TDR Targets

Basic information

Technical information

TDR Targets ID: 116382
Name: [5-tert-butyl-4-[[2-cyclohexyl-6-hydroxy-2-[2 -(4-hydroxyphenyl)ethyl]-4-oxo-3H-pyran-5-yl] sulfanyl]-2-methylphenyl] N,N-dimethylsulfama te
MW: 617.816 | Formula: C32H43NO7S2
H donors: 2 H acceptors: 5 LogP: 7.79 Rotable bonds: 10
Rule of 5 violations (Lipinski): 2
SMILES: Oc1ccc(cc1)CCC1(CC(=O)C(=C(O1)O)Sc1cc(C)c(cc1C(C)(C)C)OS(=O)(=O)N(C)C)C1CCCCC1
InChi: 1S/C32H43NO7S2/c1-21-18-28(25(31(2,3)4)19-27(21)40-42(37,38)33(5)6)41-29-26(35)20-32(39-30(29)36,23-10-8-7-9-11-23)17-16-22-12-14-24(34)15-13-22/h12-15,18-19,23,34,36H,7-11,16-17,20H2,1-6H3
InChiKey: OBFDETYRWRULGD-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-[[2-cyclohexyl-6-hydroxy-2-[2-(4-hydroxyphenyl)ethyl]-4-oxo-3H-pyran-5-yl]sulfanyl]-2-methyl-phenyl] N,N-dimethylsulfamate
N,N-dimethylsulfamic acid [5-tert-butyl-4-[[2-cyclohexyl-6-hydroxy-2-[2-(4-hydroxyphenyl)ethyl]-4-oxo-3H-pyran-5-yl]thio]-2-methylphenyl] ester
N,N-dimethylsulfamic acid [5-tert-butyl-4-[[2-cyclohexyl-6-hydroxy-2-[2-(4-hydroxyphenyl)ethyl]-4-keto-3H-pyran-5-yl]thio]-2-methyl-phenyl] ester
[5-tert-butyl-4-[[6-cyclohexyl-2-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-4-oxo-5H-pyran-3-yl]sulfanyl]-2-methylphenyl] N,N-dimethylsulfamate
[5-tert-butyl-4-[[6-cyclohexyl-2-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-4-oxo-5H-pyran-3-yl]sulfanyl]-2-methyl-phenyl] N,N-dimethylsulfamate
N,N-dimethylsulfamic acid [5-tert-butyl-4-[[6-cyclohexyl-2-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-4-oxo-5H-pyran-3-yl]thio]-2-methylphenyl] ester
N,N-dimethylsulfamic acid [5-tert-butyl-4-[[6-cyclohexyl-2-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-4-keto-5H-pyran-3-yl]thio]-2-methyl-phenyl] ester
AIDS-085456
AIDS085456
N,N-Dimethylsulfamic acid, 5-tert-butyl-4-{6-cyclohexyl-4-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-2-oxo-5,6-dihydro-2H-pyran-3-ylsulfanyl}-2-methyl-phenyl ester
6-Alkyl-5,6-Dihydropyran-2-one 26

