Detailed information for compound 160359

Basic information

Technical information
  • TDR Targets ID: 160359
  • Name: tert-butyl N-[(2S,3S,5R)-5-benzyl-3-hydroxy-6 -[[(2S)-3-methyl-1-[2-(methylamino)ethylamino ]-1-oxobutan-2-yl]amino]-6-oxo-1-phenylhexan- 2-yl]carbamate
  • MW: 568.747 | Formula: C32H48N4O5
  • H donors: 5 H acceptors: 4 LogP: 4.21 Rotable bonds: 20
    Rule of 5 violations (Lipinski): 2
  • SMILES: CNCCNC(=O)[C@H](C(C)C)NC(=O)[C@H](Cc1ccccc1)C[C@@H]([C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)O
  • InChi: 1S/C32H48N4O5/c1-22(2)28(30(39)34-18-17-33-6)36-29(38)25(19-23-13-9-7-10-14-23)21-27(37)26(20-24-15-11-8-12-16-24)35-31(40)41-32(3,4)5/h7-16,22,25-28,33,37H,17-21H2,1-6H3,(H,34,39)(H,35,40)(H,36,38)/t25-,26+,27+,28+/m1/s1
  • InChiKey: CGKLNZWWFBDLEG-UNFRKHOWSA-N  


Substructure search Similarity search

Network

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Synonyms

  • tert-butyl N-[(1S,2S,4R)-1,4-dibenzyl-2-hydroxy-5-[[(1S)-2-methyl-1-[2-(methylamino)ethylcarbamoyl]propyl]amino]-5-oxo-pentyl]carbamate
  • N-[(1S,2S,4R)-1,4-dibenzyl-2-hydroxy-5-[[(1S)-2-methyl-1-[[2-(methylamino)ethylamino]-oxomethyl]propyl]amino]-5-oxopentyl]carbamic acid tert-butyl ester
  • tert-butyl N-[(2S,3S,5R)-3-hydroxy-6-[[(2S)-3-methyl-1-[2-(methylamino)ethylamino]-1-oxo-butan-2-yl]amino]-6-oxo-1-phenyl-5-(phenylmethyl)hexan-2-yl]carbamate
  • N-[(1S,2S,4R)-1,4-dibenzyl-2-hydroxy-5-keto-5-[[(1S)-2-methyl-1-[2-(methylamino)ethylcarbamoyl]propyl]amino]pentyl]carbamic acid tert-butyl ester
  • tert-butyl N-[(2S,3S,5R)-3-hydroxy-6-[[(2S)-3-methyl-1-(2-methylaminoethylamino)-1-oxobutan-2-yl]amino]-6-oxo-1-phenyl-5-(phenylmethyl)hexan-2-yl]carbamate
  • tert-butyl N-[(1S,2S,4R)-2-hydroxy-5-[[(1S)-2-methyl-1-(2-methylaminoethylcarbamoyl)propyl]amino]-5-oxo-1,4-bis(phenylmethyl)pentyl]carbamate
  • N-[(1S,2S,4R)-2-hydroxy-5-[[(1S)-2-methyl-1-[(2-methylaminoethylamino)-oxomethyl]propyl]amino]-5-oxo-1,4-bis(phenylmethyl)pentyl]carbamic acid tert-butyl ester
  • N-[(1S,2S,4R)-1,4-bis(benzyl)-2-hydroxy-5-keto-5-[[(1S)-2-methyl-1-(2-methylaminoethylcarbamoyl)propyl]amino]pentyl]carbamic acid tert-butyl ester
  • tert-butyl N-[(2S,3S,5R)-3-hydroxy-6-[[(2S)-3-methyl-1-(2-methylaminoethylamino)-1-oxo-butan-2-yl]amino]-6-oxo-1-phenyl-5-(phenylmethyl)hexan-2-yl]carbamate
  • AIDS-003475
  • AIDS003475
  • N'-(2-Methylaminoethyl)-N-[5(S)-[(tert-butoxycarbonyl)amino]-4(S)-hydroxy-6-phenyl-2(R)-(phenylmethyl)hexanoyl]valine amide

