TDR Targets

Basic information

Technical information

Name: Unnamed compound
MW: 436.452 | Formula: C22H28O9
H donors: 3 H acceptors: 6 LogP: -0.33 Rotable bonds: 2
Rule of 5 violations (Lipinski): 1
SMILES: CC(=O)O[C@H]1C(=O)O[C@H]2[C@]34[C@@H]1[C@@H](C)[C@@H](O)[C@]([C@@H]4[C@@]1([C@@H](C2)C(=CC(=O)[C@H]1O)C)C)(OC3)O
InChi: 1S/C22H28O9/c1-8-5-12(24)17(26)20(4)11(8)6-13-21-7-29-22(28,19(20)21)16(25)9(2)14(21)15(18(27)31-13)30-10(3)23/h5,9,11,13-17,19,25-26,28H,6-7H2,1-4H3/t9-,11+,13-,14-,15-,16-,17-,19-,20-,21+,22-/m1/s1
InChiKey: OFHVBIQKCNMHKC-ISEFROCLSA-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
Echinococcus multilocularis	tyrosine protein kinase lyn tyrosine protein kinase blk	0.0436619	0.38782	0.378228
Brugia malayi	SH3 domain containing protein	0.0336199	0.276589	0.265254
Entamoeba histolytica	protein kinase, putative	0.09893	1	1
Brugia malayi	serine/threonine-protein kinase 6	0.09893	1	1
Echinococcus granulosus	epidermal growth factor receptor kinase	0.0336199	0.276589	0.265254
Schistosoma mansoni	proto-oncogene tyrosine-protein kinase abl1	0.0414606	0.363437	0.353462
Schistosoma mansoni	hypothetical protein	0.0336199	0.276589	0.265254
Brugia malayi	Variant SH3 domain containing protein	0.0336199	0.276589	0.265254
Echinococcus multilocularis	hematopoietic lineage cell specific protein	0.0336199	0.276589	0.265254
Echinococcus multilocularis	intersectin 2	0.0336199	0.276589	0.265254
Schistosoma mansoni	growth factor receptor-bound protein	0.0414606	0.363437	0.353462
Loa Loa (eye worm)	hypothetical protein	0.0336199	0.276589	0.265254
Brugia malayi	protein-tyrosine kinase	0.0336199	0.276589	0.265254
Onchocerca volvulus		0.0336199	0.276589	0.966847
Echinococcus granulosus	endophilin A3	0.0336199	0.276589	0.265254
Echinococcus granulosus	Spectrin alpha actinin	0.0336199	0.276589	0.265254
Schistosoma mansoni	dynamin-associated protein	0.0336199	0.276589	0.265254
Schistosoma mansoni	apoptosis stimulating of P53	0.0336199	0.276589	0.265254
Echinococcus multilocularis	serine:threonine protein kinase 12 B	0.09893	1	1
Echinococcus granulosus	serine:threonine protein kinase 12 B	0.09893	1	1
Schistosoma mansoni	sorbin	0.0336199	0.276589	0.265254
Echinococcus granulosus	tyrosine protein kinase Src64B	0.0436619	0.38782	0.378228
Echinococcus multilocularis	NCK adaptor protein	0.0414606	0.363437	0.353462
Entamoeba histolytica	hypothetical protein	0.0336199	0.276589	0.276589
Schistosoma mansoni	tyrosine kinase	0.0436619	0.38782	0.378228
Trichomonas vaginalis	AGC family protein kinase	0.09893	1	1
Onchocerca volvulus		0.0336199	0.276589	0.966847
Echinococcus granulosus	tyrosine protein kinase Fyn	0.0436619	0.38782	0.378228
Loa Loa (eye worm)	hypothetical protein	0.0414606	0.363437	0.353462
Echinococcus multilocularis	nostrin	0.0336199	0.276589	0.265254
Schistosoma mansoni	protein kinase	0.09893	1	1
Entamoeba histolytica	protein kinase , putative	0.09893	1	1
Schistosoma mansoni	development and differentiation-enhancing factor ddef	0.0336199	0.276589	0.265254
Echinococcus granulosus	breast cancer anti estrogen resistance protein	0.0336199	0.276589	0.265254
Brugia malayi	Fes/CIP4 homology domain containing protein	0.0336199	0.276589	0.265254
Brugia malayi	Tyrosine-protein kinase abl-1	0.0436619	0.38782	0.378228
