Detailed information for compound 226546

Basic information

Technical information
  • TDR Targets ID: 226546
  • Name: [(3R,5S)-1-[(2R)-3-methyl-2-[[(2R)-3-methyl-2 -(pyrazine-2-carbonylamino)butanoyl]amino]but anoyl]-5-[[(2S)-1-oxobutan-2-yl]carbamoyl]pyr rolidin-3-yl] N-(2,5-dichlorophenyl)carbamate
  • MW: 692.59 | Formula: C31H39Cl2N7O7
  • H donors: 4 H acceptors: 8 LogP: 3.57 Rotable bonds: 19
    Rule of 5 violations (Lipinski): 2
  • SMILES: CC[C@H](NC(=O)[C@@H]1C[C@H](CN1C(=O)[C@@H](C(C)C)NC(=O)[C@@H](C(C)C)NC(=O)c1nccnc1)OC(=O)Nc1cc(Cl)ccc1Cl)C=O
  • InChi: 1S/C31H39Cl2N7O7/c1-6-19(15-41)36-28(43)24-12-20(47-31(46)37-22-11-18(32)7-8-21(22)33)14-40(24)30(45)26(17(4)5)39-29(44)25(16(2)3)38-27(42)23-13-34-9-10-35-23/h7-11,13,15-17,19-20,24-26H,6,12,14H2,1-5H3,(H,36,43)(H,37,46)(H,38,42)(H,39,44)/t19-,20+,24-,25+,26+/m0/s1
  • InChiKey: CRYIUYSJGGVDBB-QPKFISTISA-N  


Substructure search Similarity search

Network

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Synonyms

  • [(3R,5S)-5-[[(1S)-1-formylpropyl]carbamoyl]-1-[(2R)-3-methyl-2-[[(2R)-3-methyl-2-(pyrazine-2-carbonylamino)butanoyl]amino]butanoyl]pyrrolidin-3-yl] N-(2,5-dichlorophenyl)carbamate
  • N-(2,5-dichlorophenyl)carbamic acid [(3R,5S)-5-[[[(1S)-1-formylpropyl]amino]-oxomethyl]-1-[(2R)-3-methyl-2-[[(2R)-3-methyl-1-oxo-2-[[oxo(2-pyrazinyl)methyl]amino]butyl]amino]-1-oxobutyl]-3-pyrrolidinyl] ester
  • [(3R,5S)-1-[(2R)-3-methyl-2-[[(2R)-3-methyl-2-(pyrazin-2-ylcarbonylamino)butanoyl]amino]butanoyl]-5-[[(2S)-1-oxobutan-2-yl]carbamoyl]pyrrolidin-3-yl] N-(2,5-dichlorophenyl)carbamate
  • N-(2,5-dichlorophenyl)carbamic acid [(3R,5S)-5-[[(1S)-1-formylpropyl]carbamoyl]-1-[(2R)-3-methyl-2-[[(2R)-3-methyl-2-(pyrazinoylamino)butanoyl]amino]butanoyl]pyrrolidin-3-yl] ester
  • N-(2,5-dichlorophenyl)carbamic acid [(3R,5S)-5-[[[(1S)-1-formylpropyl]amino]-oxomethyl]-1-[(2R)-3-methyl-2-[[(2R)-3-methyl-1-oxo-2-[[oxo-(2-pyrazinyl)methyl]amino]butyl]amino]-1-oxobutyl]-3-pyrrolidinyl] ester
  • N-(2,5-dichlorophenyl)carbamic acid [(3R,5S)-5-[[(1S)-1-formylpropyl]carbamoyl]-1-[(2R)-3-methyl-2-[[(2R)-3-methyl-2-(pyrazine-2-carbonylamino)butanoyl]amino]butanoyl]pyrrolidin-3-yl] ester
  • AIDS185198
  • L-Prolinamide, N-(pyrazinylcarbonyl)-D-valyl-D-valyl-4-[[[(2,5-dichlorophenyl)amino]carbonyl]oxy]-N-[(1S)-1-formylpropyl]-, (4R)-
  • AIDS-185198

