TDR Targets

Basic information

Technical information

TDR Targets ID: 289503
Name: [5-tert-butyl-4-[[6-hydroxy-2-[2-(4-hydroxyph enyl)ethyl]-2-methyl-4-oxo-3H-pyran-5-yl]sulf anyl]-2-methylphenyl] 4-fluorobenzenesulfonat e
MW: 600.718 | Formula: C31H33FO7S2
H donors: 2 H acceptors: 5 LogP: 7.54 Rotable bonds: 9
Rule of 5 violations (Lipinski): 2
SMILES: Oc1ccc(cc1)CCC1(C)CC(=O)C(=C(O1)O)Sc1cc(C)c(cc1C(C)(C)C)OS(=O)(=O)c1ccc(cc1)F
InChi: 1S/C31H33FO7S2/c1-19-16-27(24(30(2,3)4)17-26(19)39-41(36,37)23-12-8-21(32)9-13-23)40-28-25(34)18-31(5,38-29(28)35)15-14-20-6-10-22(33)11-7-20/h6-13,16-17,33,35H,14-15,18H2,1-5H3
InChiKey: MBLTWHSSOKWQPT-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

[5-tert-butyl-4-[[6-hydroxy-2-[2-(4-hydroxyphenyl)ethyl]-2-methyl-4-oxo-3H-pyran-5-yl]sulfanyl]-2-methyl-phenyl] 4-fluorobenzenesulfonate
4-fluorobenzenesulfonic acid [5-tert-butyl-4-[[6-hydroxy-2-[2-(4-hydroxyphenyl)ethyl]-2-methyl-4-oxo-3H-pyran-5-yl]thio]-2-methylphenyl] ester
4-fluorobenzenesulfonic acid [5-tert-butyl-4-[[6-hydroxy-2-[2-(4-hydroxyphenyl)ethyl]-4-keto-2-methyl-3H-pyran-5-yl]thio]-2-methyl-phenyl] ester
[5-tert-butyl-4-[[2-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-6-methyl-4-oxo-5H-pyran-3-yl]sulfanyl]-2-methylphenyl] 4-fluorobenzenesulfonate
[5-tert-butyl-4-[[2-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-6-methyl-4-oxo-5H-pyran-3-yl]sulfanyl]-2-methyl-phenyl] 4-fluorobenzenesulfonate
4-fluorobenzenesulfonic acid [5-tert-butyl-4-[[2-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-6-methyl-4-oxo-5H-pyran-3-yl]thio]-2-methylphenyl] ester
4-fluorobenzenesulfonic acid [5-tert-butyl-4-[[2-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-4-keto-6-methyl-5H-pyran-3-yl]thio]-2-methyl-phenyl] ester
263842-90-6
(+-)-Benzenesulfonic acid, 4-fluoro-, 4-((5,6-dihydro-4-hydroxy-6-(2-(4-hydroxyphenyl)ethyl)-6-methyl-2-oxo-2H-pyran-3-yl)thio)-5-(1,1-dimethylethyl)-2-methylphenyl ester
(+/-)-Benzenesulfonic acid, 4-fluoro-, 4-[[5,6-dihydro-4-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-6-methyl-2-oxo-2H-pyran-3-yl]thio]-5-(1,1-dimethylethyl)-2-methylphenyl ester
Dihydropyran-2-one deriv. 45
AIDS-089243
AIDS089243

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 protease	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Schistosoma mansoni	intracisternal A-particle retropepsin (A02 family)	Get druggable targets OG5_131408	All targets in OG5_131408

