Detailed information for compound 289503

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

Hover on a compound node to display the structore

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
Mycobacterium leprae Hypothetical protein Human immunodeficiency virus type 1 protease   99 aa 86 aa 27.9 %
Entamoeba histolytica retroviral aspartyl protease domain-containing protein Human immunodeficiency virus type 1 protease   99 aa 103 aa 31.1 %
Trypanosoma brucei variant surface glycoprotein (VSG), putative Human immunodeficiency virus type 1 protease   99 aa 80 aa 27.5 %
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 %
Echinococcus multilocularis Chromobox protein 3 Human immunodeficiency virus type 1 protease   99 aa 95 aa 28.4 %

Obtained from network model

Ranking Plot


Putative Targets List


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

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

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.