TDR Targets

Basic information

Technical information

Name: Unnamed compound
MW: 420.453 | Formula: C22H28O8
H donors: 0 H acceptors: 3 LogP: 1.85 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: CO[C@@]12CC[C@](O1)(C)/C=C/1\C(=C(C(=O)O1)COC(=O)C)[C@H](C[C@H]2C)OC(=O)C(=C)C
InChi: 1S/C22H28O8/c1-12(2)19(24)28-16-9-13(3)22(26-6)8-7-21(5,30-22)10-17-18(16)15(20(25)29-17)11-27-14(4)23/h10,13,16H,1,7-9,11H2,2-6H3/b17-10+/t13-,16+,21-,22+/m1/s1
InChiKey: YWFWDFNNMSZVOA-JXRWWANWSA-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

No synonyms found for this compound

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

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	hypothetical protein	0.0037	0.124	0.1177
Mycobacterium tuberculosis	Probable membrane bound polyketide synthase Pks6	0.004	0.1401	0.1401
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0053	0.2054	0.1997
Echinococcus granulosus	muscleblind protein	0.016	0.7192	0.7107
Schistosoma mansoni	hypothetical protein	0.0037	0.124	0.0974
Echinococcus granulosus	Basic leucine zipper bZIP transcription	0.0039	0.1338	0.1075
Mycobacterium ulcerans	membrane-associated oxidoreductase	0.0219	1	1
Schistosoma mansoni	transcription factor LCR-F1	0.0039	0.1338	0.1075
Onchocerca volvulus	Fatty acid synthase homolog	0.0048	0.1797	1
Mycobacterium ulcerans	Type I modular polyketide synthase	0.0027	0.0766	0.045
Toxoplasma gondii	beta-ketoacyl synthase, N-terminal domain-containing protein	0.0017	0.0314	0.0187
Mycobacterium tuberculosis	Phenolpthiocerol synthesis type-I polyketide synthase PpsD	0.0027	0.0766	0.0766
Mycobacterium ulcerans	phenolpthiocerol synthesis type-I polyketide synthase PpsA	0.0021	0.0514	0.0191
Echinococcus multilocularis	muscleblind protein 1	0.016	0.7192	0.7107
Wolbachia endosymbiont of Brugia malayi	2-polyprenyl-6-methoxyphenol 4-hydroxylase	0.0219	1	0.5
Loa Loa (eye worm)	AMP-binding enzyme family protein	0.0025	0.0681	0.0614
Entamoeba histolytica	hypothetical protein	0.0039	0.1338	0.5
Mycobacterium tuberculosis	Possible oxidoreductase	0.0219	1	1
Loa Loa (eye worm)	hypothetical protein	0.0045	0.1639	0.1579
Mycobacterium leprae	PROBABLE THIOESTERASE TESA	0.0022	0.0551	0.0229
Mycobacterium leprae	PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSA	0.0027	0.0766	0.045
Loa Loa (eye worm)	hypothetical protein	0.0053	0.2054	0.1997
Schistosoma mansoni	hypothetical protein	0.0039	0.1338	0.1075
Schistosoma mansoni	hypothetical protein	0.0219	1	1
Mycobacterium tuberculosis	Probable polyketide synthase Pks1	0.0019	0.0404	0.0404
Mycobacterium ulcerans	phenolpthiocerol synthesis type-I polyketide synthase PpsC	0.0028	0.0845	0.0533
Mycobacterium tuberculosis	Probable oxidoreductase	0.0219	1	1
Mycobacterium ulcerans	oxidoreductase	0.0219	1	1
Mycobacterium tuberculosis	Probable polyketide synthase Pks8	0.0022	0.0531	0.0531
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0049	0.1842	0.1594
Mycobacterium ulcerans	oxidoreductase GMC-type	0.0219	1	1
Mycobacterium ulcerans	FAD-dependent oxidoreductase	0.0219	1	1
Brugia malayi	hypothetical protein	0.0039	0.1338	0.1248
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription	0.0039	0.1338	0.1075
Loa Loa (eye worm)	hypothetical protein	0.016	0.7192	0.7172
Mycobacterium leprae	PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSC	0.0028	0.0845	0.0533
Loa Loa (eye worm)	hypothetical protein	0.016	0.7192	0.7172
Mycobacterium tuberculosis	Possible oxidoreductase	0.0219	1	1
Echinococcus multilocularis	muscleblind protein	0.016	0.7192	0.7107
Loa Loa (eye worm)	STAT protein	0.0191	0.8652	0.8642
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0053	0.2054	0.2105
Brugia malayi	AMP-binding enzyme family protein	0.0025	0.0681	0.0462
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0049	0.1842	0.1851
Schistosoma mansoni	monoxygenase	0.0219	1	1
Mycobacterium ulcerans	hypothetical protein	0.0219	1	1
Leishmania major	hypothetical protein, conserved	0.0219	1	0.5
Mycobacterium ulcerans	FAD-linked oxidoreductase	0.0219	1	1
Echinococcus multilocularis	protein MICAL 3	0.0219	1	1
Mycobacterium ulcerans	thioesterase	0.0022	0.0551	0.0229
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0049	0.1842	0.1594
Echinococcus granulosus	protein MICAL 3	0.0219	1	1
Mycobacterium leprae	Probable multifunctional mycocerosic acid synthase membrane associated enzyme Mas	0.0028	0.0845	0.0533
Trypanosoma brucei	kynurenine 3-monooxygenase, putative	0.0219	1	0.5
Toxoplasma gondii	FAD binding domain-containing protein	0.0219	1	1
Mycobacterium leprae	PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSD	0.0027	0.0766	0.045