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Entamoeba histolytica	retroviral aspartyl protease domain-containing protein	Human immunodeficiency virus type 1 protease	99 aa	103 aa	31.1 %
Entamoeba histolytica	retroviral aspartyl protease domain-containing protein	Human immunodeficiency virus type 1 protease	99 aa	103 aa	31.1 %
Candida albicans	dethiobiotin synthetase	Human immunodeficiency virus type 1 protease	99 aa	90 aa	22.2 %
Giardia lamblia	DNA-directed RNA polymerase subunit D	Human immunodeficiency virus type 1 protease	99 aa	90 aa	27.8 %
Candida albicans	dethiobiotin synthetase	Human immunodeficiency virus type 1 protease	99 aa	90 aa	22.2 %
Mycobacterium leprae	Hypothetical protein	Human immunodeficiency virus type 1 protease	99 aa	86 aa	27.9 %
Echinococcus multilocularis	Chromobox protein 3	Human immunodeficiency virus type 1 protease	99 aa	95 aa	28.4 %
Trypanosoma brucei	variant surface glycoprotein (VSG), putative	Human immunodeficiency virus type 1 protease	99 aa	80 aa	27.5 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus multilocularis	sodium:potassium dependent atpase beta subunit	0.0335	0.1975	0.4097
Mycobacterium tuberculosis	Probable isocitrate lyase AceAb [second part] (isocitrase) (isocitratase) (Icl)	0.0525	0.3252	0.5
Echinococcus granulosus	sodium:potassium dependent atpase beta subunit	0.0335	0.1975	0.4097
Echinococcus granulosus	Ca2 transporting ATPase plasma membrane	0.0065	0.016	0.009
Mycobacterium ulcerans	isocitrate lyase AceAb	0.0525	0.3252	1
Echinococcus multilocularis	calcium transporting ATPase type 2C member	0.0065	0.016	0.009
Echinococcus granulosus	sodium:potassium transporting ATPase subunit	0.0335	0.1975	0.4097
Loa Loa (eye worm)	hypothetical protein	0.0335	0.1975	0.4248
Loa Loa (eye worm)	hypothetical protein	0.0115	0.0496	0.1067
Brugia malayi	Calcium-transporting ATPase sarcoplasmic/endoplasmic reticulum type	0.0065	0.016	0.0345
Loa Loa (eye worm)	hypothetical protein	0.0059	0.0119	0.0257
Trichomonas vaginalis	plasma membrane calcium-transporting ATPase, putative	0.0065	0.016	1
Echinococcus granulosus	calcium transporting ATPase type 2C member	0.0065	0.016	0.009
Mycobacterium ulcerans	isocitrate lyase Icl	0.0525	0.3252	1
Brugia malayi	Sodium/potassium-transporting ATPase alpha chain, putative	0.0148	0.0719	0.1546
Schistosoma mansoni	sodium/potassium-dependent atpase beta subunit	0.0335	0.1975	0.1878
Brugia malayi	Protein-tyrosine phosphatase containing protein	0.0733	0.465	1
Trypanosoma brucei	calcium-translocating P-type ATPase	0.0065	0.016	1
Schistosoma mansoni	sodium/potassium-dependent atpase beta subunit	0.0335	0.1975	0.1878
Mycobacterium ulcerans	metal cation transporter p-type ATPase a	0.0166	0.0838	0.2193
Trypanosoma cruzi	plasma membrane Ca2+ ATPase	0.0059	0.0119	0.7455
Echinococcus multilocularis	Ca2+ transporting ATPase plasma membrane	0.0065	0.016	0.009
Echinococcus multilocularis	sodium:potassium dependent atpase beta subunit	0.0335	0.1975	0.4097
Entamoeba histolytica	calcium-transporting P-type ATPase, putative	0.0065	0.016	1