Entamoeba histolytica	hypothetical protein	0.0336199	0.276589	0.276589
Echinococcus multilocularis	slit robo rho gtpase activating protein 1	0.0336199	0.276589	0.265254
Schistosoma mansoni	tyrosine kinase	0.0436619	0.38782	0.378228
Schistosoma mansoni	hypothetical protein	0.0336199	0.276589	0.265254
Brugia malayi	Variant SH3 domain containing protein	0.0336199	0.276589	0.265254
Schistosoma mansoni	run and tbc1 domain containing	0.0336199	0.276589	0.265254
Echinococcus granulosus	tyrosine protein kinase Src42A	0.0436619	0.38782	0.378228
Trypanosoma brucei	aurora B kinase	0.09893	1	1
Brugia malayi	serine/threonine protein kinase 6	0.09893	1	1
Onchocerca volvulus	Putative cortactin	0.0336199	0.276589	0.966847
Onchocerca volvulus		0.0344284	0.285545	1
Echinococcus multilocularis	tyrosine protein kinase Src64B	0.0436619	0.38782	0.378228
Loa Loa (eye worm)	p53BP2	0.0336199	0.276589	0.265254
Echinococcus granulosus	arf GAP with SH3 domain ANK repeat and PH	0.0336199	0.276589	0.265254
Trichomonas vaginalis	AGC family protein kinase	0.09893	1	1
Onchocerca volvulus		0.0336199	0.276589	0.966847
Entamoeba histolytica	serine/threonine protein kinase 6, putative	0.09893	1	1
Echinococcus granulosus	proto oncogene tyrosine protein kinase LCK	0.0436619	0.38782	0.378228
Echinococcus granulosus	3'partial\|tyrosine protein kinase Fgr	0.0436619	0.38782	0.378228
Loa Loa (eye worm)	hypothetical protein	0.0336199	0.276589	0.265254
Loa Loa (eye worm)	thyroid receptor interactor	0.0336199	0.276589	0.265254
Echinococcus multilocularis	breast cancer anti estrogen resistance protein	0.0336199	0.276589	0.265254
Entamoeba histolytica	serine/threonine- protein kinase 6, putative	0.09893	1	1
Echinococcus granulosus	tyrosine protein kinase Fyn	0.0436619	0.38782	0.378228
Schistosoma mansoni	dreadlocks/dock	0.0336199	0.276589	0.265254
Loa Loa (eye worm)	hypothetical protein	0.0336199	0.276589	0.265254
Giardia lamblia	Aurora kinase	0.09893	1	0.5
Echinococcus multilocularis	c src tyrosine kinase	0.0436619	0.38782	0.378228
Echinococcus granulosus	expressed protein	0.0336199	0.276589	0.265254
Schistosoma mansoni	Dab2-interacting protein-like	0.0336199	0.276589	0.265254
Trichomonas vaginalis	AGC family protein kinase	0.09893	1	1
Echinococcus multilocularis	proto oncogene tyrosine protein kinase LCK	0.0436619	0.38782	0.378228
Toxoplasma gondii	aurora kinase	0.09893	1	0.5
Loa Loa (eye worm)	hypothetical protein	0.0336199	0.276589	0.265254
Entamoeba histolytica	BAR/SH3 domain containing protein	0.0336199	0.276589	0.276589
Brugia malayi	Variant SH3 domain containing protein	0.0336199	0.276589	0.265254
Echinococcus granulosus	hematopoietic lineage cell specific protein	0.0336199	0.276589	0.265254
Brugia malayi	Variant SH3 domain containing protein	0.0336199	0.276589	0.265254
Brugia malayi	Sex muscle abnormal protein 5	0.0414606	0.363437	0.353462
Schistosoma mansoni	eps8-related protein	0.0336199	0.276589	0.265254
Schistosoma mansoni	C-fyn	0.0336199	0.276589	0.265254
Brugia malayi	Variant SH3 domain containing protein	0.0336199	0.276589	0.265254
Schistosoma mansoni	slit-robo rho gtpase activating protein	0.0336199	0.276589	0.265254
Brugia malayi	Spectrin alpha chain	0.0336199	0.276589	0.265254
Echinococcus multilocularis	tyrosine protein kinase Fyn	0.0436619	0.38782	0.378228