Mycobacterium tuberculosis	Probable polyketide synthase Pks7	0.0028	0.0845	0.0845
Brugia malayi	latrophilin 2 splice variant baaae	0.0037	0.124	0.1131
Mycobacterium leprae	possibleputative FAD-linked oxidoreductase	0.0219	1	1
Loa Loa (eye worm)	latrophilin receptor protein 2	0.0017	0.0295	0.0225
Mycobacterium tuberculosis	Polyketide synthase Pks13	0.004	0.1401	0.1401
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0049	0.1842	0.1594
Echinococcus granulosus	ubiquinone biosynthesis monooxygenase COQ6	0.0219	1	1
Loa Loa (eye worm)	hypothetical protein	0.0017	0.0295	0.0225
Mycobacterium ulcerans	polyketide synthase	0.0027	0.0766	0.045
Plasmodium falciparum	FAD-dependent monooxygenase, putative	0.0219	1	0.5
Mycobacterium tuberculosis	Phenolpthiocerol synthesis type-I polyketide synthase PpsA	0.0027	0.0766	0.0766
Loa Loa (eye worm)	fatty acid synthase	0.0026	0.0748	0.0682
Mycobacterium ulcerans	phenolpthiocerol synthesis type-I polyketide synthase PpsB	0.0021	0.0514	0.0191
Mycobacterium ulcerans	multifunctional mycocerosic acid synthase membrane-associated Mas	0.0028	0.0845	0.0533
Mycobacterium ulcerans	thioesterase TesA	0.0022	0.0551	0.0229
Toxoplasma gondii	type I fatty acid synthase, putative	0.0019	0.0395	0.0269
Mycobacterium tuberculosis	Phenyloxazoline synthase MbtB (phenyloxazoline synthetase)	0.0025	0.0681	0.0681
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0049	0.1842	0.1594
Mycobacterium tuberculosis	Possible oxidoreductase	0.0219	1	1
Loa Loa (eye worm)	hypothetical protein	0.0219	1	1
Mycobacterium tuberculosis	Probable thioesterase TesA	0.0022	0.0551	0.0551
Onchocerca volvulus		0.0046	0.1717	0.9285
Brugia malayi	Beta-ketoacyl synthase, N-terminal domain containing protein	0.0027	0.0766	0.0563
Leishmania major	hypothetical protein, conserved	0.0219	1	0.5
Echinococcus multilocularis	ubiquinone biosynthesis monooxygenase COQ6	0.0219	1	1
Mycobacterium tuberculosis	Probable multifunctional mycocerosic acid synthase membrane-associated Mas	0.0028	0.0845	0.0845
Brugia malayi	STAT protein, DNA binding domain containing protein	0.0191	0.8652	1
Trypanosoma cruzi	hypothetical protein, conserved	0.0219	1	0.5
Brugia malayi	oxidoreductase, zinc-binding dehydrogenase family protein	0.0051	0.1916	0.1941
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0049	0.1842	0.1594
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0049	0.1842	0.1594
Mycobacterium ulcerans	polyketide synthase Pks13	0.004	0.1401	0.1108
Mycobacterium ulcerans	polyketide synthase	0.0028	0.0845	0.0533
Loa Loa (eye worm)	hypothetical protein	0.0015	0.02	0.013
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0049	0.1842	0.1783
Entamoeba histolytica	hypothetical protein	0.0039	0.1338	0.5
Entamoeba histolytica	hypothetical protein	0.0039	0.1338	0.5
Plasmodium vivax	hypothetical protein, conserved	0.0219	1	0.5
Trypanosoma cruzi	Monooxygenase, putative	0.0219	1	0.5
Plasmodium vivax	FAD-dependent monooxygenase, putative	0.0219	1	0.5
Mycobacterium leprae	Polyketide synthase Pks13	0.004	0.1401	0.1108
Mycobacterium tuberculosis	Polyketide synthase Pks2	0.0026	0.0726	0.0726
Mycobacterium leprae	Probable polyketide synthase Pks1	0.0028	0.0845	0.0533
Brugia malayi	Muscleblind-like protein	0.016	0.7192	0.8254
Mycobacterium ulcerans	hypothetical protein	0.0219	1	1
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0049	0.1842	0.1594
Mycobacterium ulcerans	Type I modular polyketide synthase	0.0027	0.0766	0.045
Toxoplasma gondii	FAD binding domain-containing protein	0.0219	1	1
Trypanosoma brucei	Monooxygenase, putative	0.0219	1	0.5
Mycobacterium leprae	PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSB	0.0021	0.0514	0.0191
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0053	0.2054	0.2105
Mycobacterium tuberculosis	Polyketide synthase Pks12	0.0028	0.0845	0.0845
Toxoplasma gondii	type I fatty acid synthase, putative	0.0028	0.0845	0.0725
Mycobacterium tuberculosis	Probable oxidoreductase	0.0219	1	1
Mycobacterium tuberculosis	Probable polyketide synthase Pks9	0.0015	0.0211	0.0211
Entamoeba histolytica	hypothetical protein	0.0039	0.1338	0.5
Mycobacterium ulcerans	phenolpthiocerol synthesis type-I polyketide synthase PpsD	0.0027	0.0766	0.045
Mycobacterium ulcerans	Type I modular polyketide synthase	0.0027	0.0766	0.045
Mycobacterium tuberculosis	Probable polyketide synthase Pks5	0.0026	0.0726	0.0726
Mycobacterium ulcerans	oxidoreductase	0.0219	1	1
Mycobacterium ulcerans	hypothetical protein	0.0219	1	1
Mycobacterium tuberculosis	Phenolpthiocerol synthesis type-I polyketide synthase PpsC	0.0027	0.0766	0.0766