Trypanosoma cruzi	Calcium ATPase SERCA-like	0.0059	0.0119	0.7455
Schistosoma mansoni	transmemberane protein	0.0335	0.1975	0.1878
Onchocerca volvulus		0.0335	0.1975	1
Echinococcus multilocularis	nervana 2	0.0335	0.1975	0.4097
Plasmodium vivax	P-type ATPase4, putative	0.0065	0.016	0.5
Loa Loa (eye worm)	hypothetical protein	0.0335	0.1975	0.4248
Echinococcus multilocularis	tyrosine protein phosphatase non receptor type	0.0733	0.465	1
Echinococcus granulosus	nervana 2	0.0335	0.1975	0.4097
Echinococcus granulosus	nervana 2	0.0335	0.1975	0.4097
Echinococcus granulosus	sodium:potassium dependent atpase beta subunit	0.0335	0.1975	0.4097
Giardia lamblia	Potassium-transporting ATPase alpha chain 1	0.0172	0.0879	1
Brugia malayi	Na,K-ATPase alpha subunit	0.0172	0.0879	0.189
Echinococcus multilocularis	sodium:potassium transporting ATPase subunit	0.0335	0.1975	0.4097
Toxoplasma gondii	plasma membrane-type Ca(2+)-ATPase A1 PMCAA1	0.0065	0.016	1
Leishmania major	calcium-transporting ATPase, putative	0.0065	0.016	1
Plasmodium falciparum	calcium-transporting ATPase	0.0065	0.016	0.5
Trypanosoma brucei	calcium motive p-type ATPase, putative	0.0065	0.016	1
Loa Loa (eye worm)	hypothetical protein	0.0107	0.0438	0.0943
Schistosoma mansoni	sodium/potassium-dependent atpase beta subunit	0.0335	0.1975	0.1878
Echinococcus granulosus	nervana 2	0.0335	0.1975	0.4097
Loa Loa (eye worm)	hypothetical protein	0.0172	0.0879	0.189
Echinococcus granulosus	nervana 2	0.0335	0.1975	0.4097
Plasmodium falciparum	non-SERCA-type Ca2+ -transporting P-ATPase	0.0065	0.016	0.5
Schistosoma mansoni	plasma membrane calcium-transporting atpase	0.0065	0.016	0.0041
Schistosoma mansoni	plasma membrane calcium-transporting atpase	0.0065	0.016	0.0041
Mycobacterium leprae	PROBABLE ISOCITRATE LYASE AceA (ISOCITRASE) (ISOCITRATASE) (ICL)	0.0525	0.3252	1
Schistosoma mansoni	protein tyrosine phosphatase non-receptor type nt1	0.0733	0.465	0.4585
Toxoplasma gondii	sarco/endoplasmic reticulum Ca2+-ATPase	0.0065	0.016	1
Schistosoma mansoni	calcium-transporting atpase 2 (atpase 2)	0.0065	0.016	0.0041
Echinococcus multilocularis	Tetracycline resistance leader peptide, TetL	0.0065	0.016	0.009
Mycobacterium leprae	Isocitrate lyase	0.0246	0.1375	0.2709
Echinococcus multilocularis	plasma membrane calcium transporting ATPase	0.0065	0.016	0.009
Loa Loa (eye worm)	Na,K-ATPase alpha subunit	0.0172	0.0879	0.189
Echinococcus multilocularis	nervana 2	0.0335	0.1975	0.4097
Trypanosoma cruzi	calcium motive p-type ATPase, putative	0.0065	0.016	1
Schistosoma mansoni	calcium-transporting atpase sarcoplasmic/endoplasmic reticulum type (calcium pump)	0.0065	0.016	0.0041
Toxoplasma gondii	P-type ATPase4, putative	0.0065	0.016	1
Schistosoma mansoni	Na+/K+ transporting ATPase subunit alpha	0.0172	0.0879	0.0769
Trypanosoma brucei	vacuolar-type Ca2+-ATPase, putative	0.0059	0.0119	0.7455
Trichomonas vaginalis	plasma membrane calcium-transporting ATPase, putative	0.0065	0.016	1
Schistosoma mansoni	calcium-transporting atpase sarcoplasmic/endoplasmic reticulum type (calcium pump)	0.0065	0.016	0.0041
