Detailed information for compound 154727

Basic information

Technical information
  • TDR Targets ID: 154727
  • Name: 4-[2-[[4,4-difluoro-2-[[(2S,4R)-4-(7-methoxy- 2-phenylquinolin-4-yl)oxy-1-[(2S)-3-methyl-2- (2-methylpropoxycarbonylamino)butanoyl]pyrrol idine-2-carbonyl]amino]butanoyl]amino]ethyl]b enzoic acid
  • MW: 831.901 | Formula: C44H51F2N5O9
  • H donors: 4 H acceptors: 7 LogP: 7.39 Rotable bonds: 23
    Rule of 5 violations (Lipinski): 2
  • SMILES: COc1ccc2c(c1)nc(cc2O[C@H]1CN([C@@H](C1)C(=O)NC(C(=O)NCCc1ccc(cc1)C(=O)O)CC(F)F)C(=O)[C@H](C(C)C)NC(=O)OCC(C)C)c1ccccc1
  • InChi: 1S/C44H51F2N5O9/c1-25(2)24-59-44(57)50-39(26(3)4)42(54)51-23-31(60-37-21-33(28-9-7-6-8-10-28)48-34-19-30(58-5)15-16-32(34)37)20-36(51)41(53)49-35(22-38(45)46)40(52)47-18-17-27-11-13-29(14-12-27)43(55)56/h6-16,19,21,25-26,31,35-36,38-39H,17-18,20,22-24H2,1-5H3,(H,47,52)(H,49,53)(H,50,57)(H,55,56)/t31-,35?,36+,39+/m1/s1
  • InChiKey: RJXGGMVKFQHMCK-ZPUWJPBVSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-[2-[[4,4-difluoro-2-[[(2S,4R)-1-[(2S)-2-(isobutoxycarbonylamino)-3-methyl-butanoyl]-4-[(7-methoxy-2-phenyl-4-quinolyl)oxy]pyrrolidine-2-carbonyl]amino]butanoyl]amino]ethyl]benzoic acid
  • 4-[2-[[4,4-difluoro-2-[[[(2S,4R)-1-[(2S)-2-[[isobutoxy(oxo)methyl]amino]-3-methyl-1-oxobutyl]-4-[(7-methoxy-2-phenyl-4-quinolyl)oxy]-2-pyrrolidinyl]-oxomethyl]amino]-1-oxobutyl]amino]ethyl]benzoic acid
  • 4-[2-[[4,4-difluoro-2-[[(2S,4R)-4-(7-methoxy-2-phenyl-quinolin-4-yl)oxy-1-[(2S)-3-methyl-2-(2-methylpropoxycarbonylamino)butanoyl]pyrrolidin-2-yl]carbonylamino]butanoyl]amino]ethyl]benzoic acid
  • 4-[2-[[4,4-difluoro-2-[[(2S,4R)-1-[(2S)-2-(isobutoxycarbonylamino)-3-methyl-butanoyl]-4-[(7-methoxy-2-phenyl-4-quinolyl)oxy]prolyl]amino]butanoyl]amino]ethyl]benzoic acid
  • 4-[2-[[4,4-difluoro-2-[[[(2S,4R)-1-[(2S)-2-[(isobutoxy-oxomethyl)amino]-3-methyl-1-oxobutyl]-4-[(7-methoxy-2-phenyl-4-quinolyl)oxy]-2-pyrrolidinyl]-oxomethyl]amino]-1-oxobutyl]amino]ethyl]benzoic acid
  • AIDS-171913
  • AIDS171913
  • L-Prolinamide, N-[(2-methylpropoxy)carbonyl]-L-valyl-N-[1-[[[2-(4-carboxyphenyl)ethyl]amino]carbonyl]-3,3-difluoropropyl]-4-[(7-methoxy-2-phenyl-4-quinolinyl)oxy]-, (4R)-

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Hepatitis C virus Hepatitis C virus NS3 protease/helicase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Theileria parva RNA helicase-1, putative Get druggable targets OG5_126984 All targets in OG5_126984
Plasmodium vivax RNA helicase-1, putative Get druggable targets OG5_126984 All targets in OG5_126984
Neospora caninum DEAD-box ATP-dependent RNA helicase 34 (EC 3.6.1.-), related Get druggable targets OG5_126984 All targets in OG5_126984
Leishmania infantum eukaryotic initiation factor 4a, putative Get druggable targets OG5_126984 All targets in OG5_126984
Schistosoma japonicum Eukaryotic initiation factor 4A-III, putative Get druggable targets OG5_126984 All targets in OG5_126984
Brugia malayi eukaryotic initiation factor 4A Get druggable targets OG5_126984 All targets in OG5_126984
Mycobacterium tuberculosis Probable cold-shock DeaD-box protein A homolog DeaD (ATP-dependent RNA helicase dead homolog) Get druggable targets OG5_126984 All targets in OG5_126984
Plasmodium berghei eukaryotic initiation factor 4a, putative Get druggable targets OG5_126984 All targets in OG5_126984
Echinococcus granulosus eukaryotic initiation factor 4A Get druggable targets OG5_126984 All targets in OG5_126984