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 %
Echinococcus multilocularis Chromobox protein 3 Human immunodeficiency virus type 1 protease   99 aa 95 aa 28.4 %
Giardia lamblia DNA-directed RNA polymerase subunit D Human immunodeficiency virus type 1 protease   99 aa 90 aa 27.8 %
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 %
Trypanosoma brucei variant surface glycoprotein (VSG), putative Human immunodeficiency virus type 1 protease   99 aa 80 aa 27.5 %
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 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni hypothetical protein 0.0525 0.0276 0.0276
Echinococcus multilocularis histone deacetylase 6 0.0153 0.0065 0.0065
Toxoplasma gondii histone deacetylase HDAC2 0.0538 0.0283 0.0781
Schistosoma mansoni histone deacetylase 4 5 0.0153 0.0065 0.0065
Schistosoma mansoni family A2 unassigned peptidase (A02 family) 0.0278 0.0136 0.0136
Schistosoma mansoni tar DNA-binding protein 0.007 0.0018 0.0018
Echinococcus multilocularis caspase 2 0.5893 0.3314 0.3314
Schistosoma mansoni tar DNA-binding protein 0.007 0.0018 0.0018
Echinococcus multilocularis histone deacetylase 0.0153 0.0065 0.0065
Loa Loa (eye worm) TAR-binding protein 0.007 0.0018 0.0055
Echinococcus granulosus caspase 8 0.5078 0.2853 0.2852
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.5078 0.2853 1
Schistosoma mansoni histone deacetylase 0.0538 0.0283 0.0283
Schistosoma mansoni tar DNA-binding protein 0.007 0.0018 0.0018
Plasmodium falciparum metacaspase 1 0.5078 0.2853 1
Schistosoma mansoni tar DNA-binding protein 0.007 0.0018 0.0018
Loa Loa (eye worm) hypothetical protein 0.0538 0.0283 0.0854
Schistosoma mansoni histone deacetylase 1 2 3 0.0153 0.0065 0.0065
Brugia malayi histone deacetylase 11 0.0153 0.0065 0.0197
Toxoplasma gondii ICE family protease (caspase) p20 domain-containing protein 0.5078 0.2853 1
Loa Loa (eye worm) hypothetical protein 0.5893 0.3314 1
Onchocerca volvulus Cell death protein 3 homolog 0.5893 0.3314 1
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.5078 0.2853 1
Loa Loa (eye worm) histone deacetylase 7A 0.0153 0.0065 0.0197
Trypanosoma cruzi metacaspase 5, putative 0.5078 0.2853 1
Echinococcus multilocularis histone deacetylase 3 0.0538 0.0283 0.0282
Echinococcus multilocularis apoptotic protease activating factor 1 0.0675 0.036 0.036
Brugia malayi jmjC domain containing protein 0.0039 0.0001 0.0002
Echinococcus granulosus caspase 2 0.5893 0.3314 0.3314
Echinococcus granulosus histone deacetylase 7 0.0153 0.0065 0.0065
Trichomonas vaginalis conserved hypothetical protein 0.5078 0.2853 1
Leishmania major histone deacetylase, putative 0.0538 0.0283 0.0781
Echinococcus granulosus apoptotic protease activating factor 1 0.0675 0.036 0.036
Loa Loa (eye worm) MH2 domain-containing protein 0.025 0.012 0.0361
Trypanosoma cruzi metacaspase, putative 0.5078 0.2853 1
Echinococcus multilocularis histone deacetylase 6 0.0153 0.0065 0.0065
Schistosoma mansoni histone deacetylase hda2 0.0153 0.0065 0.0065
Leishmania major metacaspase, putative 0.5078 0.2853 1
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.5078 0.2853 1
Schistosoma mansoni subfamily C14A unassigned peptidase (C14 family) 0.5078 0.2853 0.2853
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0051 0.0007 0.0021
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.5078 0.2853 1
Brugia malayi histone deacetylase 3 (HD3) 0.0538 0.0283 0.0854
Trypanosoma cruzi histone deacetylase 1, putative 0.0538 0.0283 0.0781
Trypanosoma cruzi metacaspase 5, putative 0.5078 0.2853 1
Schistosoma mansoni hypothetical protein 0.0675 0.036 0.036
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0051 0.0007 0.0007
Brugia malayi TAR-binding protein 0.007 0.0018 0.0055
