TDR Targets

Basic information

Technical information

TDR Targets ID: 79912
Name: (E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[[(2S,3S )-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl] methyl]oxan-2-yl]-1-(4-methoxyphenyl)-3-methy lbut-2-en-1-one
MW: 434.523 | Formula: C24H34O7
H donors: 3 H acceptors: 4 LogP: 2.29 Rotable bonds: 9
Rule of 5 violations (Lipinski): 1
SMILES: COc1ccc(cc1)C(=O)/C=C(/C[C@@H]1OC[C@@H]([C@H]([C@H]1O)O)C[C@@H]1O[C@H]1[C@H]([C@@H](O)C)C)\C
InChi: 1S/C24H34O7/c1-13(9-19(26)16-5-7-18(29-4)8-6-16)10-20-23(28)22(27)17(12-30-20)11-21-24(31-21)14(2)15(3)25/h5-9,14-15,17,20-25,27-28H,10-12H2,1-4H3/b13-9+/t14-,15-,17-,20-,21-,22+,23-,24-/m0/s1
InChiKey: NIRHLZMZSFNIRU-LFHFVPMRSA-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

(E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[[(2S,3S)-3-[(1S,2S)-2-hydroxy-1-methyl-propyl]oxiran-2-yl]methyl]tetrahydropyran-2-yl]-1-(4-methoxyphenyl)-3-methyl-but-2-en-1-one
(E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[[(2S,3S)-3-[(1S,2S)-2-hydroxy-1-methylpropyl]-2-oxiranyl]methyl]-2-tetrahydropyranyl]-1-(4-methoxyphenyl)-3-methyl-2-buten-1-one
(E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl]oxan-2-yl]-1-(4-methoxyphenyl)-3-methyl-but-2-en-1-one
(E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[[(2S,3S)-3-[(1S,2S)-2-hydroxy-1-methylpropyl]-2-oxiranyl]methyl]-2-tetrahydropyranyl]-1-(4-methoxyphenyl)-3-methylbut-2-en-1-one

