Detailed information for compound 22128

Basic information

Technical information
  • TDR Targets ID: 22128
  • Name: ethyl (E,4S)-7-amino-4-[[(2R,5S)-5-(cyclopent ylsulfanylcarbonylamino)-2-[(4-fluorophenyl)m ethyl]-4-oxo-6-phenylhexanoyl]amino]-7-oxohep t-2-enoate
  • MW: 639.777 | Formula: C34H42FN3O6S
  • H donors: 3 H acceptors: 5 LogP: 4.52 Rotable bonds: 21
    Rule of 5 violations (Lipinski): 2
  • SMILES: CCOC(=O)/C=C/[C@@H](NC(=O)[C@@H](CC(=O)[C@H](Cc1ccccc1)NC(=O)SC1CCCC1)Cc1ccc(cc1)F)CCC(=O)N
  • InChi: 1S/C34H42FN3O6S/c1-2-44-32(41)19-17-27(16-18-31(36)40)37-33(42)25(20-24-12-14-26(35)15-13-24)22-30(39)29(21-23-8-4-3-5-9-23)38-34(43)45-28-10-6-7-11-28/h3-5,8-9,12-15,17,19,25,27-29H,2,6-7,10-11,16,18,20-22H2,1H3,(H2,36,40)(H,37,42)(H,38,43)/b19-17+/t25-,27+,29+/m1/s1
  • InChiKey: YTLIVXPEYDPJOC-HASNPWSJSA-N  


Substructure search Similarity search

Network

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Synonyms

  • ethyl (E,4S)-7-amino-4-[[(2R,5S)-5-(cyclopentylsulfanylcarbonylamino)-2-[(4-fluorophenyl)methyl]-4-oxo-6-phenyl-hexanoyl]amino]-7-oxo-hept-2-enoate
  • (E,4S)-7-amino-4-[[(2R,5S)-5-[[(cyclopentylthio)-oxomethyl]amino]-2-[(4-fluorophenyl)methyl]-1,4-dioxo-6-phenylhexyl]amino]-7-oxo-2-heptenoic acid ethyl ester
  • ethyl (E,4S)-7-azanyl-4-[[(2R,5S)-5-(cyclopentylsulfanylcarbonylamino)-2-[(4-fluorophenyl)methyl]-4-oxo-6-phenyl-hexanoyl]amino]-7-oxo-hept-2-enoate
  • (E,4S)-7-amino-4-[[(2R,5S)-5-[(cyclopentylthio)carbonylamino]-2-(4-fluorobenzyl)-4-keto-6-phenyl-hexanoyl]amino]-7-keto-hept-2-enoic acid ethyl ester
  • 2-Heptenoic acid, 7-amino-4-[[(2R,5S)-5-[[(cyclopentylthio)carbonyl]amino]-2-[(4-fluorophenyl)methyl]-1,4-dioxo-6-phenylhexyl]amino]-7-oxo-, ethyl ester, (2E,4S)-
  • AIDS-170697
  • AIDS170697

