obtained from network model
Ranking Plot
Putative Targets List
| Species | Potential target | Raw | Global | Species |
|---|---|---|---|---|
| Toxoplasma gondii | RbAp48 | 0.0015 | 0 | 0.5 |
| Plasmodium falciparum | chromatin assembly factor 1 protein WD40 domain, putative | 0.0015 | 0 | 0.5 |
| Echinococcus granulosus | histone lysine N methyltransferase Ez | 0.0114 | 0.2624 | 0.2624 |
| Onchocerca volvulus | 0.0093 | 0.207 | 0.5 | |
| Loa Loa (eye worm) | SET domain-containing protein | 0.0114 | 0.2624 | 0.9638 |
| Plasmodium falciparum | chromatin assembly factor 1 P55 subunit, putative | 0.0015 | 0 | 0.5 |
| Brugia malayi | SET domain containing protein | 0.0114 | 0.2624 | 0.9638 |
| Schistosoma mansoni | hypothetical protein | 0.0393 | 1 | 1 |
| Giardia lamblia | Histone acetyltransferase type B subunit 2 | 0.0015 | 0 | 0.5 |
| Brugia malayi | WD domain containing protein | 0.0115 | 0.2645 | 1 |
| Echinococcus granulosus | polycomb protein EED | 0.0115 | 0.2645 | 0.2645 |
| Schistosoma mansoni | embryonic ectoderm development protein | 0.0115 | 0.2645 | 0.2645 |
| Plasmodium vivax | chromatin assembly factor 1 protein WD40 domain, putative | 0.0015 | 0 | 0.5 |
| Entamoeba histolytica | WD domain containing protein | 0.0015 | 0 | 0.5 |
| Toxoplasma gondii | WD domain, G-beta repeat-containing protein | 0.0015 | 0 | 0.5 |
| Schistosoma mansoni | enhancer of zeste ezh | 0.0114 | 0.2624 | 0.2624 |
| Echinococcus multilocularis | polycomb protein suz12 A | 0.0393 | 1 | 1 |
| Plasmodium vivax | chromatin assembly factor 1 P55 subunit, putative | 0.0015 | 0 | 0.5 |
| Plasmodium vivax | chromatin assembly factor 1 P55 subunit, putative | 0.0015 | 0 | 0.5 |
| Echinococcus multilocularis | histone lysine N methyltransferase E(z) | 0.0114 | 0.2624 | 0.2624 |
| Toxoplasma gondii | RbAp46 | 0.0015 | 0 | 0.5 |
| Leishmania major | hypothetical protein, conserved | 0.0015 | 0 | 0.5 |
| Loa Loa (eye worm) | WD domain-containing protein | 0.0115 | 0.2645 | 1 |
| Plasmodium falciparum | chromatin assembly factor 1 subunit, putative | 0.0015 | 0 | 0.5 |
| Echinococcus multilocularis | polycomb protein EED | 0.0115 | 0.2645 | 0.2645 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| GI50 (functional) | = 10.6 uM | Cytotoxicity against human Daudi cells assessed as growth inhibition after 72 hrs by WST-1 assay | ChEMBL. | 24767850 |
| IC50 (binding) | = 0.55 uM | Inhibition of EZH2 histone methyltransferase activity in EZH2/SUZ12/EED protein complex (unknown origin) using histone H3 peptide/S-adenosylmethionine as substrate after 2 hrs by TR-FRET assay | ChEMBL. | 24767850 |
| Inhibition (binding) | Mixed-type inhibition of EZH2 histone methyltransferase activity in EZH2/SUZ12/EED/RbAp46/48 protein complex (unknown origin) using histone H3 peptide/varying concentration of S-adenosylmethionine as substrate after 2 hrs by Lineweaver-Burk plot analysis | ChEMBL. | 24767850 | |
| Inhibition (binding) | Inhibition of EZH2 histone methyltransferase activity in EZH2/SUZ12/EED protein complex (unknown origin) using histone H3 peptide/S-adenosylmethionine as substrate after 2 hrs by TR-FRET assay | ChEMBL. | 24767850 | |
| Inhibition (binding) | = 50 % | Inhibition of EZH2 histone methyltransferase in human pfeiffer cells assessed as inhibition of H3K27me3 methylation at 3 uM after 72 hrs by ELISA | ChEMBL. | 24767850 |
| Inhibition (binding) | = 50 % | Inhibition of EZH2 histone methyltransferase in human pfeiffer cells assessed as inhibition of H3K27me3 methylation at 3 uM after 48 hrs by Western blotting analysis | ChEMBL. | 24767850 |
| Ki (binding) | = 194 nM | Competitive inhibition of EZH2 histone methyltransferase activity in EZH2/SUZ12/EED/RbAp46/48 (unknown origin) using histone H3 peptide/varying concentration of S-adenosylmethionine as substrate after 2 hrs by Lineweaver-Burk plot analysis | ChEMBL. | 24767850 |
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.
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
- Search by CAS
- ChEMBL: CHEMBL3287734
- PubChem: 126072
Bibliographic References
1 literature reference was collected for this gene.
If you have references for this compound, please enter them in a user comment (below) or Contact us.