Babesia bovis eukaryotic translation initiation factor 4A, putative Get druggable targets OG5_126984 All targets in OG5_126984
Giardia lamblia Translation initiation factor eIF-4A, putative Get druggable targets OG5_126984 All targets in OG5_126984
Schistosoma mansoni DEAD box ATP-dependent RNA helicase Get druggable targets OG5_126984 All targets in OG5_126984
Cryptosporidium hominis eukaryotic initiation factor 4A (eIF4A) (eIF-4A) Get druggable targets OG5_126984 All targets in OG5_126984
Trypanosoma cruzi Eukaryotic initiation factor 4A-1 Get druggable targets OG5_126984 All targets in OG5_126984
Echinococcus granulosus eukaryotic initiation factor 4A III Get druggable targets OG5_126984 All targets in OG5_126984
Candida albicans similar to S. cerevisiae TIF1 (YKR059W) and TIF2 (YJL138C) translation initiation factor eIF4A subunit Get druggable targets OG5_126984 All targets in OG5_126984
Candida albicans similar to S. cerevisiae TIF1 (YKR059W) and TIF2 (YJL138C) translation initiation factor eIF4A subunit Get druggable targets OG5_126984 All targets in OG5_126984
Echinococcus multilocularis eukaryotic initiation factor 4A Get druggable targets OG5_126984 All targets in OG5_126984
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126984 All targets in OG5_126984
Leishmania braziliensis eukaryotic initiation factor 4a, putative Get druggable targets OG5_126984 All targets in OG5_126984
Trichomonas vaginalis DEAD box ATP-dependent RNA helicase, putative Get druggable targets OG5_126984 All targets in OG5_126984
Trichomonas vaginalis DEAD box ATP-dependent RNA helicase, putative Get druggable targets OG5_126984 All targets in OG5_126984
Trypanosoma brucei Eukaryotic initiation factor 4A-1 Get druggable targets OG5_126984 All targets in OG5_126984
Plasmodium knowlesi eukaryotic initiation factor 4a, putative Get druggable targets OG5_126984 All targets in OG5_126984
Leishmania major eukaryotic initiation factor 4a, putative Get druggable targets OG5_126984 All targets in OG5_126984
Trypanosoma cruzi Eukaryotic initiation factor 4A-1 Get druggable targets OG5_126984 All targets in OG5_126984
Trypanosoma congolense eukaryotic initiation factor 4a, putative Get druggable targets OG5_126984 All targets in OG5_126984
Leishmania major eukaryotic initiation factor 4a, putative Get druggable targets OG5_126984 All targets in OG5_126984
Plasmodium falciparum eukaryotic initiation factor 4A Get druggable targets OG5_126984 All targets in OG5_126984
Entamoeba histolytica DEAD/DEAH box helicase, putative Get druggable targets OG5_126984 All targets in OG5_126984
Leishmania mexicana Get druggable targets OG5_126984 All targets in OG5_126984
Leishmania infantum eukaryotic initiation factor 4a, putative Get druggable targets OG5_126984 All targets in OG5_126984
Onchocerca volvulus Eukaryotic initiation factor 4A homolog Get druggable targets OG5_126984 All targets in OG5_126984
Echinococcus multilocularis eukaryotic initiation factor 4A III Get druggable targets OG5_126984 All targets in OG5_126984
Schistosoma japonicum ATP-dependent RNA helicase eIF4A, putative Get druggable targets OG5_126984 All targets in OG5_126984
Leishmania donovani Eukaryotic initiation factor 4A-1 Get druggable targets OG5_126984 All targets in OG5_126984
Schistosoma mansoni DEAD box ATP-dependent RNA helicase Get druggable targets OG5_126984 All targets in OG5_126984
Treponema pallidum ATP-dependent RNA helicase Get druggable targets OG5_126984 All targets in OG5_126984