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Human rhinovirus sp. Human rhinovirus A protease 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
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Entamoeba histolytica protein kinase, putative 0.0093 0.2429 1
Echinococcus multilocularis dual specificity 0.0093 0.2429 0.2429
Brugia malayi dimethylglycine dehydrogenase, mitochondrial precursor, putative 0.0014 0.0027 0.0038
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0026 0.0372 0.0372
Schistosoma mansoni RAR-like nuclear receptor 0.0026 0.0372 0.0758
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0026 0.0372 0.0515
Schistosoma mansoni tar DNA-binding protein 0.0137 0.379 0.7717
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0026 0.0372 0.0515
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0026 0.0372 0.0372
Schistosoma mansoni cellular tumor antigen P53 0.005 0.1108 0.2255
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0026 0.0372 0.0515
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0026 0.0372 0.0515
Schistosoma mansoni coup transcription factor 0.0026 0.0372 0.0758
Schistosoma mansoni retinoic acid receptor RXR 0.0026 0.0372 0.0758
Echinococcus multilocularis tumor protein p63 0.034 1 1
Brugia malayi Steroid receptor seven-up type 2 0.0026 0.0372 0.0515
Echinococcus granulosus dual specificity 0.0093 0.2429 0.2429
Schistosoma mansoni tar DNA-binding protein 0.0137 0.379 0.7717
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0026 0.0372 0.0515
Echinococcus multilocularis thyroid hormone receptor alpha 0.0026 0.0372 0.0372
Loa Loa (eye worm) transcription factor SMAD2 0.0124 0.339 0.4687
Brugia malayi Nuclear hormone receptor-like 1 0.0026 0.0372 0.0515
Brugia malayi steroid hormone receptor 0.0026 0.0372 0.0515
Entamoeba histolytica protein kinase, putative 0.0093 0.2429 1
Schistosoma mansoni nuclear hormone receptor 0.0026 0.0372 0.0758
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0.0335 1
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0026 0.0372 0.0515
Schistosoma mansoni fad oxidoreductase 0.0014 0.0027 0.0055
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0026 0.0372 0.0515
Brugia malayi ecdysteroid receptor 0.0026 0.0372 0.0515
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0026 0.0372 0.0515
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0026 0.0372 0.0372
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0048 0.1042 0.144
Brugia malayi Metabotropic glutamate receptor precursor. 0.0044 0.092 0.1273
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0026 0.0372 0.0758
Mycobacterium tuberculosis Probable D-amino acid oxidase Aao 0.0159 0.4467 1
Echinococcus granulosus FAD dependent oxidoreductase domain containing protein 0.0014 0.0027 0.0027
Entamoeba histolytica protein kinase domain containing protein 0.0093 0.2429 1
Loa Loa (eye worm) hypothetical protein 0.0092 0.2415 0.3338
Echinococcus granulosus ecdysone induced protein 78C 0.0026 0.0372 0.0372
Leishmania major serine/threonine-protein kinase, putative,protein kinase, putative 0.0093 0.2429 1
Schistosoma mansoni tar DNA-binding protein 0.0137 0.379 0.7717
Echinococcus granulosus survival motor neuron protein 1 0.0238 0.6873 0.6873
Onchocerca volvulus Protein ultraspiracle homolog 0.0026 0.0372 0.3195
Onchocerca volvulus Bile acid receptor homolog 0.0026 0.0372 0.3195
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0026 0.0372 0.0372
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0048 0.1042 0.1042
Echinococcus granulosus FTZ F1 alpha 0.0026 0.0372 0.0372
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.1042 0.2121
Schistosoma mansoni thyroid hormone receptor 0.0026 0.0372 0.0758
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0026 0.0372 0.0372
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0.0335 1
Schistosoma mansoni thyroid hormone receptor 0.0026 0.0372 0.0758
Schistosoma mansoni serine/threonine protein kinase 0.0093 0.2429 0.4946
Trypanosoma cruzi CMGC/DYRK protein kinase, putative 0.0093 0.2429 1
Schistosoma mansoni ATP:guanidino kinase (Smc74) 0.0014 0.0027 0.0055
Schistosoma mansoni tar DNA-binding protein 0.0137 0.379 0.7717
Loa Loa (eye worm) glycerol-3-phosphate dehydrogenase 0.0014 0.0027 0.0038
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.1042 0.2121
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0026 0.0372 0.0758