Echinococcus multilocularis atpase aaa+ type core atpase aaa type core 0.079 0.0426 0.0425
Schistosoma mansoni histone deacetylase 4 5 0.0153 0.0065 0.0065
Brugia malayi jmjC domain containing protein 0.0107 0.0039 0.0117
Schistosoma mansoni tar DNA-binding protein 0.007 0.0018 0.0018
Loa Loa (eye worm) jmjC domain-containing protein 0.0039 0.0001 0.0002
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.0107 0.0039 0.0038
Echinococcus granulosus histone deacetylase 6 0.0153 0.0065 0.0065
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.007 0.0018 0.0055
Brugia malayi hypothetical protein 0.0675 0.036 0.1087
Loa Loa (eye worm) jmjC domain-containing protein 0.0067 0.0017 0.005
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0056 0.001 0.003
Schistosoma mansoni jumonji domain containing protein 0.0085 0.0026 0.0026
Echinococcus granulosus histone deacetylase 3 0.0538 0.0283 0.0282
Echinococcus granulosus histone deacetylase 8 0.0153 0.0065 0.0065
Trichomonas vaginalis conserved hypothetical protein 0.5078 0.2853 1
Brugia malayi Pax transcription factor protein 2 0.0473 0.0246 0.0742
Loa Loa (eye worm) hypothetical protein 0.0056 0.001 0.003
Onchocerca volvulus 0.0675 0.036 0.0908
Schistosoma mansoni caspase-7 (C14 family) 1.7705 1 1
Loa Loa (eye worm) hypothetical protein 0.0153 0.0065 0.0197
Echinococcus granulosus geminin 0.0525 0.0276 0.0275
Schistosoma mansoni caspase-3 (C14 family) 1.7705 1 1
Echinococcus multilocularis histone deacetylase 8 0.0153 0.0065 0.0065
Trypanosoma brucei metacaspase MCA3 0.5078 0.2853 1
Trichomonas vaginalis conserved hypothetical protein 0.5078 0.2853 1
Echinococcus granulosus caspase 3 1.2627 0.7126 0.7125
Echinococcus granulosus histone deacetylase 6 0.0153 0.0065 0.0065
Echinococcus multilocularis caspase 1.7705 1 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0051 0.0007 0.0007
Echinococcus multilocularis caspase 8 0.5078 0.2853 0.2852
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.5078 0.2853 1
Brugia malayi Cell death protein 3 precursor 0.5893 0.3314 1
Loa Loa (eye worm) histone deacetylase 0.0153 0.0065 0.0197
Loa Loa (eye worm) hypothetical protein 0.5078 0.2853 0.8608
Brugia malayi Histone deacetylase family protein 0.0153 0.0065 0.0197
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0051 0.0007 0.0006
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.0107 0.0039 0.0038
Trypanosoma cruzi metacaspase, putative 0.5078 0.2853 1
Echinococcus granulosus jumonji domain containing protein 0.0045 0.0004 0.0003
Echinococcus multilocularis geminin 0.0525 0.0276 0.0275
Brugia malayi RNA binding protein 0.007 0.0018 0.0055
Loa Loa (eye worm) hypothetical protein 0.0056 0.001 0.003
Loa Loa (eye worm) hypothetical protein 0.0675 0.036 0.1087
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.5078 0.2853 1
Trichomonas vaginalis conserved hypothetical protein 0.5078 0.2853 1
Schistosoma mansoni hypothetical protein 0.0525 0.0276 0.0276
Plasmodium falciparum histone deacetylase 1 0.0538 0.0283 0.0781
Loa Loa (eye worm) histone deacetylase 1 0.0538 0.0283 0.0854
Plasmodium vivax hypothetical protein, conserved 0.5078 0.2853 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0051 0.0007 0.0006
Echinococcus multilocularis jumonji domain containing protein 0.0045 0.0004 0.0003
Brugia malayi Calcitonin receptor-like protein seb-1 0.0056 0.001 0.003
Echinococcus multilocularis histone deacetylase 6 0.0153 0.0065 0.0065
Schistosoma mansoni jumonji/arid domain-containing protein 0.0039 0.0001 0.0001
Trypanosoma cruzi metacaspase, putative 0.5078 0.2853 1
Echinococcus granulosus caspase 1.7705 1 1
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0051 0.0007 0.0021
Trypanosoma cruzi metacaspase, putative 0.5078 0.2853 1