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
Candida albicans	dethiobiotin synthetase	Human immunodeficiency virus type 1 protease	99 aa	90 aa	22.2 %
Trypanosoma brucei	variant surface glycoprotein (VSG), putative	Human immunodeficiency virus type 1 protease	99 aa	80 aa	27.5 %
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 %
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 %
Giardia lamblia	DNA-directed RNA polymerase subunit D	Human immunodeficiency virus type 1 protease	99 aa	90 aa	27.8 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Schistosoma mansoni	ets-related	0.0198	0.1082	0.1082
Toxoplasma gondii	aspartyl protease ASP1	0.0067	0.0293	1
Trypanosoma cruzi	DNA polymerase kappa, putative	0.0019	0	0.5
Leishmania major	DNA polymerase eta, putative	0.0019	0	0.5
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0067	0.0293	0.0293
Brugia malayi	jmjC domain containing protein	0.0086	0.0406	0.3752
Echinococcus granulosus	PHD finger protein rhinoceros	0.0026	0.0045	0.0056
Entamoeba histolytica	fructose-1,6-bisphosphate aldolase, putative	0.0264	0.1475	1
Brugia malayi	hypothetical protein	0.0067	0.0293	0.2711
Trypanosoma brucei	DNA polymerase eta, putative	0.0019	0	0.5
Echinococcus granulosus	geminin	0.0165	0.0879	0.1089
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0067	0.0293	0.0293
Plasmodium falciparum	plasmepsin VII	0.0067	0.0293	1
Plasmodium falciparum	plasmepsin VIII, putative	0.0067	0.0293	1
Giardia lamblia	PHD finger protein 15	0.0026	0.0045	0.0308
Onchocerca volvulus		0.0067	0.0293	1
Echinococcus granulosus	jumonji domain containing protein	0.0037	0.0108	0.0133
Schistosoma mansoni	family A2 unassigned peptidase (A02 family)	0.0278	0.156	0.156
Plasmodium falciparum	plasmepsin I	0.0067	0.0293	1
Leishmania major	DNA polymerase kappa, putative,DNA polymerase IV, putative	0.0019	0	0.5
Plasmodium vivax	aspartyl protease, putative	0.0067	0.0293	1
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0264	0.1475	1
Loa Loa (eye worm)	aspartic protease BmAsp-2	0.0067	0.0293	0.2711
Trypanosoma brucei	DNA polymerase kappa, putative	0.0019	0	0.5
Echinococcus multilocularis	atpase aaa+ type core atpase aaa type core	0.0732	0.4293	0.5323
Trypanosoma brucei	DNA polymerase IV, putative	0.0019	0	0.5
Brugia malayi	PHD-finger family protein	0.0026	0.0045	0.042
Schistosoma mansoni	bromodomain-containing nuclear protein 1 brd1	0.0026	0.0045	0.0045
Brugia malayi	aspartic protease BmAsp-2, identical	0.0067	0.0293	0.2711
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0067	0.0293	0.0293
Plasmodium falciparum	plasmepsin V	0.0067	0.0293	1
Trypanosoma brucei	DNA polymerase kappa, putative	0.0019	0	0.5
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0067	0.0293	0.0293
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0264	0.1475	1
Echinococcus granulosus	cathepsin d lysosomal aspartyl protease	0.0067	0.0293	0.0364
Brugia malayi	Ets-domain containing protein	0.0065	0.0281	0.2594
Brugia malayi	MH2 domain containing protein	0.0116	0.0586	0.5414
Toxoplasma gondii	eukaryotic aspartyl protease superfamily protein	0.0067	0.0293	1
Loa Loa (eye worm)	PHD-finger family protein	0.0026	0.0045	0.042
Brugia malayi	jmjC domain containing protein	0.0032	0.0079	0.0729
Leishmania major	DNA polymerase kappa, putative	0.0019	0	0.5
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0048	0.0179	0.1653
Echinococcus multilocularis	cathepsin d (lysosomal aspartyl protease)	0.0067	0.0293	0.0364
Brugia malayi	Ets-domain containing protein	0.0065	0.0281	0.2594
Loa Loa (eye worm)	hypothetical protein	0.0026	0.0045	0.042
Echinococcus multilocularis	lysine specific demethylase 5A	0.0032	0.0079	0.0098
Trypanosoma brucei	DNA polymerase IV, putative	0.0019	0	0.5