Toxoplasma gondii eukaryotic initiation factor-4A, putative Get druggable targets OG5_126984 All targets in OG5_126984
Schistosoma japonicum Eukaryotic initiation factor 4A-II, putative Get druggable targets OG5_126984 All targets in OG5_126984
Cryptosporidium parvum eukaryotic initiation factor 4A (eIF4A) (eIF-4A) Get druggable targets OG5_126984 All targets in OG5_126984
Trichomonas vaginalis DEAD box ATP-dependent RNA helicase, putative Get druggable targets OG5_126984 All targets in OG5_126984
Trypanosoma brucei gambiense eukaryotic initiation factor 4a, putative Get druggable targets OG5_126984 All targets in OG5_126984
Plasmodium yoelii RNA helicase-1 Get druggable targets OG5_126984 All targets in OG5_126984
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Toxoplasma gondii cathepsin B 0.0051 0.1747 0.8206
Echinococcus multilocularis cathepsin b 0.0143 0.8187 0.8187
Brugia malayi hypothetical protein 0.0035 0.0609 0.0609
Trichomonas vaginalis Clan CA, family C1, cathepsin B-like cysteine peptidase 0.0051 0.1747 1
Trichomonas vaginalis DEAD box ATP-dependent RNA helicase, putative 0.003 0.0213 0.1218
Trichomonas vaginalis DEAD box ATP-dependent RNA helicase, putative 0.003 0.0213 0.1218
Echinococcus granulosus eukaryotic initiation factor 4A 0.003 0.0213 0.0213
Treponema pallidum ATP-dependent RNA helicase 0.003 0.0213 0.5
Mycobacterium tuberculosis Probable cold-shock DeaD-box protein A homolog DeaD (ATP-dependent RNA helicase dead homolog) 0.003 0.0213 0.5
Trypanosoma cruzi Eukaryotic initiation factor 4A-1 0.003 0.0213 0.026
Trypanosoma brucei cysteine peptidase C (CPC) 0.0051 0.1747 0.8206
Loa Loa (eye worm) hypothetical protein 0.0143 0.8187 0.8187
Schistosoma mansoni DEAD box ATP-dependent RNA helicase 0.003 0.0213 0.0213
Brugia malayi hypothetical protein 0.0055 0.1963 0.1963
Echinococcus multilocularis Dipeptidyl peptidase 9 0.0057 0.2129 0.2129
Plasmodium falciparum ataxin-2 like protein, putative 0.0055 0.1963 1
Loa Loa (eye worm) hypothetical protein 0.0049 0.1557 0.1557
Plasmodium falciparum ataxin-2 like protein, putative 0.0055 0.1963 1
Schistosoma mansoni DEAD box ATP-dependent RNA helicase 0.003 0.0213 0.0213
Brugia malayi eukaryotic initiation factor 4A 0.003 0.0213 0.0213
Giardia lamblia Cathepsin B precursor 0.0051 0.1747 1
Entamoeba histolytica DEAD/DEAH box helicase, putative 0.003 0.0213 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0049 0.1557 0.1557
Onchocerca volvulus Eukaryotic initiation factor 4A homolog 0.003 0.0213 0.0213
Brugia malayi cathepsin B-like cysteine proteinase 0.0143 0.8187 0.8187
Trypanosoma brucei PAB1-binding protein , putative 0.0055 0.1963 0.9221
Trypanosoma cruzi PAB1-binding protein , putative 0.0055 0.1963 0.2398
Trypanosoma cruzi PAB1-binding protein , putative 0.0055 0.1963 0.2398
Loa Loa (eye worm) hypothetical protein 0.0033 0.0476 0.0476
Echinococcus granulosus eukaryotic initiation factor 4A III 0.003 0.0213 0.0213
Echinococcus granulosus cathepsin b 0.0143 0.8187 0.8187
Toxoplasma gondii LsmAD domain-containing protein 0.0055 0.1963 0.9221
Leishmania major eukaryotic initiation factor 4a, putative 0.003 0.0213 0.0999
Echinococcus multilocularis eukaryotic initiation factor 4A III 0.003 0.0213 0.0213
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0143 0.8187 0.8187
Leishmania major dipeptidyl-peptidase 8-like serine peptidase, putative,serine peptidase, Clan SC, Family S9B 0.0057 0.2129 1