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 granulosus	fructose 16 bisphosphate aldolase	0.0323	0.9266	1
Trypanosoma brucei	glucose-6-phosphate isomerase, glycosomal	0.0048	0.0643	0.0408
Mycobacterium tuberculosis	Probable fructose-bisphosphate aldolase Fba	0.0169	0.4443	1
Treponema pallidum	fructose-bisphosphate aldolase	0.0346	1	1
Plasmodium vivax	fructose 1,6-bisphosphate aldolase, putative	0.0323	0.9266	1
Trypanosoma brucei	6-phosphogluconolactonase	0.0125	0.3064	0.31
Echinococcus granulosus	6 phosphogluconolactonase	0.0125	0.3064	0.3024
Schistosoma mansoni	6-phosphogluconolactonase	0.0125	0.3064	0.31
Trypanosoma brucei	pyruvate kinase 1	0.004	0.0375	0.0109
Giardia lamblia	Pyruvate kinase	0.004	0.0375	0.0101
Brugia malayi	fructose-bisphosphate aldolase 2	0.0323	0.9266	1
Trypanosoma cruzi	6-phosphogluconolactonase, putative	0.0125	0.3064	0.31
Trichomonas vaginalis	pyruvate kinase, putative	0.004	0.0375	0.0101
Loa Loa (eye worm)	hypothetical protein	0.004	0.0375	0.0405
Toxoplasma gondii	fructose-1,6-bisphosphate aldolase	0.0323	0.9266	1
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0346	1	1
Echinococcus multilocularis	fructose bisphosphate aldolase class I	0.0323	0.9266	1
Giardia lamblia	Glucose-6-phosphate isomerase	0.0048	0.0643	0.0377
Echinococcus multilocularis	fructose 1,6 bisphosphate aldolase	0.0323	0.9266	1
Mycobacterium leprae	Probable fructose bisphosphate aldolase Fba	0.0169	0.4443	1
Loa Loa (eye worm)	hypothetical protein	0.0048	0.0643	0.0694
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0346	1	1
Toxoplasma gondii	glucose-6-phosphate isomerase GPI	0.0048	0.0643	0.0408
Loa Loa (eye worm)	pyruvate kinase	0.004	0.0375	0.0405
Plasmodium vivax	glucose-6-phosphate isomerase, putative	0.0048	0.0643	0.0408
Trichomonas vaginalis	glucose-6-phosphate isomerase, putative	0.0048	0.0643	0.0377
Treponema pallidum	glucose-6-phosphate 1-dehydrogenase	0.0125	0.3064	0.2587
Trypanosoma cruzi	pyruvate kinase 2, putative	0.004	0.0375	0.0109
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0346	1	1
Trypanosoma brucei	pyruvate kinase 1, putative	0.004	0.0375	0.0109
Trypanosoma cruzi	fructose-bisphosphate aldolase, glycosomal, putative	0.0323	0.9266	1
Schistosoma mansoni	fructose 16-bisphosphate aldolase	0.0323	0.9266	1
Echinococcus multilocularis	pyruvate kinase	0.004	0.0375	0.0285
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0346	1	1
Trypanosoma brucei	fructose-bisphosphate aldolase, glycosomal, putative	0.0323	0.9266	1
Trichomonas vaginalis	glucose-6-phosphate isomerase, putative	0.0048	0.0643	0.0377
Loa Loa (eye worm)	pyruvate kinase	0.004	0.0375	0.0405
Trypanosoma cruzi	pyruvate kinase 2, putative	0.004	0.0375	0.0109
Leishmania major	fructose-1,6-bisphosphate aldolase	0.0323	0.9266	1
Schistosoma mansoni	pyruvate kinase	0.004	0.0375	0.0109
Leishmania major	glucose-6-phosphate isomerase	0.0048	0.0643	0.0408
Entamoeba histolytica	glucose-6-phosphate isomerase, putative	0.0048	0.0643	0.0643
Brugia malayi	6-phosphogluconolactonase family protein	0.0125	0.3064	0.3024
Giardia lamblia	Fructose-bisphosphate aldolase	0.0346	1	1
Loa Loa (eye worm)	phosphoglucose isomerase	0.0048	0.0643	0.0694
Loa Loa (eye worm)	fructose-bisphosphate aldolase 1	0.0323	0.9266	1
Loa Loa (eye worm)	pyruvate kinase	0.004	0.0375	0.0405
Leishmania major	pyruvate kinase	0.004	0.0375	0.0109
Echinococcus granulosus	fructose 16 bisphosphate aldolase	0.0323	0.9266	1
Plasmodium vivax	pyruvate kinase, putative	0.004	0.0375	0.0109
Echinococcus multilocularis	glucose 6 phosphate isomerase	0.0048	0.0643	0.0579
