TDR Targets

Basic information

Technical information

TDR Targets ID: 65750
Name: 4-[(1,8-dihydroxy-9-oxo-10H-anthracen-2-yl)me thyl]benzoic acid
MW: 360.359 | Formula: C22H16O5
H donors: 3 H acceptors: 5 LogP: 4.64 Rotable bonds: 3
Rule of 5 violations (Lipinski): 1
SMILES: OC(=O)c1ccc(cc1)Cc1ccc2c(c1O)C(=O)c1c(C2)cccc1O
InChi: 1S/C22H16O5/c23-17-3-1-2-14-11-15-8-9-16(20(24)19(15)21(25)18(14)17)10-12-4-6-13(7-5-12)22(26)27/h1-9,23-24H,10-11H2,(H,26,27)
InChiKey: RTDKVRGMJUYJST-UHFFFAOYSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

4-[(1,8-dihydroxy-9-keto-10H-anthracen-2-yl)methyl]benzoic acid

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Bos taurus	Arachidonate 5-lipoxygenase	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Echinococcus multilocularis	arachidonate 5 lipoxygenase	Get druggable targets OG5_127482	All targets in OG5_127482
Schistosoma mansoni	lipoxygenase	Get druggable targets OG5_127482	All targets in OG5_127482
Echinococcus granulosus	arachidonate 5 lipoxygenase	Get druggable targets OG5_127482	All targets in OG5_127482
Schistosoma japonicum	ko:K00461 arachidonate 5-lipoxygenase [EC1.13.11.34], putative	Get druggable targets OG5_127482	All targets in OG5_127482
Schistosoma japonicum	IPR001024,Lipoxygenase, LH2;IPR013819,Lipoxygenase, C-terminal,domain-containing	Get druggable targets OG5_127482	All targets in OG5_127482
Schistosoma mansoni	lipoxygenase	Get druggable targets OG5_127482	All targets in OG5_127482

By sequence similarity to non orthologous known druggable targets

No druggable targets predicted by sequence similarity

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus granulosus	arachidonate 5 lipoxygenase	0.0142	0.0229	0.0229
Schistosoma mansoni	fkbp-rapamycin associated protein	0.0106	0.0092	0.2269
Brugia malayi	Phosphatidylinositol 3- and 4-kinase family protein	0.0189	0.0405	1
Trypanosoma cruzi	phosphatidylinositol 3-related kinase, putative	0.0189	0.0405	0.0978
Loa Loa (eye worm)	hypothetical protein	0.0106	0.0092	0.2269
Schistosoma mansoni	ataxia telangiectasia mutated (atm)-related	0.0189	0.0405	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Echinococcus multilocularis	FKBP12 rapamycin complex associated protein	0.0189	0.0405	0.0405
Echinococcus granulosus	phosphatidylinositol 3 and 4 kinase	0.0189	0.0405	0.0405
Trypanosoma cruzi	Phosphatidylinositol 3-kinase tor2	0.0189	0.0405	0.0978
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Loa Loa (eye worm)	phosphatidylinositol 3	0.0189	0.0405	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0106	0.0092	0.2269
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Trypanosoma cruzi	phosphatidylinositol 3-related kinase, putative	0.0189	0.0405	0.0978
Schistosoma mansoni	lipoxygenase	0.01	0.0066	0.1624
Echinococcus granulosus	FKBP12 rapamycin complex associated protein	0.0189	0.0405	0.0405
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Trichomonas vaginalis	conserved hypothetical protein	0.0119	0.0138	0.3411
Schistosoma mansoni	ataxia telangiectasia mutated (atm)	0.0106	0.0092	0.2269
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Trypanosoma brucei	FAT domain/Rapamycin binding domain/Phosphatidylinositol 3- and 4-kinase, putative	0.0119	0.0138	0.1478
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Entamoeba histolytica	FKBP-rapamycin associated protein (FRAP), putative	0.0189	0.0405	1
Entamoeba histolytica	phosphatidylinositol3-kinaseTor2, putative	0.0189	0.0405	1
Echinococcus multilocularis	DNA dependent protein kinase catalytic subunit	0.2709	1	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0106	0.0092	0.2269
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0106	0.0092	0.2269
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0119	0.0138	0.3411
Trypanosoma brucei	phosphatidylinositol 3-related kinase, putative	0.0189	0.0405	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Leishmania major	hypothetical protein, conserved	0.0984	0.3432	1
Brugia malayi	Phosphatidylinositol 3- and 4-kinase family protein	0.0106	0.0092	0.2269
Trypanosoma brucei	phosphatidylinositol 4-kinase, putative	0.0189	0.0405	1
Toxoplasma gondii	non-specific serine/threonine protein kinase	0.0119	0.0138	0.1478
Schistosoma mansoni	phosphatidylinositol 3-and 4-kinase	0.0189	0.0405	1
Trypanosoma brucei	target of rapamycin kinase 3, putative	0.0189	0.0405	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0106	0.0092	0.2269
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Toxoplasma gondii	target of rapamycin (TOR), putative	0.0189	0.0405	1
Echinococcus multilocularis	serine:threonine protein kinase SMG1	0.0106	0.0092	0.0092
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0106	0.0092	0.2269
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Trypanosoma cruzi	hypothetical protein, conserved	0.0947	0.3294	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Trypanosoma brucei	Phosphatidylinositol 3-kinase tor1	0.0189	0.0405	1
Trypanosoma cruzi	target of rapamycin kinase 3	0.0189	0.0405	0.0978
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Echinococcus granulosus	serine:threonine protein kinase SMG1	0.0106	0.0092	0.0092
Giardia lamblia	GTOR	0.0189	0.0405	0.5
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Loa Loa (eye worm)	hypothetical protein	0.0119	0.0138	0.3411
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Echinococcus granulosus	serine protein kinase ATM	0.0106	0.0092	0.0092
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Brugia malayi	Phosphatidylinositol 3- and 4-kinase family protein	0.0189	0.0405	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0106	0.0092	0.2269
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0106	0.0092	0.2269
Trypanosoma cruzi	Phosphatidylinositol 3-kinase tor1	0.0189	0.0405	0.0978
Echinococcus multilocularis	phosphatidylinositol 3 and 4 kinase	0.0189	0.0405	0.0405
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Brugia malayi	Phosphatidylinositol 3- and 4-kinase family protein	0.0106	0.0092	0.2269
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Echinococcus multilocularis	arachidonate 5 lipoxygenase	0.0142	0.0229	0.0229
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0106	0.0092	0.2269
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Schistosoma mansoni	lipoxygenase	0.0142	0.0229	0.5651
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Echinococcus multilocularis	serine protein kinase ATM	0.0106	0.0092	0.0092
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.0405	1
Loa Loa (eye worm)	phosphatidylinositol 3	0.0189	0.0405	1
Trypanosoma brucei	phosphatidylinositol 3-kinase, putative	0.0189	0.0405	1

