Detailed information for compound 175170

Basic information

Technical information
  • TDR Targets ID: 175170
  • Name: (2R,3R,4R,5R)-2,5-bis[(2,4-difluorophenyl)met hoxy]-3,4-dihydroxy-N,N'-bis[(2S)-3-methyl-1- (methylamino)-1-oxobutan-2-yl]hexanediamide
  • MW: 686.691 | Formula: C32H42F4N4O8
  • H donors: 6 H acceptors: 6 LogP: 2.27 Rotable bonds: 21
    Rule of 5 violations (Lipinski): 3
  • SMILES: CNC(=O)[C@H](C(C)C)NC(=O)[C@@H]([C@@H]([C@H]([C@H](C(=O)N[C@H](C(=O)NC)C(C)C)OCc1ccc(cc1F)F)O)O)OCc1ccc(cc1F)F
  • InChi: 1S/C32H42F4N4O8/c1-15(2)23(29(43)37-5)39-31(45)27(47-13-17-7-9-19(33)11-21(17)35)25(41)26(42)28(32(46)40-24(16(3)4)30(44)38-6)48-14-18-8-10-20(34)12-22(18)36/h7-12,15-16,23-28,41-42H,13-14H2,1-6H3,(H,37,43)(H,38,44)(H,39,45)(H,40,46)/t23-,24-,25+,26+,27+,28+/m0/s1
  • InChiKey: QZBGFQPYINAGJE-BQXGFVACSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2R,3R,4R,5R)-2,5-bis[(2,4-difluorophenyl)methoxy]-3,4-dihydroxy-N,N'-bis[(1S)-2-methyl-1-(methylcarbamoyl)propyl]hexanediamide
  • (2R,3R,4R,5R)-2,5-bis[(2,4-difluorophenyl)methoxy]-3,4-dihydroxy-N,N'-bis[(2S)-3-methyl-1-(methylamino)-1-oxo-butan-2-yl]hexanediamide
  • (2R,3R,4R,5R)-2,5-bis[(2,4-difluorobenzyl)oxy]-3,4-dihydroxy-N,N'-bis[(1S)-2-methyl-1-(methylcarbamoyl)propyl]adipamide
  • (2R,3R,4R,5R)-2,5-bis[(2,4-difluorophenyl)methoxy]-3,4-dihydroxy-N,N'-bis[(2S)-3-methyl-1-methylamino-1-oxobutan-2-yl]hexanediamide
  • (2R,3R,4R,5R)-2,5-bis[(2,4-difluorophenyl)methoxy]-3,4-dihydroxy-N,N'-bis[(2S)-3-methyl-1-methylamino-1-oxo-butan-2-yl]hexanediamide
  • (2R,3R,4R,5R)-N-[(1S)-2-Methyl-1-(N-methylcarbamoyl)propyl]-N'-[(1S)-2-methyl-1-(N-methylcarbamoyl)propyl]-2,5-bis[(2,4-difluorophenyl)methoxy]-3,4-dihydroxyhexane-1,6-diamide
  • AIDS-113218
  • AIDS113218
  • 1-Valine Methylamide deriv. 6