Echinococcus multilocularis	fch and double sh3 domains protein 2	0.0336199	0.276589	0.265254
Entamoeba histolytica	hypothetical protein, conserved	0.0336199	0.276589	0.276589
Entamoeba histolytica	hypothetical protein, conserved	0.0336199	0.276589	0.276589
Echinococcus granulosus	tyrosine protein kinase Lyn	0.0444704	0.396775	0.387323
Brugia malayi	Myosin tail family protein	0.0336199	0.276589	0.265254
Entamoeba histolytica	protein kinase, putative	0.0336199	0.276589	0.276589
Brugia malayi	Src substrate cortactin	0.0336199	0.276589	0.265254
Echinococcus multilocularis	epidermal growth factor receptor kinase	0.0336199	0.276589	0.265254
Loa Loa (eye worm)	hypothetical protein	0.0336199	0.276589	0.265254
Loa Loa (eye worm)	protein kinase C and casein kinase substrate in neurons protein 2	0.0336199	0.276589	0.265254
Loa Loa (eye worm)	sex muscle abnormal protein 5	0.0414606	0.363437	0.353462
Schistosoma mansoni	tyrosine kinase	0.0436619	0.38782	0.378228
Entamoeba histolytica	protein kinase, putative	0.09893	1	1
Brugia malayi	serine/threonine kinase 12	0.09893	1	1
Echinococcus granulosus	intersectin 2	0.0336199	0.276589	0.265254
Schistosoma mansoni	tyrosine kinase	0.0436619	0.38782	0.378228
Onchocerca volvulus	LIM and SH3 domain protein homolog	0.0336199	0.276589	0.966847
Loa Loa (eye worm)	guanylate kinase	0.0336199	0.276589	0.265254
Echinococcus multilocularis	tyrosine protein kinase Fgr	0.0436619	0.38782	0.378228
Schistosoma mansoni	sh3-containing grb2-like protein 1 (endophilin II)	0.0336199	0.276589	0.265254
Entamoeba histolytica	BAR/SH3 domain containing protein	0.0336199	0.276589	0.276589
Entamoeba histolytica	unconventional myosin IB	0.0336199	0.276589	0.276589
Echinococcus multilocularis	tyrosine protein kinase lyn lyn a protein tyrosine kinase lymphocyte specific protein tyrosine kinase	0.0436619	0.38782	0.378228
Echinococcus granulosus	nostrin	0.0336199	0.276589	0.265254
Loa Loa (eye worm)	AUR protein kinase	0.09893	1	1
Echinococcus multilocularis	aurora kinase A	0.09893	1	1
Entamoeba histolytica	serine/threonine- protein kinase 6 , putative	0.09893	1	1
Echinococcus multilocularis	arf GAP with SH3 domain, ANK repeat and PH	0.0336199	0.276589	0.265254
Brugia malayi	Peripheral plasma membrane protein CASK	0.0336199	0.276589	0.265254
Loa Loa (eye worm)	hypothetical protein	0.0336199	0.276589	0.265254
Echinococcus granulosus	c src tyrosine kinase	0.0436619	0.38782	0.378228
Plasmodium vivax	serine/threonine protein kinase 6, putative	0.09893	1	0.5
Loa Loa (eye worm)	AUR protein kinase	0.09893	1	1
Entamoeba histolytica	hypothetical protein	0.0336199	0.276589	0.276589
Schistosoma mansoni	proto-oncogene tyrosine-protein kinase src	0.0436619	0.38782	0.378228
Entamoeba histolytica	hypothetical protein	0.0336199	0.276589	0.276589
Echinococcus multilocularis	transfer RNA-Ala	0.0336199	0.276589	0.265254
Echinococcus granulosus	tyrosine protein kinase Fyn	0.0436619	0.38782	0.378228
Schistosoma mansoni	formin binding protein and related proteins	0.0336199	0.276589	0.265254
Loa Loa (eye worm)	hypothetical protein	0.0336199	0.276589	0.265254
Echinococcus multilocularis	tyrosine protein kinase Abl	0.0436619	0.38782	0.378228
Loa Loa (eye worm)	SRC-1	0.0436619	0.38782	0.378228