Loa Loa (eye worm)	jmjC domain-containing protein	0.0032	0.0079	0.0729
Trypanosoma brucei	DNA polymerase kappa, putative	0.0019	0	0.5
Trypanosoma brucei	DNA polymerase kappa, putative	0.0019	0	0.5
Loa Loa (eye worm)	jmjC domain-containing protein	0.0054	0.0214	0.198
Schistosoma mansoni	hypothetical protein	0.0026	0.0045	0.0045
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0264	0.1475	1
Loa Loa (eye worm)	fli-1 protein	0.0198	0.1082	1
Echinococcus granulosus	GA binding protein alpha chain	0.0065	0.0281	0.0348
Loa Loa (eye worm)	hypothetical protein	0.0056	0.0223	0.2066
Plasmodium falciparum	plasmepsin IX	0.0067	0.0293	1
Trypanosoma cruzi	DNA polymerase kappa, putative	0.0019	0	0.5
Schistosoma mansoni	hypothetical protein	0.0165	0.0879	0.0879
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0048	0.0179	0.1653
Loa Loa (eye worm)	D-ets-4 DNA binding domain-containing protein	0.0065	0.0281	0.2594
Trypanosoma cruzi	DNA polymerase kappa, putative	0.0019	0	0.5
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0264	0.1475	1
Schistosoma mansoni	jumonji/arid domain-containing protein	0.0032	0.0079	0.0079
Toxoplasma gondii	aspartyl proteinase (eimepsin), putative	0.0067	0.0293	1
Giardia lamblia	Fructose-bisphosphate aldolase	0.0264	0.1475	1
Loa Loa (eye worm)	transcription factor SMAD2	0.0116	0.0586	0.5414
Brugia malayi	hypothetical protein	0.0067	0.0293	0.2711
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0067	0.0293	0.0293
Brugia malayi	Eukaryotic aspartyl protease family protein	0.0067	0.0293	0.2711
Entamoeba histolytica	fructose-1,6-bisphosphate aldolase, putative	0.0264	0.1475	1
Loa Loa (eye worm)	hypothetical protein	0.0067	0.0293	0.2711
Trypanosoma brucei	DNA polymerase kappa, putative	0.0019	0	0.5
Schistosoma mansoni	cathepsin D (A01 family)	0.0067	0.0293	0.0293
Trypanosoma brucei	DNA polymerase kappa, putative	0.0019	0	0.5
Trypanosoma cruzi	DNA polymerase eta, putative	0.0019	0	0.5
Mycobacterium ulcerans	thymidine phosphorylase	0.1358	0.8064	1
Loa Loa (eye worm)	aspartic protease BmAsp-1	0.0067	0.0293	0.2711
Trypanosoma brucei	DNA polymerase kappa, putative	0.0019	0	0.5
Brugia malayi	latrophilin 2 splice variant baaae	0.0033	0.0086	0.08
Mycobacterium ulcerans	anthranilate phosphoribosyltransferase	0.0383	0.2195	0.2722
Brugia malayi	aspartic protease BmAsp-1, identical	0.0067	0.0293	0.2711
Echinococcus granulosus	thymidine phosphorylase	0.1358	0.8064	1
Loa Loa (eye worm)	hypothetical protein	0.0033	0.0086	0.08
Loa Loa (eye worm)	hypothetical protein	0.0067	0.0293	0.2711
Schistosoma mansoni	gabp alpha	0.0065	0.0281	0.0281
Echinococcus granulosus	lysine specific demethylase 5A	0.0032	0.0079	0.0098
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0264	0.1475	1
Trypanosoma brucei	DNA polymerase IV, putative	0.0019	0	0.5
Schistosoma mansoni	jumonji/arid domain-containing protein	0.0032	0.0079	0.0079
Echinococcus multilocularis	jumonji domain containing protein	0.0037	0.0108	0.0133
Plasmodium falciparum	plasmepsin II	0.0067	0.0293	1
Trypanosoma brucei	DNA polymerase kappa, putative	0.0019	0	0.5
Plasmodium falciparum	plasmepsin IV	0.0067	0.0293	1
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0067	0.0293	0.0293
Schistosoma mansoni	jumonji domain containing protein	0.0068	0.0299	0.0299
Echinococcus multilocularis	thymidine phosphorylase	0.1358	0.8064	1
Plasmodium falciparum	plasmepsin X	0.0067	0.0293	1
Toxoplasma gondii	aspartyl protease	0.0067	0.0293	1
Echinococcus multilocularis	GA binding protein alpha chain	0.0065	0.0281	0.0348
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0264	0.1475	1
Trichomonas vaginalis	Clan AA, family A1, cathepsin D-like aspartic peptidase	0.0067	0.0293	0.1988