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0026 0.0372 0.0372
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0026 0.0372 0.0515
Loa Loa (eye worm) follicle stimulating hormone receptor 0.025 0.7233 1
Echinococcus multilocularis glycerol 3 phosphate dehydrogenase 0.0014 0.0027 0.0027
Echinococcus granulosus metabotropic glutamate receptor 2 0.0037 0.0703 0.0703
Loa Loa (eye worm) hypothetical protein 0.0014 0.0027 0.0038
Loa Loa (eye worm) hypothetical protein 0.0014 0.0027 0.0038
Schistosoma mansoni metabotropic glutamate receptor 0.0037 0.0703 0.1432
Loa Loa (eye worm) RNA binding protein 0.0137 0.379 0.524
Schistosoma mansoni tar DNA-binding protein 0.0137 0.379 0.7717
Schistosoma mansoni fad oxidoreductase 0.0014 0.0027 0.0055
Mycobacterium ulcerans D-amino acid oxidase Aao 0.0174 0.4912 1
Loa Loa (eye worm) MH2 domain-containing protein 0.0124 0.339 0.4687
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0026 0.0372 0.0515
Giardia lamblia Glycerol-3-phosphate dehydrogenase 0.0014 0.0027 0.5
Brugia malayi photoreceptor-specific nuclear receptor 0.0026 0.0372 0.0515
Toxoplasma gondii LsmAD domain-containing protein 0.0025 0.0335 1
Echinococcus multilocularis tar DNA binding protein 0.0137 0.379 0.379
Schistosoma mansoni survival motor neuron protein 0.0049 0.107 0.2178
Onchocerca volvulus 0.0049 0.107 0.9651
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0026 0.0372 0.0515
Loa Loa (eye worm) hypothetical protein 0.0026 0.0372 0.0515
Echinococcus multilocularis survival motor neuron protein 1 0.0238 0.6873 0.6873
Loa Loa (eye worm) hypothetical protein 0.0026 0.0372 0.0515
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0026 0.0372 0.0515
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0026 0.0372 0.0515
Loa Loa (eye worm) hypothetical protein 0.0026 0.0372 0.0515
Schistosoma mansoni NAD dehydrogenase 0.0014 0.0027 0.0055
Echinococcus granulosus glycerol 3 phosphate dehydrogenase 0.0014 0.0027 0.0027
Trypanosoma brucei PAB1-binding protein , putative 0.0025 0.0335 0.1282
Trypanosoma cruzi CMGC/DYRK protein kinase, putative 0.0093 0.2429 1
Brugia malayi nuclear hormone receptor 0.0026 0.0372 0.0515
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0026 0.0372 0.0758
Brugia malayi nuclear receptor NHR-88 0.0026 0.0372 0.0515
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0026 0.0372 0.0372
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0026 0.0372 0.0372
Leishmania major hypothetical protein, conserved 0.0025 0.0335 0.1282
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0026 0.0372 0.0515
Schistosoma mansoni glycerol-3-phosphate dehydrogenase 0.0014 0.0027 0.0055
Brugia malayi pyruvate dehydrogenase phosphatase regulatory subunit precursor 0.0014 0.0027 0.0038
Loa Loa (eye worm) hypothetical protein 0.0026 0.0372 0.0515
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0048 0.1042 0.1042
Onchocerca volvulus 0.0026 0.0372 0.3195
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0026 0.0372 0.0372
Brugia malayi hypothetical protein 0.0025 0.0335 0.0463
Brugia malayi Protein kinase domain containing protein 0.0093 0.2429 0.3358
Entamoeba histolytica hypothetical protein 0.0093 0.2429 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0026 0.0372 0.0372
Loa Loa (eye worm) hypothetical protein 0.0026 0.0372 0.0515
Schistosoma mansoni steroid hormone receptor ad4bp 0.0026 0.0372 0.0758
Schistosoma mansoni metabotropic glutamate receptor 0.0021 0.0235 0.0478
Brugia malayi RE18450p 0.0014 0.0027 0.0038
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.1042 0.2121
Schistosoma mansoni hypothetical protein 0.0049 0.107 0.2178
Echinococcus multilocularis metabotropic glutamate receptor 2 0.0037 0.0703 0.0703
Echinococcus granulosus metabotropic glutamate receptor 5 0.0054 0.123 0.123
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0026 0.0372 0.0515
Echinococcus multilocularis FTZ F1 alpha 0.0026 0.0372 0.0372
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0026 0.0372 0.0372
Loa Loa (eye worm) glutamate receptor 0.0044 0.092 0.1273
Loa Loa (eye worm) hypothetical protein 0.0092 0.2415 0.3338
Loa Loa (eye worm) hypothetical protein 0.0026 0.0372 0.0515
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0026 0.0372 0.0515
Echinococcus multilocularis metabotropic glutamate receptor 5 0.0054 0.123 0.123