Echinococcus granulosus Dipeptidyl peptidase 9 0.0057 0.2129 0.2129
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0143 0.8187 0.8187
Brugia malayi prolyl oligopeptidase family protein 0.0057 0.2129 0.2129
Brugia malayi hypothetical protein 0.0043 0.1189 0.1189
Loa Loa (eye worm) hypothetical protein 0.0043 0.1189 0.1189
Loa Loa (eye worm) cathepsin B 0.0051 0.1747 0.1747
Plasmodium vivax RNA helicase-1, putative 0.003 0.0213 0.1083
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.0051 0.1747 0.2134
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0051 0.1747 0.1747
Trypanosoma cruzi serine peptidase, Clan SC, Family S9B 0.0057 0.2129 0.2601
Schistosoma mansoni SmCB2 peptidase (C01 family) 0.0143 0.8187 0.8187
Trypanosoma brucei Dipeptidyl-peptidase 8-like, putative 0.0057 0.2129 1
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0143 0.8187 0.8187
Onchocerca volvulus Dipeptidyl peptidase family member 1 homolog 0.0169 1 1
Echinococcus multilocularis dipeptidyl aminopeptidaseprotein 0.0169 1 1
Schistosoma mansoni subfamily S9B unassigned peptidase (S09 family) 0.0169 1 1
Echinococcus granulosus dipeptidyl aminopeptidaseprotein 0.0169 1 1
Trypanosoma cruzi Eukaryotic initiation factor 4A-1 0.003 0.0213 0.026
Toxoplasma gondii eukaryotic initiation factor-4A, putative 0.003 0.0213 0.0999
Loa Loa (eye worm) prolyl oligopeptidase 0.0169 1 1
Trypanosoma cruzi dipeptidyl-peptidase 8-like serine peptidase 0.0057 0.2129 0.2601
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.0143 0.8187 1
Echinococcus multilocularis cathepsin b 0.0143 0.8187 0.8187
Leishmania major hypothetical protein, conserved 0.0055 0.1963 0.9221
Trypanosoma brucei serine peptidase, Clan SC, Family S9B 0.0057 0.2129 1
Echinococcus multilocularis eukaryotic initiation factor 4A 0.003 0.0213 0.0213
Loa Loa (eye worm) hypothetical protein 0.0055 0.1963 0.1963
Schistosoma mansoni hypothetical protein 0.0033 0.0476 0.0476
Loa Loa (eye worm) hypothetical protein 0.003 0.0213 0.0213
Echinococcus granulosus cathepsin b 0.0143 0.8187 0.8187
Leishmania major cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like 0.0051 0.1747 0.8206
Brugia malayi latrophilin 2 splice variant baaae 0.0033 0.0476 0.0476
Plasmodium vivax ataxin-2 like protein, putative 0.0055 0.1963 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0049 0.1557 0.1557
Leishmania major eukaryotic initiation factor 4a, putative 0.003 0.0213 0.0999
Brugia malayi Calcitonin receptor-like protein seb-1 0.0049 0.1557 0.1557
Toxoplasma gondii dipeptidyl peptidase iv (dpp iv) n-terminal region domain-containing protein 0.0057 0.2129 1
Plasmodium falciparum eukaryotic initiation factor 4A 0.003 0.0213 0.1083
Giardia lamblia Cathepsin B precursor 0.0051 0.1747 1
Trichomonas vaginalis DEAD box ATP-dependent RNA helicase, putative 0.003 0.0213 0.1218
Giardia lamblia Cathepsin B precursor 0.0051 0.1747 1
Schistosoma mansoni dipeptidyl-peptidase 9 (S09 family) 0.0057 0.2129 0.2129
Trypanosoma brucei Eukaryotic initiation factor 4A-1 0.003 0.0213 0.0999

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.4 uM Inhibitory concentration of the compound against hepatitis C virus (HCV) NS3 protease ChEMBL. 12873506
IC50 (binding) = 0.4 uM Inhibitory concentration of the compound against hepatitis C virus (HCV) NS3 protease ChEMBL. 12873506

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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