Detailed information for compound 47381

Basic information

Technical information
  • TDR Targets ID: 47381
  • Name: (4R,5S,6S,7R)-4,7-dibenzyl-5,6-dihydroxy-1,3- bis[(4-phenylmethoxyphenyl)methyl]-1,3-diazep an-2-one
  • MW: 718.879 | Formula: C47H46N2O5
  • H donors: 2 H acceptors: 3 LogP: 8.24 Rotable bonds: 14
    Rule of 5 violations (Lipinski): 2
  • SMILES: O[C@@H]1[C@@H](O)[C@@H](Cc2ccccc2)N(C(=O)N([C@@H]1Cc1ccccc1)Cc1ccc(cc1)OCc1ccccc1)Cc1ccc(cc1)OCc1ccccc1
  • InChi: 1S/C47H46N2O5/c50-45-43(29-35-13-5-1-6-14-35)48(31-37-21-25-41(26-22-37)53-33-39-17-9-3-10-18-39)47(52)49(44(46(45)51)30-36-15-7-2-8-16-36)32-38-23-27-42(28-24-38)54-34-40-19-11-4-12-20-40/h1-28,43-46,50-51H,29-34H2/t43-,44-,45+,46+/m1/s1
  • InChiKey: KIJBIRLBDZTICZ-NLBJKKAISA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (4R,5S,6S,7R)-4,7-dibenzyl-1,3-bis[(4-benzyloxyphenyl)methyl]-5,6-dihydroxy-1,3-diazepan-2-one
  • (4R,5S,6S,7R)-5,6-dihydroxy-1,3-bis[(4-phenylmethoxyphenyl)methyl]-4,7-bis(phenylmethyl)-1,3-diazepan-2-one
  • (4R,5S,6S,7R)-1,3-bis(4-benzoxybenzyl)-4,7-dibenzyl-5,6-dihydroxy-1,3-diazepan-2-one
  • (4R,5S,6S,7R)-5,6-dihydroxy-1,3-bis[[4-(phenylmethoxy)phenyl]methyl]-4,7-bis(phenylmethyl)-1,3-diazepan-2-one
  • (4R,5S,6S,7R)-4,7-bis(benzyl)-1,3-bis[4-(benzyloxy)benzyl]-5,6-dihydroxy-1,3-diazepan-2-one
  • AIDS-059692
  • AIDS059692
  • Cyclic Urea deriv. 9u
  • [4R-(4.alpha.,5.alpha.,6.beta.,7.beta.)]-Hexahydro-5,6-dihydroxy-1,3-bis[4-(phenylmethoxy)benzyl]-4,7-bis(phenylmethyl)-2H-1,3-diazepin-2-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
Candida albicans dethiobiotin synthetase Human immunodeficiency virus type 1 protease   99 aa 90 aa 22.2 %
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 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi MH1 domain containing protein 0.0025 0.0027 0.012
Echinococcus multilocularis TGF beta signal transducer SmadC 0.0025 0.0027 0.0049
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.0164 0.0164
Brugia malayi TAR-binding protein 0.0063 0.028 0.1222
Mycobacterium ulcerans proteasome PrcA 0.087 0.5633 0.5
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0032 0.0073 0.0073
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0032 0.0073 0.013
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.0164 0.0164
Mycobacterium leprae probable proteasome (alpha subunit) PrcA 0.087 0.5633 0.5
Echinococcus granulosus TGF beta signal transducer SmadC 0.0025 0.0027 0.0083
Schistosoma mansoni tar DNA-binding protein 0.0063 0.028 0.028
Schistosoma mansoni smad1 5 8 and 0.0025 0.0027 0.0027
Echinococcus multilocularis survival motor neuron protein 1 0.0235 0.1424 0.2544
Schistosoma mansoni hypothetical protein 0.0043 0.015 0.015
Schistosoma mansoni family A2 unassigned peptidase (A02 family) 0.0278 0.1705 0.1705
Loa Loa (eye worm) MH2 domain-containing protein 0.0366 0.2294 1
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0048 0.0184 0.0184
Entamoeba histolytica hypothetical protein 0.011 0.0595 1
Echinococcus multilocularis isocitrate dehydrogenase 0.0048 0.0184 0.0328
Brugia malayi Calcitonin receptor-like protein seb-1 0.005 0.0195 0.0852
Schistosoma mansoni smad 0.0025 0.0027 0.0027
Schistosoma mansoni hypothetical protein 0.0043 0.015 0.015
Echinococcus granulosus X box binding protein 1 0.0307 0.1899 0.5731
Echinococcus granulosus Niemann Pick C1 protein 0.0105 0.0558 0.1684
Echinococcus multilocularis Niemann Pick C1 protein 0.015 0.0857 0.1531
Brugia malayi hypothetical protein 0.0131 0.0728 0.3174
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0063 0.028 0.1222
Schistosoma mansoni smad1 5 8 and 0.0025 0.0027 0.0027
Echinococcus granulosus Smad4 0.0025 0.0027 0.0083
Echinococcus granulosus Protein patched homolog 1 0.0045 0.0161 0.0484
Loa Loa (eye worm) hypothetical protein 0.0235 0.1424 0.6207
Loa Loa (eye worm) MH1 domain-containing protein 0.0025 0.0027 0.012
Echinococcus multilocularis protein patched 0.0045 0.0161 0.0287
Schistosoma mansoni hypothetical protein 0.0043 0.015 0.015
