Detailed information for compound 213168

Basic information

Technical information
  • TDR Targets ID: 213168
  • Name: 5-[2-tert-butyl-4-(hydroxymethyl)-5-methylphe nyl]sulfanyl-6-hydroxy-2-(4-hydroxyphenyl)-2- [2-(4-hydroxyphenyl)ethyl]-3H-pyran-4-one
  • MW: 534.663 | Formula: C31H34O6S
  • H donors: 4 H acceptors: 5 LogP: 6.2 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 2
  • SMILES: OCc1cc(c(cc1C)SC1=C(O)OC(CC1=O)(CCc1ccc(cc1)O)c1ccc(cc1)O)C(C)(C)C
  • InChi: 1S/C31H34O6S/c1-19-15-27(25(30(2,3)4)16-21(19)18-32)38-28-26(35)17-31(37-29(28)36,22-7-11-24(34)12-8-22)14-13-20-5-9-23(33)10-6-20/h5-12,15-16,32-34,36H,13-14,17-18H2,1-4H3
  • InChiKey: ZWKBBHQQBHFXNL-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 5-[2-tert-butyl-4-(hydroxymethyl)-5-methyl-phenyl]sulfanyl-6-hydroxy-2-(4-hydroxyphenyl)-2-[2-(4-hydroxyphenyl)ethyl]-3H-pyran-4-one
  • 5-[[2-tert-butyl-4-(hydroxymethyl)-5-methylphenyl]thio]-6-hydroxy-2-(4-hydroxyphenyl)-2-[2-(4-hydroxyphenyl)ethyl]-3H-pyran-4-one
  • 5-[(2-tert-butyl-5-methyl-4-methylol-phenyl)thio]-6-hydroxy-2-(4-hydroxyphenyl)-2-[2-(4-hydroxyphenyl)ethyl]-3H-pyran-4-one

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 %
Mycobacterium leprae Hypothetical protein Human immunodeficiency virus type 1 protease   99 aa 86 aa 27.9 %
Trypanosoma brucei variant surface glycoprotein (VSG), putative Human immunodeficiency virus type 1 protease   99 aa 80 aa 27.5 %
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 %
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 %
Candida albicans dethiobiotin synthetase Human immunodeficiency virus type 1 protease   99 aa 90 aa 22.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis purine nucleoside phosphorylase 0.0968 0.5524 1
Echinococcus granulosus purine nucleoside phosphorylase 0.0968 0.5524 1
Echinococcus granulosus purine nucleoside phosphorylase 0.0968 0.5524 1
Treponema pallidum purine nucleoside phosphorylase (deoD) 0.07 0.3377 0.5
Echinococcus granulosus purine nucleoside phosphorylase 0.0968 0.5524 1
Mycobacterium leprae Probable purine nucleoside phosphorylase DeoD (INOSINE PHOSPHORYLASE) (PNP) 0.0968 0.5524 0.5
Trichomonas vaginalis purine nucleoside phosphorylase I, putative 0.0968 0.5524 1
Plasmodium falciparum purine nucleoside phosphorylase 0.07 0.3377 0.5
Echinococcus multilocularis purine nucleoside phosphorylase 0.0968 0.5524 1
Echinococcus granulosus purine nucleoside phosphorylase 0.0968 0.5524 1
Echinococcus granulosus purine nucleoside phosphorylase 0.0968 0.5524 1
Treponema pallidum uridine phosphorylase (udp) 0.07 0.3377 0.5
Brugia malayi purine nucleoside phosphorylase I, inosine and guanosine-specific family protein 0.0968 0.5524 0.5
Loa Loa (eye worm) hypothetical protein 0.0695 0.3337 0.5
Echinococcus multilocularis purine nucleoside phosphorylase 0.0968 0.5524 1
Onchocerca volvulus Purine nucleoside phosphorylase homolog 0.0968 0.5524 0.5
Plasmodium vivax purine nucleoside phosphorylase, putative 0.07 0.3377 0.5
Giardia lamblia Purine nucleoside phosphorylase lateral transfer candidate 0.0968 0.5524 0.5
Echinococcus multilocularis purine nucleoside phosphorylase 0.0968 0.5524 1
Echinococcus multilocularis purine nucleoside phosphorylase 0.0968 0.5524 1
Schistosoma mansoni purine nucleoside phosphorylase 0.0968 0.5524 0.5524
Echinococcus multilocularis purine nucleoside phosphorylase 0.0968 0.5524 1
Schistosoma mansoni purine nucleoside phosphorylase 0.0968 0.5524 0.5524
Entamoeba histolytica purine nucleoside phosphorylase, putative 0.07 0.3377 0.5
Toxoplasma gondii Purine nucleoside phosphorylase 0.07 0.3377 0.5
Mycobacterium ulcerans purine nucleoside phosphorylase 0.0968 0.5524 0.5
Echinococcus granulosus purine nucleoside phosphorylase 0.0968 0.5524 1
Mycobacterium tuberculosis Probable purine nucleoside phosphorylase DeoD (inosine phosphorylase) (PNP) 0.0968 0.5524 0.5
Echinococcus granulosus purine nucleoside phosphorylase 0.0968 0.5524 1
Entamoeba histolytica purine nucleoside phosphorylase, putative 0.07 0.3377 0.5
Echinococcus granulosus purine nucleoside phosphorylase 0.0968 0.5524 1

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) > 21 uM Antiviral activity in HIV infected CEM cells. ChEMBL. 9371233
EC50 (functional) > 21 uM Antiviral activity in HIV infected CEM cells. ChEMBL. 9371233
IC50 (binding) = 120 nM In vitro inhibition activity against HIV-1 protease . ChEMBL. 9371233
IC50 (binding) = 120 nM In vitro inhibition activity against HIV-1 protease . ChEMBL. 9371233
TC50 (ADMET) = 21 uM Cytotoxicity in CEM cells in the absence of virus ChEMBL. 9371233
TC50 (ADMET) = 21 uM Cytotoxicity in CEM cells in the absence of virus ChEMBL. 9371233

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.

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