Echinococcus multilocularis	tyrosine protein kinase Fyn	0.0436619	0.38782	0.378228
Echinococcus multilocularis	endophilin A3	0.0336199	0.276589	0.265254
Loa Loa (eye worm)	protein-tyrosine kinase	0.0336199	0.276589	0.265254
Schistosoma mansoni	sorting nexin	0.0336199	0.276589	0.265254
Trypanosoma cruzi	aurora B kinase, putative	0.09893	1	1
Loa Loa (eye worm)	hypothetical protein	0.0336199	0.276589	0.265254
Schistosoma mansoni	growth factor receptor-bound protein	0.0414606	0.363437	0.353462
Plasmodium falciparum	serine/threonine protein kinase, putative	0.09893	1	0.5
Echinococcus multilocularis	growth factor receptor bound protein 2	0.0414606	0.363437	0.353462
Echinococcus multilocularis	Spectrin alpha actinin	0.0336199	0.276589	0.265254
Brugia malayi	Variant SH3 domain containing protein	0.0414606	0.363437	0.353462
Schistosoma mansoni	serine/threonine protein kinase	0.0358212	0.300972	0.290019
Echinococcus granulosus	growth factor receptor bound protein 2	0.0414606	0.363437	0.353462
Echinococcus granulosus	NCK adaptor protein	0.0414606	0.363437	0.353462
Schistosoma mansoni	cell polarity protein	0.0336199	0.276589	0.265254
Entamoeba histolytica	hypothetical protein	0.0336199	0.276589	0.276589
Brugia malayi	Variant SH3 domain containing protein	0.0414606	0.363437	0.353462
Echinococcus granulosus	aurora kinase A	0.09893	1	1
Entamoeba histolytica	SH2-protein kinase domain containing protein	0.010042	0.0154278	0.0154278
Entamoeba histolytica	hypothetical protein	0.0336199	0.276589	0.276589
Loa Loa (eye worm)	AUR protein kinase	0.09893	1	1
Entamoeba histolytica	hypothetical protein	0.0336199	0.276589	0.276589
Echinococcus multilocularis	tyrosine protein kinase Src42A	0.0436619	0.38782	0.378228
Echinococcus multilocularis	expressed protein	0.0336199	0.276589	0.265254
Echinococcus granulosus	src region	0.0336199	0.276589	0.265254
Entamoeba histolytica	protein kinase domain containing protein	0.09893	1	1
Schistosoma mansoni	nck2/grb4	0.0414606	0.363437	0.353462
Leishmania major	protein kinase, putative	0.09893	1	1
Echinococcus granulosus	slit robo rho gtpase activating protein 1	0.0336199	0.276589	0.265254
Loa Loa (eye worm)	hypothetical protein	0.0336199	0.276589	0.265254
Entamoeba histolytica	hypothetical protein	0.0336199	0.276589	0.276589
Onchocerca volvulus		0.0336199	0.276589	0.966847
Echinococcus multilocularis	rho guanine nucleotide exchange factor 7	0.0336199	0.276589	0.265254
Schistosoma mansoni	adapter molecule crk	0.0414606	0.363437	0.353462
Echinococcus granulosus	rho guanine nucleotide exchange factor 7	0.0336199	0.276589	0.265254
Brugia malayi	Variant SH3 domain containing protein	0.0336199	0.276589	0.265254
Schistosoma mansoni	signal transducing adapter molecule (stam)	0.0336199	0.276589	0.265254
Echinococcus granulosus	tyrosine protein kinase Btk29A	0.0436619	0.38782	0.378228
Echinococcus granulosus	fch and double sh3 domains protein 2	0.0336199	0.276589	0.265254
Brugia malayi	SRC-1	0.0436619	0.38782	0.378228
Schistosoma mansoni	serine/threonine protein kinase	0.09893	1	1
Trichomonas vaginalis	AGC family protein kinase	0.09893	1	1
Echinococcus multilocularis	tyrosine protein kinase Btk29A	0.0436619	0.38782	0.378228
Brugia malayi	Guanylate kinase family protein	0.0336199	0.276589	0.265254
Echinococcus multilocularis	tyrosine protein kinase Fyn	0.0436619	0.38782	0.378228