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Hepatitis C virus Hepatitis C virus serine protease, NS3/NS4A Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Mycobacterium tuberculosis Membrane-associated phospholipase C 2 PlcB Hepatitis C virus serine protease, NS3/NS4A   54 aa 49 aa 32.7 %
Trypanosoma brucei expression site-associated gene 3 (ESAG3)-like protein Hepatitis C virus serine protease, NS3/NS4A   54 aa 49 aa 28.6 %
Trypanosoma brucei gambiense expression site-associated gene 3 (ESAG3)-like protein, putative Hepatitis C virus serine protease, NS3/NS4A   54 aa 49 aa 28.6 %
Trypanosoma congolense WD40 repeats, putative Hepatitis C virus serine protease, NS3/NS4A   54 aa 46 aa 28.3 %
Echinococcus granulosus 60S ribosomal protein L8 Hepatitis C virus serine protease, NS3/NS4A   54 aa 48 aa 33.3 %
Mycobacterium ulcerans Maf-like protein Hepatitis C virus serine protease, NS3/NS4A   54 aa 44 aa 38.6 %
Toxoplasma gondii hypothetical protein Hepatitis C virus serine protease, NS3/NS4A   54 aa 50 aa 28.0 %
Entamoeba histolytica hypothetical protein Hepatitis C virus serine protease, NS3/NS4A   54 aa 52 aa 23.1 %
Schistosoma mansoni hypothetical protein Hepatitis C virus serine protease, NS3/NS4A   54 aa 44 aa 29.5 %
Leishmania braziliensis hypothetical protein, conserved Hepatitis C virus serine protease, NS3/NS4A   54 aa 46 aa 26.1 %
Trypanosoma brucei hypothetical protein, conserved Hepatitis C virus serine protease, NS3/NS4A   54 aa 55 aa 30.9 %
Schistosoma japonicum expressed protein Hepatitis C virus serine protease, NS3/NS4A   54 aa 44 aa 29.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma cruzi AMP deaminase, putative 0.3401 0.4966 1
Schistosoma mansoni adenosine deaminase 0.5711 1 1
Schistosoma mansoni adenosine deaminase-related 0.5711 1 1
Mycobacterium ulcerans adenosine deaminase 0.5711 1 0.5
Entamoeba histolytica adenosine deaminase, putative 0.5711 1 1
Loa Loa (eye worm) hypothetical protein 0.3432 0.5034 0.5034
Onchocerca volvulus Adenosine deaminase homolog 0.5711 1 1
Trypanosoma cruzi AMP deaminase, putative 0.3401 0.4966 1
Mycobacterium leprae Probable adenosine deaminase Add (ADENOSINE AMINOHYDROLASE) 0.5711 1 0.5
Echinococcus multilocularis adenosine deaminase 0.5711 1 1
Trypanosoma cruzi AMP deaminase, putative 0.3401 0.4966 1
Onchocerca volvulus AMP deaminase 2 homolog 0.3401 0.4966 0.3268
Leishmania major AMP deaminase, putative,adenosine monophosphate deaminase-like protein 0.3401 0.4966 0.3268
Plasmodium vivax adenosine deaminase, putative 0.5711 1 1
Loa Loa (eye worm) hypothetical protein 0.5711 1 1
Leishmania major adenine aminohydrolase 0.5711 1 1
Loa Loa (eye worm) AMP deaminase 0.3401 0.4966 0.4966
Trypanosoma brucei AMP deaminase, putative 0.3401 0.4966 0.5
Trypanosoma cruzi adenosine monophosphate deaminase-like protein, putative 0.3401 0.4966 1
Trypanosoma cruzi adenosine monophosphate deaminase, putative 0.3401 0.4966 1
Trypanosoma brucei AMP deaminase, putative 0.3401 0.4966 0.5
Entamoeba histolytica adenosine deaminase, putative 0.5711 1 1
Loa Loa (eye worm) hypothetical protein 0.3432 0.5034 0.5034
Trypanosoma cruzi AMP deaminase, putative 0.3401 0.4966 1
Loa Loa (eye worm) hypothetical protein 0.2279 0.2523 0.2523
Mycobacterium tuberculosis Probable adenosine deaminase Add (adenosine aminohydrolase) 0.5711 1 0.5
Leishmania major AMP deaminase, putative,amp deaminase-like protein 0.3401 0.4966 0.3268
Treponema pallidum adenosine deaminase 0.5711 1 0.5
Plasmodium falciparum adenosine deaminase 0.5711 1 1
Trypanosoma cruzi AMP deaminase, putative 0.3401 0.4966 1
Leishmania major AMP deaminase, putative 0.3401 0.4966 0.3268
Toxoplasma gondii Adenosine/AMP deaminase domain-containing protein 0.5711 1 1
Loa Loa (eye worm) hypothetical protein 0.3432 0.5034 0.5034
Trichomonas vaginalis adenosine deaminase, putative 0.5711 1 0.5
Trypanosoma brucei adenosine monophosphate deaminase, putative 0.3401 0.4966 0.5
Leishmania major adenosine monophosphate deaminase, putative,AMP deaminase, putative 0.3401 0.4966 0.3268
Toxoplasma gondii Adenosine/AMP deaminase domain-containing protein 0.5711 1 1
Trichomonas vaginalis adenosine deaminase, putative 0.5711 1 0.5
Trypanosoma brucei AMP deaminase, putative 0.3401 0.4966 0.5
Echinococcus granulosus adenosine deaminase 0.5711 1 1
Loa Loa (eye worm) hypothetical protein 0.3432 0.5034 0.5034

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 3.2 uM Inhibition of HCV (Hepatitis C Virus) NS3-4A protease. ChEMBL. 14592508
Ki (binding) = 3.2 uM Inhibition of HCV (Hepatitis C Virus) NS3-4A protease. ChEMBL. 14592508

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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