Echinococcus multilocularis	fructose 1,6 bisphosphate aldolase	0.0323	0.9266	1
Schistosoma mansoni	pyruvate kinase	0.004	0.0375	0.0109
Trypanosoma cruzi	fructose-bisphosphate aldolase, glycosomal, putative	0.0323	0.9266	1
Echinococcus granulosus	fructose bisphosphate aldolase class I	0.0323	0.9266	1
Plasmodium falciparum	glucose-6-phosphate isomerase	0.0048	0.0643	0.0408
Loa Loa (eye worm)	6-phosphogluconolactonase	0.0125	0.3064	0.3306
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0346	1	1
Trichomonas vaginalis	pyruvate kinase, putative	0.004	0.0375	0.0101
Mycobacterium ulcerans	6-phosphogluconolactonase	0.0125	0.3064	0.661
Toxoplasma gondii	fructose-bisphosphate aldolase, putative	0.0323	0.9266	1
Leishmania major	6-phosphogluconolactonase	0.0125	0.3064	0.31
Mycobacterium leprae	Probable 6-phosphogluconolactonase DevB (6PGL)	0.0125	0.3064	0.661
Echinococcus granulosus	glucose 6 phosphate isomerase	0.0048	0.0643	0.0302
Schistosoma mansoni	fructose 16-bisphosphate aldolase	0.0323	0.9266	1
Entamoeba histolytica	fructose-1,6-bisphosphate aldolase, putative	0.0346	1	1
Trypanosoma cruzi	fructose-bisphosphate aldolase, glycosomal, putative	0.0323	0.9266	1
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0346	1	1
Echinococcus granulosus	fructose 16 bisphosphate aldolase	0.0323	0.9266	1
Brugia malayi	glucose phosphate isomerase a	0.0048	0.0643	0.0302
Schistosoma mansoni	6-phosphogluconolactonase	0.0125	0.3064	0.31
Chlamydia trachomatis	6-phosphogluconolactonase	0.0125	0.3064	1
Onchocerca volvulus	Pyruvate kinase homolog	0.004	0.0375	0.5
Mycobacterium leprae	Probable glucose-6-phosphate isomerase Pgi (phosphoglucose isomerase) (phosphohexose isomerase) (PHI)	0.0048	0.0643	0.0659
Trypanosoma cruzi	fructose-bisphosphate aldolase, glycosomal, putative	0.0323	0.9266	1
Plasmodium falciparum	fructose-bisphosphate aldolase	0.0323	0.9266	1
Brugia malayi	fructose-bisphosphate aldolase 1	0.0323	0.9266	1
Echinococcus multilocularis	fructose 1,6 bisphosphate aldolase	0.0323	0.9266	1
Echinococcus multilocularis	6 phosphogluconolactonase	0.0125	0.3064	0.3223
Schistosoma mansoni	glucose-6-phosphate isomerase	0.0048	0.0643	0.0408
Loa Loa (eye worm)	fructose-bisphosphate aldolase 2	0.0323	0.9266	1
Mycobacterium tuberculosis	Probable glucose-6-phosphate isomerase Pgi (GPI) (phosphoglucose isomerase) (phosphohexose isomerase) (phi)	0.0048	0.0643	0.0659
Trypanosoma cruzi	6-phosphogluconolactonase, putative	0.0125	0.3064	0.31
Plasmodium falciparum	pyruvate kinase	0.004	0.0375	0.0109
Chlamydia trachomatis	glucose-6-phosphate isomerase	0.0048	0.0643	0.0998
Echinococcus multilocularis	pyruvate kinase	0.004	0.0375	0.0285
Onchocerca volvulus	Pyruvate kinase homolog	0.004	0.0375	0.5
Trypanosoma cruzi	glucose-6-phosphate isomerase, glycosomal, putative	0.0048	0.0643	0.0408
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0346	1	1
Mycobacterium tuberculosis	Probable 6-phosphogluconolactonase DevB (6PGL)	0.0089	0.1922	0.3803
Entamoeba histolytica	glucosamine-6-phosphate isomerase, putative	0.0036	0.0277	0.0277
Trypanosoma cruzi	glucose-6-phosphate isomerase, glycosomal, putative	0.0048	0.0643	0.0408
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0346	1	1
Toxoplasma gondii	fructose-1,6-bisphosphate aldolase	0.0323	0.9266	1
Toxoplasma gondii	pyruvate kinase PyK1	0.004	0.0375	0.0109
Mycobacterium ulcerans	fructose-bisphosphate aldolase	0.0169	0.4443	1
Leishmania major	pyruvate kinase	0.004	0.0375	0.0109
Onchocerca volvulus	Pyruvate kinase homolog	0.004	0.0375	0.5
Mycobacterium ulcerans	glucose-6-phosphate isomerase	0.0048	0.0643	0.0659