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (functional)	= 1.5 uM	Antiinflammatory activity against LPS-induced NO production in mouse RAW264.7 cells assessed as reduction in nitrite level preincubated for 15 mins prior to LPS treatment by Griess method	ChEMBL.	22850207
Inhibition (binding)		Inhibition of Stat1 dimer DNA binding activity in EGF-stimulated mouse NIH3T3 nuclear extract expressing human EGFR at 5 uM preincubated for 30 mins followed by addition of radiolabeled probe hSIE for 30 mins by EMSA	ChEMBL.	26331426
Inhibition (binding)		Inhibition of Stat3 activity in human U251MG cells assessed as phosphorylated Stat3 level at 5 uM after 0.5 to 24 hrs by immunoblot analysis	ChEMBL.	26331426
Inhibition (binding)		Inhibition of Stat3 dimer DNA binding activity in mouse NIH3T3/vSrc nuclear extract at 5 uM preincubated for 30 mins followed by addition of radiolabeled probe hSIE for 30 mins by EMSA	ChEMBL.	26331426
Inhibition (functional)	= 98.8 %	Antiinflammatory activity against LPS-induced NO production in mouse RAW264.7 cells assessed as reduction in nitrite level at 50 uM preincubated for 15 mins prior to LPS treatment by Griess method	ChEMBL.	22850207
Survival (ADMET)	= 39.1 %	Cytotoxicity in human HEK293 cells assessed as survival at 50 uM	ChEMBL.	22850207

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Mus musculus	ChEMBL23	22850207

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: CHEMBL2062867

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.

Detailed information for compound 1664923