Loa Loa (eye worm)	variant SH3 domain-containing protein	0.0336199	0.276589	0.265254
Loa Loa (eye worm)	variant SH3 domain-containing protein	0.0414606	0.363437	0.353462

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (binding)		Inhibition of bovine brain MAOB	ChEMBL.	18834112
Activity (binding)		Inhibition of bovine brain MAOA	ChEMBL.	18834112
Activity (functional)		Antibacterial activity against Escherichia coli ATCC 25922 at 5 ug after 48 hrs by silica gel plate-based INT-formazan method	ChEMBL.	3110376
EC50 (functional)	= 0.2 uM	Induction of cell differentiation in human HL60 cells assessed as superoxide anion production after 4 days by NBT reduction assay	ChEMBL.	11754601
ED50 (functional)	= 6.8 ug ml-1	Cytotoxicity against human KB cells	ChEMBL.	7130986
IC50 (binding)		Inhibition of TPA-induced AP1 transfected in HEK293 cells assessed as inhibition of beta-lactamase reporter activity treated 1 hr before TPA stimulation measured after 18 hrs by luciferase reporter gene assay	ChEMBL.	19199792
IC50 (functional)	= 0.01 ug ml-1	Antimalarial activity against chloroquine-sensitive Plasmodium falciparum D6 after 48 hrs as LDH activity by Makler assay	ChEMBL.	8984156
IC50 (functional)	= 0.012 ug ml-1	Antimalarial activity against chloroquine-resistant Plasmodium falciparum W2 after 48 hrs as LDH activity by Makler assay	ChEMBL.	8984156
IC50 (functional)	= 0.162 ug ml-1	Antiamoebic activity against Entamoeba histolytica	ChEMBL.	No reference
IC50 (functional)	= 0.3 ug ml-1	Cytotoxicity against human BT549 cells after 2 to 7 days by neutral red assay	ChEMBL.	8984156
IC50 (functional)	= 0.5 ug ml-1	Cytotoxicity against human KB cells after 2 to 7 days by neutral red assay	ChEMBL.	8984156
IC50 (functional)	= 0.5 ug ml-1	Cytotoxicity against human SKOV3 cells after 2 to 7 days by neutral red assay	ChEMBL.	8984156
IC50 (functional)	= 1 ug ml-1	Cytotoxicity against human K562 cells after 2 to 7 days by neutral red assay	ChEMBL.	8984156
IC50 (functional)	= 0.2 uM	Antiproliferative activity against human HL60 cells assessed as inhibition of [3H]thymidine incorporation after 4 days by liquid scintillation counter	ChEMBL.	11754601
IC50 (functional)	= 0.5 uM	Cytotoxicity against human HL60 cells assessed as loss of membrane integrity after 4 days by trypan blue exclusion assay	ChEMBL.	11754601
T/C (functional)	= 127 %	In vivo antitumor activity against mouse P388 cells at 0.9 mg/kg relative to control	ChEMBL.	6619884
T/C (functional)	= 134 %	In vivo antitumor activity against mouse P388 cells at 1.9 mg/kg relative to control	ChEMBL.	6619884
T/C (functional)	= 136 %	In vivo antitumor activity against mouse P388 cells at 7.5 mg/kg relative to control	ChEMBL.	6619884
T/C (functional)	= 154 %	In vivo antitumor activity against mouse P388 cells at 3.8 mg/kg relative to control	ChEMBL.	6619884
T/C (functional)	= 159 %	In vivo antitumor activity against mouse P388 cells at 9 mg/kg relative to control	ChEMBL.	7264678

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference
Entamoeba histolytica	ChEMBL23
Plasmodium falciparum	ChEMBL23	8984156
Homo sapiens	ChEMBL23	11754601

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: CHEMBL519243

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 1016252