Activities

Activity type	Activity value	Assay description	Source	Reference
AUC (ADMET)	= 106 ug min-1 ml-1	The area under curve of the compound was determined in vivo in mouse blood level after oral administration at dose 50 mk/kg e-1	ChEMBL.	10406653
AUC (ADMET)	= 106 ug min-1 ml-1	The area under curve of the compound was determined in vivo in mouse blood level after oral administration at dose 50 mk/kg e-1	ChEMBL.	10406653
AUC (ADMET)	= 336 ug min-1 ml-1	The area under curve of the compound was determined in vivo in mouse blood level after subcutaneous administration at dose 50 mk/kg e-1	ChEMBL.	10406653
AUC (ADMET)	= 336 ug min-1 ml-1	The area under curve of the compound was determined in vivo in mouse blood level after subcutaneous administration at dose 50 mk/kg e-1	ChEMBL.	10406653
Bound (functional)	= 79 %	The compound was tested for its percentage serum binding affinity in mouse tested in vivo	ChEMBL.	10406653
Bound (functional)	= 79 %	The compound was tested for its percentage serum binding affinity in mouse tested in vivo	ChEMBL.	10406653
Bound (binding)	= 96 %	The compound was tested for its percentage serum binding affinity in human tested in vivo	ChEMBL.	10406653
CD50 (functional)	= 12 mg kg-1	Concentration required to protect 50% of the mice from death after s.c. administration of compound tested in vivo	ChEMBL.	10406653
CD50 (functional)	= 12 mg kg-1	Concentration required to protect 50% of the mice from death after s.c. administration of compound tested in vivo	ChEMBL.	10406653
CD50 (functional)	= 18 mg kg-1	Concentration required to protect 50% of the mice from death after oral administration of compound tested in vivo	ChEMBL.	10406653
CD50 (functional)	= 18 mg kg-1	Concentration required to protect 50% of the mice from death after oral administration of compound tested in vivo	ChEMBL.	10406653
MIC (functional)	= 0.03 ug ml-1	In vitro antibacterial activity of the compound was tested against isoleucyl-tRNA synthetase from Haemophilus influenzae Q1	ChEMBL.	10406653
MIC (functional)	= 0.03 ug ml-1	In vitro antibacterial activity of the compound was tested against isoleucyl-tRNA synthetase from Haemophilus influenzae Q1	ChEMBL.	10406653
MIC (functional)	= 0.25 ug ml-1	In vitro antibacterial activity of the compound was tested against isoleucyl-tRNA synthetase from Streptococcus pyogenes CN10	ChEMBL.	10406653
MIC (functional)	= 0.25 ug ml-1	In vitro antibacterial activity of the compound was tested against isoleucyl-tRNA synthetase from Streptococcus pneumoniae PU7	ChEMBL.	10406653
MIC (functional)	= 0.25 ug ml-1	In vitro antibacterial activity of the compound was tested against isoleucyl-tRNA synthetase from Moraxella catarrhalis 1502	ChEMBL.	10406653
MIC (functional)	= 0.25 ug ml-1	In vitro antibacterial activity of the compound was tested against isoleucyl-tRNA synthetase from Streptococcus pyogenes CN10	ChEMBL.	10406653
MIC (functional)	= 0.25 ug ml-1	In vitro antibacterial activity of the compound was tested against isoleucyl-tRNA synthetase from Streptococcus pneumoniae PU7	ChEMBL.	10406653
MIC (functional)	= 0.25 ug ml-1	In vitro antibacterial activity of the compound was tested against isoleucyl-tRNA synthetase from Moraxella catarrhalis 1502	ChEMBL.	10406653
MIC (functional)	= 0.5 ug ml-1	In vitro antibacterial activity of the compound was tested against isoleucyl-tRNA synthetase from Staphylococcus aureus Oxford	ChEMBL.	10406653
MIC (functional)	= 0.5 ug ml-1	In vitro antibacterial activity of the compound was tested against isoleucyl-tRNA synthetase from Staphylococcus aureus Oxford	ChEMBL.	10406653

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.

External resources for this compound

ChEMBL: CHEMBL292405
PubChem: 10598955

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 79912