Detailed information for compound 374427

Basic information

Technical information
  • TDR Targets ID: 374427
  • Name: tert-butyl N-[(1S)-2-[(1R,2S,5S)-2-[(4-amino- 1-cyclopentyl-3,4-dioxobutan-2-yl)carbamoyl]- 6,6-dimethyl-3-azabicyclo[3.1.0]hexan-3-yl]-1 -cyclohexyl-2-oxoethyl]carbamate
  • MW: 560.725 | Formula: C30H48N4O6
  • H donors: 3 H acceptors: 5 LogP: 4.91 Rotable bonds: 14
    Rule of 5 violations (Lipinski): 2
  • SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)N1C[C@H]2[C@@H]([C@H]1C(=O)NC(C(=O)C(=O)N)CC1CCCC1)C2(C)C)C1CCCCC1
  • InChi: 1S/C30H48N4O6/c1-29(2,3)40-28(39)33-22(18-13-7-6-8-14-18)27(38)34-16-19-21(30(19,4)5)23(34)26(37)32-20(24(35)25(31)36)15-17-11-9-10-12-17/h17-23H,6-16H2,1-5H3,(H2,31,36)(H,32,37)(H,33,39)/t19-,20?,21-,22-,23-/m0/s1
  • InChiKey: ORFFWAWVEJAVBU-KLYMBLKMSA-N  


Substructure search Similarity search

Network

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Synonyms

  • tert-butyl N-[(1S)-2-[(1R,2S,5S)-2-[[3-amino-1-(cyclopentylmethyl)-2,3-dioxo-propyl]carbamoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexan-3-yl]-1-cyclohexyl-2-oxo-ethyl]carbamate
  • N-[(1S)-2-[(1R,2S,5S)-2-[[[3-amino-1-(cyclopentylmethyl)-2,3-dioxopropyl]amino]-oxomethyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexan-3-yl]-1-cyclohexyl-2-oxoethyl]carbamic acid tert-butyl ester
  • tert-butyl N-[(1S)-2-[(1R,2S,5S)-2-[(4-azanyl-1-cyclopentyl-3,4-dioxo-butan-2-yl)carbamoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexan-3-yl]-1-cyclohexyl-2-oxo-ethyl]carbamate
  • N-[(1S)-2-[(1R,2S,5S)-2-[[3-amino-1-(cyclopentylmethyl)-2,3-diketo-propyl]carbamoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexan-3-yl]-1-cyclohexyl-2-keto-ethyl]carbamic acid tert-butyl ester
  • tert-butyl N-[(1S)-2-[(1R,2S,5S)-2-[(4-amino-1-cyclopentyl-3,4-dioxo-butan-2-yl)carbamoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexan-3-yl]-1-cyclohexyl-2-oxo-ethyl]carbamate

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
Plasmodium vivax RNA helicase-1, putative 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
Echinococcus multilocularis eukaryotic initiation factor 4A 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
Schistosoma japonicum Eukaryotic initiation factor 4A-III, 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 parvum eukaryotic initiation factor 4A (eIF4A) (eIF-4A) 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
Entamoeba histolytica DEAD/DEAH box helicase, putative 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
Plasmodium knowlesi 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
Leishmania mexicana 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
Schistosoma japonicum ATP-dependent RNA helicase eIF4A, putative 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
Trichomonas vaginalis DEAD box ATP-dependent RNA helicase, putative 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
Schistosoma mansoni DEAD box ATP-dependent RNA helicase 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
Plasmodium berghei 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
Echinococcus granulosus eukaryotic initiation factor 4A III 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
Trypanosoma cruzi Eukaryotic initiation factor 4A-1 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
Echinococcus granulosus eukaryotic initiation factor 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
Neospora caninum DEAD-box ATP-dependent RNA helicase 34 (EC 3.6.1.-), related 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
Trypanosoma brucei Eukaryotic initiation factor 4A-1 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
Trichomonas vaginalis DEAD box ATP-dependent RNA helicase, putative 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
Plasmodium falciparum eukaryotic initiation factor 4A 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
Brugia malayi eukaryotic initiation factor 4A 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
Loa Loa (eye worm) hypothetical protein 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
Theileria parva RNA helicase-1, putative 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
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
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
Schistosoma mansoni peroxidasin 0.0252 1 0.5
Onchocerca volvulus Peroxidasin homolog 0.0252 1 1
Loa Loa (eye worm) hypothetical protein 0.0252 1 1
Loa Loa (eye worm) hypothetical protein 0.0252 1 1
Onchocerca volvulus Chorion peroxidase homolog 0.0252 1 1
Echinococcus multilocularis peroxidasin 0.0252 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0252 1 1
Brugia malayi Animal haem peroxidase family protein 0.0252 1 1
Onchocerca volvulus Dual oxidase homolog 0.0252 1 1
Brugia malayi Animal haem peroxidase family protein 0.0252 1 1
Onchocerca volvulus Peroxidase homolog 0.0252 1 1
Loa Loa (eye worm) hypothetical protein 0.0252 1 1
Onchocerca volvulus Peroxidasin homolog 0.0252 1 1
Onchocerca volvulus Peroxidase homolog 0.0252 1 1
Loa Loa (eye worm) hypothetical protein 0.0252 1 1
Onchocerca volvulus 0.0252 1 1
Brugia malayi Animal haem peroxidase family protein 0.0252 1 1
Onchocerca volvulus 0.0252 1 1
Loa Loa (eye worm) hypothetical protein 0.0252 1 1
Loa Loa (eye worm) hypothetical protein 0.0252 1 1
Loa Loa (eye worm) blistered cuticle protein 3 0.0252 1 1
Loa Loa (eye worm) hypothetical protein 0.0252 1 1
Brugia malayi Animal haem peroxidase family protein 0.0252 1 1
Loa Loa (eye worm) hypothetical protein 0.0252 1 1
Onchocerca volvulus 0.0252 1 1
Brugia malayi Blistered cuticle protein 3 0.0252 1 1
Loa Loa (eye worm) animal heme peroxidase 0.0252 1 1
Loa Loa (eye worm) hypothetical protein 0.0252 1 1
Loa Loa (eye worm) hypothetical protein 0.0252 1 1
Echinococcus granulosus peroxidasin 0.0252 1 0.5
Brugia malayi Peroxidasin 0.0252 1 1
Brugia malayi Animal haem peroxidase family protein 0.0252 1 1
Loa Loa (eye worm) animal heme peroxidase 0.0252 1 1
Loa Loa (eye worm) hypothetical protein 0.0252 1 1
Loa Loa (eye worm) animal heme peroxidase 0.0252 1 1
Loa Loa (eye worm) hypothetical protein 0.0252 1 1
Loa Loa (eye worm) hypothetical protein 0.0252 1 1
Loa Loa (eye worm) animal heme peroxidase 0.0252 1 1
Schistosoma mansoni peroxidasin 0.0252 1 0.5
Trichomonas vaginalis set domain proteins, putative 0.023 0.5592 0.5

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) 0 Cytotoxicity against hepatoma cell line containing HCV replicon measured as change in GAPDH RNA level ChEMBL. 17004721
EC90 (functional) 0 Inhibition of HCV replication in hepatocytes measured by cellular replicon assay ChEMBL. 17004721
Ki (binding) = 0.15 uM Binding affinity at HCV NS3 protease ChEMBL. 17004721
Ki (binding) = 0.15 uM Binding affinity at HCV NS3 protease ChEMBL. 17004721
Selectivity ratio (binding) = 370 Selectivity for human neutrophil elastase (HNE) over HCV NS3 protease ChEMBL. 17004721

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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