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0046 0.0164 0.0715
Mycobacterium tuberculosis Proteasome alpha subunit PrcA; assembles with beta subunit PrcB. 0.087 0.5633 1
Echinococcus multilocularis protein dispatched 1 0.0051 0.0203 0.0362
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0222 0.1333 0.5814
Echinococcus multilocularis Smad4 0.0025 0.0027 0.0049
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.0048 0.0184 0.0328
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0048 0.018 0.0786
Schistosoma mansoni hypothetical protein 0.0043 0.015 0.015
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0032 0.0073 0.0073
Schistosoma mansoni hypothetical protein 0.0048 0.018 0.018
Echinococcus granulosus survival motor neuron protein 1 0.0235 0.1424 0.4297
Schistosoma mansoni survival motor neuron protein 0.0048 0.018 0.018
Loa Loa (eye worm) TAR-binding protein 0.0063 0.028 0.1222
Loa Loa (eye worm) Smad1 0.0025 0.0027 0.012
Loa Loa (eye worm) transcription factor SMAD2 0.0366 0.2294 1
Plasmodium vivax isocitrate dehydrogenase [NADP], mitochondrial, putative 0.0048 0.0184 1
Onchocerca volvulus 0.0252 0.1537 1
Entamoeba histolytica hypothetical protein 0.011 0.0595 1
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0048 0.0184 0.0328
Schistosoma mansoni hypothetical protein 0.0034 0.009 0.009
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0046 0.0164 0.0495
Schistosoma mansoni tar DNA-binding protein 0.0063 0.028 0.028
Plasmodium falciparum isocitrate dehydrogenase [NADP], mitochondrial 0.0048 0.0184 1
Schistosoma mansoni Smad4 0.0025 0.0027 0.0027
Brugia malayi RNA binding protein 0.0063 0.028 0.1222
Trypanosoma brucei isocitrate dehydrogenase, putative 0.0048 0.0184 1
Echinococcus multilocularis X box binding protein 1 0.0307 0.1899 0.3394
Echinococcus granulosus histone lysine methyltransferase setb 0.0032 0.0073 0.022
Echinococcus granulosus expressed conserved protein 0.0099 0.0516 0.1556
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0032 0.0073 0.2766
Echinococcus multilocularis geminin 0.052 0.3313 0.5921
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0032 0.0073 0.0073
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.011 0.0595 0.1795
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0046 0.0164 0.0293
Loa Loa (eye worm) hypothetical protein 0.0055 0.0228 0.0993
Schistosoma mansoni transcription factor LCR-F1 0.011 0.0595 0.0595
Toxoplasma gondii isocitrate dehydrogenase 0.0048 0.0184 1
Brugia malayi MH2 domain containing protein 0.0025 0.0027 0.012
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0048 0.0184 0.0328
Echinococcus granulosus geminin 0.052 0.3313 1
Brugia malayi MH1 domain containing protein 0.0025 0.0027 0.012
Brugia malayi Niemann-Pick C1 protein precursor 0.0105 0.0558 0.2433
Brugia malayi Pre-SET motif family protein 0.0032 0.0073 0.0318
Entamoeba histolytica hypothetical protein 0.011 0.0595 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0046 0.0164 0.0293
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0046 0.0164 0.0715
Echinococcus granulosus smad 0.0025 0.0027 0.0083
Echinococcus multilocularis Niemann Pick C1 protein 0.0105 0.0558 0.0997
Loa Loa (eye worm) hypothetical protein 0.0034 0.009 0.0392
Brugia malayi hypothetical protein 0.0025 0.0031 0.0133
Brugia malayi latrophilin 2 splice variant baaae 0.0034 0.009 0.0392
Trichomonas vaginalis set domain proteins, putative 0.0252 0.1537 1
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0032 0.0073 0.013
Echinococcus multilocularis smad 0.0025 0.0027 0.0049
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.011 0.0595 0.1063
Schistosoma mansoni patched 1 0.0045 0.0161 0.0161
Brugia malayi hypothetical protein 0.0235 0.1424 0.6207
Brugia malayi MH2 domain containing protein 0.0025 0.0027 0.012
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0048 0.0184 1
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0048 0.0184 1
Loa Loa (eye worm) RNA binding protein 0.0063 0.028 0.1222
Onchocerca volvulus Huntingtin homolog 0.0131 0.0728 0.4738