Mycobacterium ulcerans	fructose-bisphosphate aldolase	0.0129	0.0663	0.0822
Plasmodium vivax	aspartyl proteinase, putative	0.0067	0.0293	1
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0264	0.1475	1
Plasmodium vivax	aspartyl protease, putative	0.0067	0.0293	1
Trypanosoma brucei	DNA polymerase kappa, putative	0.0019	0	0.5
Mycobacterium tuberculosis	Probable thymidine phosphorylase DeoA (tdrpase) (pyrimidine phosphorylase)	0.1358	0.8064	1
Loa Loa (eye worm)	MH2 domain-containing protein	0.0116	0.0586	0.5414
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0067	0.0293	0.0293
Echinococcus granulosus	Transcription factor JmjC domain containing protein	0.0086	0.0406	0.0503
Plasmodium vivax	plasmepsin IV, putative	0.0067	0.0293	1
Loa Loa (eye worm)	hypothetical protein	0.0045	0.0159	0.1467
Schistosoma mansoni	hypothetical protein	0.0033	0.0086	0.0086
Treponema pallidum	fructose-bisphosphate aldolase	0.0264	0.1475	0.5
Mycobacterium leprae	Probable anthranilate phosphoribosyltransferase TrpD	0.0383	0.2195	1
Echinococcus multilocularis	geminin	0.0165	0.0879	0.1089
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0048	0.0179	0.1653
Brugia malayi	Fli-1 protein	0.0198	0.1082	1
Trypanosoma brucei	unspecified product	0.0019	0	0.5
Trypanosoma cruzi	DNA polymerase kappa, putative	0.0019	0	0.5
Toxoplasma gondii	aspartyl protease ASP3	0.0067	0.0293	1
Echinococcus multilocularis	peregrin	0.0026	0.0045	0.0056
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0264	0.1475	1
Echinococcus multilocularis	PHD finger protein rhinoceros	0.0026	0.0045	0.0056
Onchocerca volvulus		0.0067	0.0293	1
Loa Loa (eye worm)	aspartyl protease 6	0.0067	0.0293	0.2711
Brugia malayi	Bromodomain containing protein	0.0026	0.0045	0.042
Schistosoma mansoni	hypothetical protein	0.0165	0.0879	0.0879
Plasmodium vivax	aspartyl protease, putative	0.0067	0.0293	1
Schistosoma mansoni	cathepsin D (A01 family)	0.0067	0.0293	0.0293
Mycobacterium tuberculosis	Probable fructose-bisphosphate aldolase Fba	0.0129	0.0663	0.0822
Plasmodium vivax	plasmepsin V, putative	0.0067	0.0293	1
Loa Loa (eye worm)	hypothetical protein	0.0048	0.0179	0.1653
Trypanosoma brucei	DNA polymerase kappa, putative	0.0019	0	0.5
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0067	0.0293	0.0293
Mycobacterium tuberculosis	Probable anthranilate phosphoribosyltransferase TrpD	0.0383	0.2195	0.2722
Echinococcus multilocularis	Transcription factor, JmjC domain containing protein	0.0086	0.0406	0.0503
Brugia malayi	Pepsin A precursor	0.0067	0.0293	0.2711
Schistosoma mansoni	subfamily A1A unassigned peptidase (A01 family)	0.0067	0.0293	0.0293
Loa Loa (eye worm)	hypothetical protein	0.0067	0.0293	0.2711
Echinococcus granulosus	peregrin	0.0026	0.0045	0.0056
Plasmodium vivax	aspartyl proteinase, putative	0.0067	0.0293	1
Schistosoma mansoni	intracisternal A-particle retropepsin (A02 family)	0.1528	0.9086	0.9086
Plasmodium falciparum	plasmepsin VI	0.0067	0.0293	1
Plasmodium falciparum	plasmepsin III	0.0067	0.0293	1

Activities

Activity type	Activity value	Assay description	Source	Reference
EC50 (functional)	= 5 uM	In vitro inhibition of HIV-1 (IIIB) cytopathic effects in CEM (human leukaemia) cells.	ChEMBL.	10465549
IC50 (binding)	= 20 nM	Tested in vitro for HIV protease (PR) binding affinity	ChEMBL.	10465549
IC50 (binding)	= 20 nM	Tested in vitro for HIV protease (PR) binding affinity	ChEMBL.	10465549
TC50 (functional)	= 60 uM	In vitro Cytotoxicity against uninfected CEM (human leukaemia) cells.	ChEMBL.	10465549
Therapeutic index (ADMET)	= 12	Therapeutic index of the compound was determined	ChEMBL.	10465549

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: CHEMBL71980
PubChem: 475140

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 116382