Activities

Activity type	Activity value	Assay description	Source	Reference
DD (binding)	< 0.15 uM	Antioxidant activity, measuring Deoxyribose degradation (DD) as a measure of hydroxyl radical formation.	ChEMBL.	9276024
DD (functional)	< 0.25 uM of MDA mM-1	Deoxyribose degradation as a measure of hydroxy radical formation.	ChEMBL.	8201600
IC50 (functional)	= 2 uM	5-LO inhibitory activity, measured by production of 5-hydroxyeicosatetraenoic acid (5-HETE) and leukotriene B4 (LTB4) in bovine polymorphonuclear leukocytes	ChEMBL.	9276024
IC50 (binding)	= 2 uM	Inhibition of 5-lipoxygenase in bovine polymorphonuclear leukocytes	ChEMBL.	8201600
IC50 (functional)	= 2 uM	5-LO inhibitory activity, measured by production of 5-hydroxyeicosatetraenoic acid (5-HETE) and leukotriene B4 (LTB4) in bovine polymorphonuclear leukocytes	ChEMBL.	9276024
IC50 (binding)	= 2 uM	Inhibition of 5-lipoxygenase in bovine polymorphonuclear leukocytes	ChEMBL.	8201600
IC50 (functional)	= 2.6 uM	Antiproliferative activity (AA) against HaCaT keratinocytes.	ChEMBL.	9276024
IC50 (functional)	= 2.6 uM	Antiproliferative activity against HaCaT cells	ChEMBL.	8201600
IC50 (functional)	= 2.6 uM	Antiproliferative activity (AA) against HaCaT keratinocytes.	ChEMBL.	9276024
IC50 (functional)	= 2.6 uM	Antiproliferative activity against HaCaT cells	ChEMBL.	8201600
IC50 (functional)	= 62 uM	Inhibition of 2,2'-azobis(2-aminopropane)hydrochloride (AAPH) induced lipid peroxidation in bovine brain phospholipid liposomes	ChEMBL.	8201600
kDPPH (functional)	= 9.9 M-1 s-1	Reducing activity against 2,2-diphenyl-1-picrylhydrazyl (DPPH) with equimolar compound	ChEMBL.	8201600
logP (ADMET)	= 4.1	Partition coefficient (logP) (HPLC)	ChEMBL.	8201600

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Homo sapiens	ChEMBL23	8201600

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

ChEMBL: CHEMBL45410
PubChem: 10428583

Bibliographic References

2 literature references were collected for this gene.

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Detailed information for compound 65750