Brugia malayi CHE-14 protein 0.0045 0.0161 0.07
Loa Loa (eye worm) pigment dispersing factor receptor c 0.005 0.0195 0.0852
Loa Loa (eye worm) hypothetical protein 0.0131 0.0728 0.3174
Onchocerca volvulus Huntingtin homolog 0.0131 0.0728 0.4738
Brugia malayi isocitrate dehydrogenase 0.0048 0.0184 0.0801
Onchocerca volvulus 0.0032 0.0073 0.0474
Loa Loa (eye worm) hypothetical protein 0.0025 0.0031 0.0133
Schistosoma mansoni hypothetical protein 0.052 0.3313 0.3313
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.0164 0.0164
Schistosoma mansoni niemann-pick C1 (NPC1) 0.0107 0.0569 0.0569
Echinococcus multilocularis tar DNA binding protein 0.0063 0.028 0.0501
Entamoeba histolytica hypothetical protein 0.011 0.0595 1
Brugia malayi Isocitrate dehydrogenase 0.0048 0.0184 0.0801
Schistosoma mansoni hypothetical protein 0.011 0.0595 0.0595
Loa Loa (eye worm) isocitrate dehydrogenase 0.0048 0.0184 0.0801
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0031 0.0065 0.0196
Brugia malayi Pre-SET motif family protein 0.0222 0.1333 0.5814
Echinococcus multilocularis atpase aaa+ type core atpase aaa type core 0.0864 0.5595 1
Onchocerca volvulus 0.0048 0.018 0.1174
Toxoplasma gondii isocitrate dehydrogenase 0.0048 0.0184 1
Schistosoma mansoni hypothetical protein 0.052 0.3313 0.3313
Brugia malayi RNA recognition motif domain containing protein 0.0063 0.028 0.1222
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0048 0.0184 0.0328
Echinococcus multilocularis expressed conserved protein 0.0099 0.0516 0.0922
Loa Loa (eye worm) hypothetical protein 0.0045 0.0161 0.07
Schistosoma mansoni smad1 5 8 and 0.0025 0.0027 0.0027
Loa Loa (eye worm) MH2 domain-containing protein 0.0025 0.0027 0.012
Brugia malayi MH2 domain containing protein 0.0366 0.2294 1
Brugia malayi hypothetical protein 0.011 0.0595 0.2593
Brugia malayi Smad1 0.0025 0.0027 0.012
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.005 0.0195 0.0852
Schistosoma mansoni tar DNA-binding protein 0.0063 0.028 0.028
Echinococcus multilocularis sterol regulatory element binding protein 0.0045 0.0161 0.0287
Echinococcus granulosus Niemann Pick C1 protein 0.015 0.0857 0.2585
Loa Loa (eye worm) abnormal chemotaxis protein 14 0.0045 0.0161 0.07
Schistosoma mansoni tar DNA-binding protein 0.0063 0.028 0.028
Loa Loa (eye worm) hypothetical protein 0.005 0.0195 0.0852
Loa Loa (eye worm) hypothetical protein 0.0105 0.0558 0.2433
Echinococcus granulosus tar DNA binding protein 0.0063 0.028 0.0846
Loa Loa (eye worm) hypothetical protein 0.0032 0.0073 0.0318
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0048 0.0184 1
Schistosoma mansoni TGF-beta signal transducer Smad2 0.0025 0.0027 0.0027
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0046 0.0164 0.0495
Trypanosoma cruzi isocitrate dehydrogenase, putative 0.0048 0.0184 1
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.0048 0.0184 0.0554
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0032 0.0073 0.0073
Loa Loa (eye worm) hypothetical protein 0.0131 0.0728 0.3174
Echinococcus granulosus sterol regulatory element binding protein 0.0045 0.0161 0.0484
Schistosoma mansoni hypothetical protein 0.0307 0.1899 0.1899
Schistosoma mansoni tar DNA-binding protein 0.0063 0.028 0.028
Plasmodium vivax SET domain protein, putative 0.0032 0.0073 0.2766
Echinococcus multilocularis mothers against decapentaplegic 5 0.0025 0.0027 0.0049
Echinococcus granulosus mothers against decapentaplegic 5 0.0025 0.0027 0.0083

Activities

Activity type Activity value Assay description Source Reference
IC90 (functional) > 70 uM The antiviral potency (IC90) was assessed by measuring their effect on the accumulation of viral RNA transcripts on HIV-1 RF infected MT-2 cells ChEMBL. 9554878
Ki (binding) = 542 nM Binding affinity for HIV-1 protease enzyme was measured by using fluorescent peptide substrate ChEMBL. 9554878
Ki (binding) = 542 nM Binding affinity for HIV-1 protease enzyme was measured by using fluorescent peptide substrate ChEMBL. 9554878

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.