Echinococcus multilocularis	nervana 2	0.0335	0.1975	0.4097
Trypanosoma brucei	vacuolar-type Ca2+-ATPase 1	0.0059	0.0119	0.7455
Mycobacterium tuberculosis	Isocitrate lyase Icl (isocitrase) (isocitratase)	0.0525	0.3252	0.5
Schistosoma mansoni	na+/k+ atpase alpha subunit	0.0172	0.0879	0.0769
Loa Loa (eye worm)	protein-tyrosine phosphatase	0.0733	0.465	1
Loa Loa (eye worm)	hypothetical protein	0.0134	0.062	0.1334
Echinococcus multilocularis	sodium:potassium dependent atpase beta subunit	0.0335	0.1975	0.4097
Trypanosoma cruzi	plasma membrane Ca2+ ATPase	0.0059	0.0119	0.7455
Mycobacterium tuberculosis	Probable isocitrate lyase AceAa [first part] (isocitrase) (isocitratase) (Icl)	0.0525	0.3252	0.5
Leishmania major	calcium motive p-type ATPase, putative	0.0065	0.016	1
Echinococcus granulosus	calcium transporting atpase	0.0065	0.016	0.009
Trypanosoma cruzi	calcium motive p-type ATPase, putative	0.0065	0.016	1
Echinococcus granulosus	plasma membrane calcium transporting ATPase 2	0.0065	0.016	0.009
Echinococcus granulosus	sodium:potassium dependent atpase beta subunit	0.0335	0.1975	0.4097
Onchocerca volvulus		0.0335	0.1975	1
Echinococcus multilocularis	Na+:K+ ATPase alpha subunit	0.0172	0.0879	0.1677
Trypanosoma brucei	vacuolar-type Ca2+-ATPase 2	0.0059	0.0119	0.7455
Leishmania major	P-type ATPase, putative	0.0065	0.016	1
Echinococcus multilocularis	nervana 2	0.0335	0.1975	0.4097
Echinococcus granulosus	plasma membrane calcium transporting ATPase	0.0065	0.016	0.009
Loa Loa (eye worm)	sodium/potassium-transporting ATPase subunit alpha	0.0148	0.0719	0.1546
Echinococcus granulosus	Na:K ATPase alpha subunit	0.0172	0.0879	0.1677
Schistosoma mansoni	family A2 unassigned peptidase (A02 family)	0.0278	0.1589	0.1487
Echinococcus multilocularis	calcium transporting atpase	0.0065	0.016	0.009
Schistosoma mansoni	sodium / potassium ATPase beta chain	0.0335	0.1975	0.1878
Brugia malayi	Membrane calcium atpase protein 3	0.0065	0.016	0.0345
Plasmodium vivax	calcium-transporting ATPase, putative	0.0065	0.016	0.5
Echinococcus granulosus	tyrosine protein phosphatase non receptor type	0.0733	0.465	1

Activities

Activity type	Activity value	Assay description	Source	Reference
EC50 (functional)	= 6.3 uM	Effective concentration at which 50% of the HIV-IIIB-infected human lymphocyte-derived CEM cells protected from HIV-1 infection	ChEMBL.	10715152
IC50 (binding)	= 16.9 nM	Activity of potent nonpeptidic inhibitor against protease	ChEMBL.	10715152
IC50 (binding)	= 16.9 nM	Activity of potent nonpeptidic inhibitor against protease	ChEMBL.	10715152
TC50 (ADMET)	= 100 uM	Concentration which elicits cytotoxicity in 50% of uninfected human lymphocyte derived CEM cells	ChEMBL.	10715152
TC50 (ADMET)	= 100 uM	Concentration which elicits cytotoxicity in 50% of uninfected human lymphocyte derived CEM cells	ChEMBL.	10715152

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: CHEMBL168384
PubChem: 477779

Bibliographic References

1 literature reference was collected for this gene.

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Detailed information for compound 289503