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
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 %
Echinococcus multilocularis Chromobox protein 3 Human immunodeficiency virus type 1 protease   99 aa 95 aa 28.4 %
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 %
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 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis SWI:SNF matrix associated 0.1587 1 1
Trypanosoma cruzi hypothetical protein, conserved 0.0564 0 0.5
Echinococcus multilocularis tumor protein p63 0.1388 0.8051 0.8051
Brugia malayi SWIB/MDM2 domain containing protein 0.1587 1 1
Schistosoma mansoni brg-1 associated factor 0.1587 1 1
Leishmania major hypothetical protein, conserved 0.0564 0 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0564 0 0.5
Trypanosoma cruzi WLM domain containing protein, putative 0.0564 0 0.5
Trypanosoma cruzi mitochondrial RNA binding complex 1 subunit, putative 0.0564 0 0.5
Plasmodium vivax hypothetical protein, conserved 0.1587 1 0.5
Schistosoma mansoni hypothetical protein 0.1587 1 1
Loa Loa (eye worm) SWIB/MDM2 domain-containing protein 0.1587 1 1
Trypanosoma cruzi Zn-finger in Ran binding protein and others, putative 0.0564 0 0.5
Echinococcus multilocularis SWI:SNF matrix associated 0.1587 1 1
Echinococcus granulosus Upstream activation factor subunit UAF30 0.1587 1 1
Leishmania major hypothetical protein, conserved 0.0564 0 0.5
Chlamydia trachomatis SWIB complex protein 0.1587 1 0.5
Plasmodium falciparum SWIB/MDM2 domain-containing protein 0.1587 1 1
Schistosoma mansoni hypothetical protein 0.1587 1 1
Brugia malayi brahma associated protein 60 kDa 0.1587 1 1
Leishmania major hypothetical protein, conserved 0.0564 0 0.5
Plasmodium falciparum SWIB/MDM2 domain-containing protein 0.1587 1 1
Chlamydia trachomatis DNA topoisomerase I 0.1587 1 0.5
Trichomonas vaginalis conserved hypothetical protein 0.1587 1 0.5
Plasmodium vivax SWIB/MDM2 domain-containing protein, putative 0.1587 1 0.5
Onchocerca volvulus 0.1587 1 1
Toxoplasma gondii SWIB/MDM2 domain-containing protein 0.1587 1 1
Trypanosoma brucei hypothetical protein, conserved 0.0564 0 0.5
Leishmania major hypothetical protein, conserved 0.0564 0 0.5
Echinococcus granulosus tumor protein p63 0.1388 0.8051 0.8051
Trypanosoma cruzi mitochondrial RNA binding complex 1 subunit, putative 0.0564 0 0.5
Echinococcus granulosus SWI:SNF matrix associated 0.1587 1 1
Trypanosoma brucei mitochondrial RNA binding complex 1 subunit 0.0564 0 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0564 0 0.5
Echinococcus multilocularis SWI:SNF matrix associated 0.1587 1 1
Schistosoma mansoni intracisternal A-particle retropepsin (A02 family) 0.1528 0.9422 0.9422
Trypanosoma cruzi Zn-finger in Ran binding protein and others, putative 0.0564 0 0.5
Echinococcus multilocularis Upstream activation factor subunit UAF30 0.1587 1 1
Schistosoma mansoni hypothetical protein 0.1587 1 1
Loa Loa (eye worm) brahma associated protein 0.1587 1 1
Trypanosoma cruzi Zn-finger in Ran binding protein and others/FYVE zinc finger, putative 0.0564 0 0.5
Leishmania major hypothetical protein, conserved 0.0564 0 0.5
Toxoplasma gondii DNA topoisomerase domain-containing protein 0.1587 1 1
Trypanosoma brucei hypothetical protein, conserved 0.0564 0 0.5
Trypanosoma brucei Zn-finger in Ran binding protein and others/FYVE zinc finger, putative 0.0564 0 0.5
Trypanosoma cruzi WLM domain containing protein, putative 0.0564 0 0.5

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) = 0.48 uM Anti-HIV-1 activity against mutant HIV-1 in MT-4 cells (mutation selected with nelfinavir) ChEMBL. 11543677
ED50 (functional) = 0.48 uM Anti-HIV-1 activity against mutant HIV-1 in MT-4 cells (mutation selected with nelfinavir) ChEMBL. 11543677
ED50 (functional) = 0.72 uM Anti-HIV-1 activity against Wild type virus in MT-4 cells ChEMBL. 11543677
ED50 (functional) = 0.72 uM Anti-HIV-1 activity against Wild type virus in MT-4 cells ChEMBL. 11543677
ED50 (functional) = 1.17 uM Anti-HIV-1 activity against mutant HIV-1 in MT-4 cells (mutation selected with saquinavir) ChEMBL. 11543677
ED50 (functional) = 1.17 uM Anti-HIV-1 activity against mutant HIV-1 in MT-4 cells (mutation selected with saquinavir) ChEMBL. 11543677
ED50 (functional) = 1.89 uM Anti-HIV-1 activity against mutant HIV-1 in MT-4 cells (mutation selected with ritonavir) ChEMBL. 11543677
ED50 (functional) = 1.89 uM Anti-HIV-1 activity against mutant HIV-1 in MT-4 cells (mutation selected with ritonavir) ChEMBL. 11543677
ED50 (functional) = 3.35 uM Anti-HIV-1 activity against mutant HIV-1 in MT-4 cells (mutation selected with compound 1) ChEMBL. 11543677
ED50 (functional) = 3.35 uM Anti-HIV-1 activity against mutant HIV-1 in MT-4 cells (mutation selected with compound 1) ChEMBL. 11543677
Ki (binding) = 1.12 nM Inhibitory concentration against HIV-1 protease ChEMBL. 11543677
Ki (binding) = 1.12 nM Inhibitory concentration against HIV-1 protease ChEMBL. 11543677

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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