Detailed information for compound 21771

Basic information

Technical information
  • TDR Targets ID: 21771
  • Name: ethyl (E,4S)-7-amino-4-[[(2R,5S)-5-(cyclopent ylsulfanylcarbonylamino)-2-[(4-methylphenyl)m ethyl]-4-oxo-6-phenylhexanoyl]amino]-7-oxohep t-2-enoate
  • MW: 635.813 | Formula: C35H45N3O6S
  • H donors: 3 H acceptors: 5 LogP: 4.79 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)C)CCC(=O)N
  • InChi: 1S/C35H45N3O6S/c1-3-44-33(41)20-18-28(17-19-32(36)40)37-34(42)27(21-26-15-13-24(2)14-16-26)23-31(39)30(22-25-9-5-4-6-10-25)38-35(43)45-29-11-7-8-12-29/h4-6,9-10,13-16,18,20,27-30H,3,7-8,11-12,17,19,21-23H2,1-2H3,(H2,36,40)(H,37,42)(H,38,43)/b20-18+/t27-,28+,30+/m1/s1
  • InChiKey: IJNDNRYJEVFBAJ-OJSCLXAYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • ethyl (E,4S)-7-amino-4-[[(2R,5S)-5-(cyclopentylsulfanylcarbonylamino)-4-oxo-6-phenyl-2-(p-tolylmethyl)hexanoyl]amino]-7-oxo-hept-2-enoate
  • (E,4S)-7-amino-4-[[(2R,5S)-5-[[(cyclopentylthio)-oxomethyl]amino]-1,4-dioxo-6-phenyl-2-(p-tolylmethyl)hexyl]amino]-7-oxo-2-heptenoic acid ethyl ester
  • ethyl (E,4S)-7-azanyl-4-[[(2R,5S)-5-(cyclopentylsulfanylcarbonylamino)-2-[(4-methylphenyl)methyl]-4-oxo-6-phenyl-hexanoyl]amino]-7-oxo-hept-2-enoate
  • (E,4S)-7-amino-4-[[(2R,5S)-5-[(cyclopentylthio)carbonylamino]-4-keto-2-(4-methylbenzyl)-6-phenyl-hexanoyl]amino]-7-keto-hept-2-enoic acid ethyl ester
  • AIDS-170698
  • AIDS170698
  • 2-Heptenoic acid, 7-amino-4-[[(2R,5S)-5-[[(cyclopentylthio)carbonyl]amino]-2-[(4-methylphenyl)methyl]-1,4-dioxo-6-phenylhexyl]amino]-7-oxo-, ethyl ester, (2E,4S)-

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
Schistosoma mansoni niemann-pick C1 (NPC1) 0.052 0.3491 0.3491
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0171 0.0434 0.5
Leishmania major 3-hydroxy-3-methylglutaryl-CoA reductase 0.1263 1 1
Giardia lamblia 3-hydroxy-3-methylglutaryl-coenzyme A reductase 0.0592 0.4126 0.5
Echinococcus granulosus Protein patched homolog 1 0.052 0.3491 0.3491
Brugia malayi CHE-14 protein 0.052 0.3491 0.3491
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0122 0 0.5
Schistosoma mansoni patched 1 0.052 0.3491 0.3491
Mycobacterium ulcerans hydroxymethylglutaryl-coenzyme a (HMG-CoA) reductase 0.1263 1 1
Loa Loa (eye worm) hypothetical protein 0.052 0.3491 0.3491
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0171 0.0434 0.5
Trypanosoma brucei 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.1263 1 1
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0122 0 0.5
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase, putative 0.1263 1 1
Echinococcus multilocularis protein dispatched 1 0.052 0.3491 0.3491
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0171 0.0434 0.5
Echinococcus granulosus hydroxymethylglutaryl coenzyme A reductase 0.1263 1 1
Echinococcus multilocularis Niemann Pick C1 protein 0.052 0.3491 0.3491
Echinococcus multilocularis hydroxymethylglutaryl coenzyme A reductase 0.1263 1 1
Echinococcus multilocularis protein patched 0.052 0.3491 0.3491
Trypanosoma cruzi 3-hydroxy-3-methylglutaryl-CoA reductase 0.1263 1 1
Loa Loa (eye worm) hypothetical protein 0.1263 1 1
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0592 0.4126 1
Echinococcus granulosus sterol regulatory element binding protein 0.052 0.3491 0.3491
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0592 0.4126 1
Onchocerca volvulus 0.0122 0 0.5
Trichomonas vaginalis 3-hydroxy-3-methylglutaryl-coenzyme A reductase, putative 0.0592 0.4126 1
Echinococcus multilocularis sterol regulatory element binding protein 0.052 0.3491 0.3491
Loa Loa (eye worm) abnormal chemotaxis protein 14 0.052 0.3491 0.3491
Schistosoma mansoni hydroxymethylglutaryl-CoA reductase (NADPH) 0.1263 1 1
Echinococcus granulosus Niemann Pick C1 protein 0.052 0.3491 0.3491

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) 0.14 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) 0.14 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) 404000 M-1 s-1 Irreversible inhibition of 3C protease of HRV-14 ChEMBL. 10197964
k obs / 1 (binding) 404000 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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