Loa Loa (eye worm) hypothetical protein 0.0238 0.6873 0.9502
Loa Loa (eye worm) hypothetical protein 0.0174 0.4912 0.679
Loa Loa (eye worm) CMGC/DYRK/DYRK1 protein kinase 0.0093 0.2429 0.3358
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0026 0.0372 0.0372
Brugia malayi hypothetical protein 0.0016 0.0068 0.0095
Brugia malayi metabotropic glutamate receptor type 2 0.0021 0.0235 0.0325
Mycobacterium leprae PROBABLE D-AMINO ACID OXIDASE AAO 0.0174 0.4912 1
Loa Loa (eye worm) steroid hormone receptor 0.0026 0.0372 0.0515
Loa Loa (eye worm) hypothetical protein 0.005 0.1108 0.1531
Trypanosoma cruzi PAB1-binding protein , putative 0.0025 0.0335 0.1282
Brugia malayi cDNA sequence BC016226 0.0014 0.0027 0.0038
Brugia malayi RNA recognition motif domain containing protein 0.0137 0.379 0.524
Brugia malayi MH2 domain containing protein 0.0124 0.339 0.4687
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0049 0.107 0.1479
Loa Loa (eye worm) glutamate receptor 0.0017 0.0109 0.0151
Loa Loa (eye worm) hypothetical protein 0.0054 0.123 0.17
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0026 0.0372 0.0515
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0026 0.0372 0.0758
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0026 0.0372 0.0515
Echinococcus multilocularis ecdysone induced protein 78C 0.0026 0.0372 0.0372
Echinococcus granulosus tar DNA binding protein 0.0137 0.379 0.379
Chlamydia trachomatis D-amino acid dehydrogenase 0.0014 0.0027 0.5
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0026 0.0372 0.0758
Brugia malayi TAR-binding protein 0.0137 0.379 0.524
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0026 0.0372 0.0372
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0048 0.1042 0.144
Trypanosoma brucei CMGC/DYRK protein kinase, putative 0.0093 0.2429 1
Schistosoma mansoni d-amino acid oxidase 0.0174 0.4912 1
Loa Loa (eye worm) hypothetical protein 0.0026 0.0372 0.0515
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0048 0.1042 0.1042
Brugia malayi hypothetical protein 0.0238 0.6873 0.9502
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0137 0.379 0.524
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0048 0.1042 0.1042
Brugia malayi follicle stimulating hormone receptor 0.025 0.7233 1
Loa Loa (eye worm) hypothetical protein 0.0014 0.0027 0.0038
Loa Loa (eye worm) hypothetical protein 0.0025 0.0335 0.0463
Schistosoma mansoni metabotropic glutamate receptor 2 3 (mglur group 2) 0.005 0.1104 0.2247
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0026 0.0372 0.0515
Trypanosoma cruzi PAB1-binding protein , putative 0.0025 0.0335 0.1282
Plasmodium vivax ataxin-2 like protein, putative 0.0025 0.0335 1
Brugia malayi metabotropic glutamate receptor subtype 5a (mGluR5a), putative 0.004 0.0795 0.1099
Onchocerca volvulus 0.005 0.1108 1
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0026 0.0372 0.0758
Loa Loa (eye worm) TAR-binding protein 0.0137 0.379 0.524
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0026 0.0372 0.0515
Brugia malayi RNA binding protein 0.0137 0.379 0.524
Echinococcus multilocularis FAD dependent oxidoreductase domain containing protein 0.0014 0.0027 0.0027
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0026 0.0372 0.3195
Loa Loa (eye worm) hypothetical protein 0.0026 0.0372 0.0515

Activities

Activity type Activity value Assay description Source Reference
CC50 (functional) > 100 uM The 50% cytotoxic concentration was calculated as the concentration of the drug that decreased the percentage of formazan produced in drug-treated,uninfected cells to 50% of that produced in drug free uninfected cells on serotype 14. ChEMBL. 10197964
EC50 (functional) 0.48 uM Increased percentage of formazan production in drug treated virus infected cells to equal 50% of control drug free uninfected cells on serotype 14 ChEMBL. 10197964
EC50 (functional) 0.48 uM Increased percentage of formazan production in drug treated virus infected cells to equal 50% of control drug free uninfected cells on serotype 14 ChEMBL. 10197964
k obs / 1 (binding) 127400 M-1 s-1 Irreversible inhibition of 3C protease of HRV-14 ChEMBL. 10197964
k obs / 1 (binding) 127400 M-1 s-1 Irreversible inhibition of 3C protease of HRV-14 ChEMBL. 10197964

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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