Trypanosoma brucei histone deacetylase 1 0.0538 0.0283 0.0781
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0056 0.001 0.003
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.5078 0.2853 1
Loa Loa (eye worm) transcription factor SMAD2 0.025 0.012 0.0361
Plasmodium vivax metacaspase 1, putative 0.5078 0.2853 1
Schistosoma mansoni caspase-7 (C14 family) 0.5893 0.3314 0.3314
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0051 0.0007 0.0006
Trypanosoma brucei Metacaspase-4 0.5078 0.2853 1
Schistosoma mansoni jumonji/arid domain-containing protein 0.0039 0.0001 0.0001
Loa Loa (eye worm) histone deacetylase 3 0.0538 0.0283 0.0854
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0051 0.0007 0.0007
Entamoeba histolytica histone deacetylase, putative 0.0538 0.0283 0.5
Echinococcus multilocularis caspase 3, apoptosis cysteine peptidase 1.7705 1 1
Echinococcus granulosus tar DNA binding protein 0.007 0.0018 0.0017
Toxoplasma gondii ICE family protease (caspase) p20 domain-containing protein 0.5078 0.2853 1
Brugia malayi Histone deacetylase family protein 0.0153 0.0065 0.0197
Toxoplasma gondii histone deacetylase HDAC3 0.0538 0.0283 0.0781
Brugia malayi histone deacetylase 1 (HD1) 0.0538 0.0283 0.0854
Echinococcus multilocularis histone deacetylase 1 0.0538 0.0283 0.0282
Echinococcus granulosus histone deacetylase 1 0.0538 0.0283 0.0282
Trypanosoma brucei metacaspase 0.5078 0.2853 1
Leishmania major histone deacetylase, putative 0.0538 0.0283 0.0781
Brugia malayi mucosa associated lymphoid tissue lymphoma translocation protein 1 0.5078 0.2853 0.8608
Echinococcus multilocularis tar DNA binding protein 0.007 0.0018 0.0017
Brugia malayi Histone deacetylase 1 0.0538 0.0283 0.0854
Onchocerca volvulus 0.0473 0.0246 0.0556
Trichomonas vaginalis conserved hypothetical protein 0.5078 0.2853 1
Plasmodium falciparum metacaspase-like protein 0.5078 0.2853 1
Echinococcus multilocularis histone deacetylase 7 0.0153 0.0065 0.0065
Schistosoma mansoni histone deacetylase hda2 0.0153 0.0065 0.0065
Loa Loa (eye worm) pax transcription factor protein 2 0.0473 0.0246 0.0742
Giardia lamblia Histone deacetylase 0.0538 0.0283 0.5
Toxoplasma gondii ICE family protease (caspase) p20 domain-containing protein 0.5078 0.2853 1
Trypanosoma brucei metacaspase 5, putative 0.5078 0.2853 1
Trypanosoma brucei metacaspase MCA2 0.5078 0.2853 1
Brugia malayi RNA recognition motif domain containing protein 0.007 0.0018 0.0055
Plasmodium vivax histone deacetylase 1, putative 0.0538 0.0283 0.0781
Echinococcus granulosus histone deacetylase 0.0153 0.0065 0.0065
Brugia malayi MH2 domain containing protein 0.025 0.012 0.0361
Schistosoma mansoni intracisternal A-particle retropepsin (A02 family) 0.1528 0.0843 0.0843
Echinococcus multilocularis caspase 3 1.2627 0.7126 0.7125
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.5078 0.2853 1
Loa Loa (eye worm) RNA binding protein 0.007 0.0018 0.0055
Echinococcus granulosus histone deacetylase 6 0.0153 0.0065 0.0065
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.5078 0.2853 1
Schistosoma mansoni histone deacetylase 0.0538 0.0283 0.0283
Loa Loa (eye worm) histone deacetylase 11 0.0153 0.0065 0.0197
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0051 0.0007 0.0006
Trypanosoma cruzi histone deacetylase 1, putative 0.0538 0.0283 0.0781
Trichomonas vaginalis conserved hypothetical protein 0.5078 0.2853 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1.73 nM Inhibitory activity against HIV protease in peptide cleavage assay ChEMBL. 1910089
IC50 (binding) = 1.73 nM Inhibitory activity against HIV protease in peptide cleavage assay ChEMBL. 1910089

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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