Detailed information for compound 349518

Basic information

Technical information
  • TDR Targets ID: 349518
  • Name: 1-N-[(4S,5S,7R)-8-[[(2S)-1-(benzylamino)-3-me thyl-1-oxobutan-2-yl]amino]-5-hydroxy-2,7-dim ethyl-8-oxooctan-4-yl]-3-N,3-N-dipropylbenzen e-1,3-dicarboxamide
  • MW: 622.838 | Formula: C36H54N4O5
  • H donors: 4 H acceptors: 5 LogP: 5.96 Rotable bonds: 22
    Rule of 5 violations (Lipinski): 2
  • SMILES: CCCN(C(=O)c1cccc(c1)C(=O)N[C@H]([C@H](C[C@H](C(=O)N[C@H](C(=O)NCc1ccccc1)C(C)C)C)O)CC(C)C)CCC
  • InChi: 1S/C36H54N4O5/c1-8-18-40(19-9-2)36(45)29-17-13-16-28(22-29)34(43)38-30(20-24(3)4)31(41)21-26(7)33(42)39-32(25(5)6)35(44)37-23-27-14-11-10-12-15-27/h10-17,22,24-26,30-32,41H,8-9,18-21,23H2,1-7H3,(H,37,44)(H,38,43)(H,39,42)/t26-,30+,31+,32+/m1/s1
  • InChiKey: LUQWTUMHHVQVET-IOUGBZEOSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N1-[(1S,2S,4R)-5-[[(1S)-1-(benzylcarbamoyl)-2-methyl-propyl]amino]-2-hydroxy-1-isobutyl-4-methyl-5-oxo-pentyl]-N3,N3-dipropyl-benzene-1,3-dicarboxamide
  • N1-[(1S,2S,4R)-5-[[(1S)-1-[(benzylamino)-oxomethyl]-2-methylpropyl]amino]-2-hydroxy-1-isobutyl-4-methyl-5-oxopentyl]-N3,N3-dipropylbenzene-1,3-dicarboxamide
  • N1-[(4S,5S,7R)-5-hydroxy-2,7-dimethyl-8-[[(2S)-3-methyl-1-oxo-1-(phenylmethylamino)butan-2-yl]amino]-8-oxo-octan-4-yl]-N3,N3-dipropyl-benzene-1,3-dicarboxamide
  • N-[(1S,2S,4R)-5-[[(1S)-1-(benzylcarbamoyl)-2-methyl-propyl]amino]-2-hydroxy-1-isobutyl-5-keto-4-methyl-pentyl]-N',N'-dipropyl-isophthalamide
  • N-[(4S,5S,7R)-5-hydroxy-2,7-dimethyl-8-[[(2S)-3-methyl-1-oxo-1-(phenylmethylamino)butan-2-yl]amino]-8-oxooctan-4-yl]-N',N'-dipropylbenzene-1,3-dicarboxamide
  • N-[(1S,2S,4R)-2-hydroxy-1-isobutyl-4-methyl-5-[[(1S)-2-methyl-1-(phenylmethylcarbamoyl)propyl]amino]-5-oxo-pentyl]-N',N'-dipropyl-benzene-1,3-dicarboxamide
  • N-[(1S,2S,4R)-2-hydroxy-1-isobutyl-4-methyl-5-[[(1S)-2-methyl-1-[oxo-(phenylmethylamino)methyl]propyl]amino]-5-oxopentyl]-N',N'-dipropylbenzene-1,3-dicarboxamide
  • N-[(4S,5S,7R)-5-hydroxy-2,7-dimethyl-8-[[(2S)-3-methyl-1-oxo-1-(phenylmethylamino)butan-2-yl]amino]-8-oxo-octan-4-yl]-N',N'-dipropyl-benzene-1,3-dicarboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens amyloid beta (A4) precursor protein Starlite/ChEMBL References
Homo sapiens beta-site APP-cleaving enzyme 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131699 All targets in OG5_131699
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131699 All targets in OG5_131699
Schistosoma mansoni memapsin-2 (A01 family) Get druggable targets OG5_135830 All targets in OG5_135830
Brugia malayi Amyloid A4 extracellular domain containing protein Get druggable targets OG5_131699 All targets in OG5_131699
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131699 All targets in OG5_131699
Schistosoma japonicum ko:K07747 beta-site APP-cleaving enzyme 2 (memapsin 1) [EC3.4.23.45], putative Get druggable targets OG5_135830 All targets in OG5_135830
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum plasmepsin VII beta-site APP-cleaving enzyme 1 401 aa 352 aa 21.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0256 0.3135 0.5164
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0256 0.3135 0.7761
Loa Loa (eye worm) hypothetical protein 0.0256 0.3135 0.7761
Loa Loa (eye worm) hypothetical protein 0.0256 0.3135 0.7761
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0256 0.3135 1
Schistosoma mansoni thyroid hormone receptor 0.0256 0.3135 0.3135
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0256 0.3135 0.5164
Schistosoma mansoni nuclear hormone receptor 0.0256 0.3135 0.3135
Schistosoma mansoni RAR-like nuclear receptor 0.0256 0.3135 0.3135
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0256 0.3135 0.5164
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0256 0.3135 0.3135
Brugia malayi Steroid receptor seven-up type 2 0.0256 0.3135 0.5164
Schistosoma mansoni thyroid hormone receptor 0.0256 0.3135 0.3135
Brugia malayi photoreceptor-specific nuclear receptor 0.0256 0.3135 0.5164
Loa Loa (eye worm) hypothetical protein 0.0256 0.3135 0.7761
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0256 0.3135 1
Schistosoma mansoni retinoic acid receptor RXR 0.0256 0.3135 0.3135
Loa Loa (eye worm) hypothetical protein 0.0256 0.3135 0.7761
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0256 0.3135 0.5164
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0256 0.3135 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0256 0.3135 0.5164
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0256 0.3135 0.7761
Echinococcus granulosus FTZ F1 alpha 0.0256 0.3135 1
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0256 0.3135 1
Brugia malayi Amyloid A4 extracellular domain containing protein 0.0369 0.6071 1
Loa Loa (eye worm) hypothetical protein 0.0256 0.3135 0.7761
Brugia malayi nuclear receptor NHR-88 0.0256 0.3135 0.5164
Brugia malayi Nuclear hormone receptor-like 1 0.0256 0.3135 0.5164
Brugia malayi nuclear hormone receptor 0.0256 0.3135 0.5164
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0256 0.3135 0.7761
Brugia malayi ecdysteroid receptor 0.0256 0.3135 0.5164
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0256 0.3135 0.5164
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0256 0.3135 0.5164
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0256 0.3135 1
Loa Loa (eye worm) hypothetical protein 0.0291 0.404 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0256 0.3135 1
Loa Loa (eye worm) steroid hormone receptor 0.0256 0.3135 0.7761
Loa Loa (eye worm) hypothetical protein 0.0256 0.3135 0.7761
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0256 0.3135 0.7761
Echinococcus multilocularis thyroid hormone receptor alpha 0.0256 0.3135 1
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0256 0.3135 0.5
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0256 0.3135 1
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0256 0.3135 0.5164
Echinococcus multilocularis ecdysone induced protein 78C 0.0256 0.3135 1
Echinococcus granulosus ecdysone induced protein 78C 0.0256 0.3135 1
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0256 0.3135 1
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0256 0.3135 0.3135
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0256 0.3135 0.5164
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0256 0.3135 0.5164
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0256 0.3135 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0256 0.3135 0.5164
Schistosoma mansoni coup transcription factor 0.0256 0.3135 0.3135
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0256 0.3135 0.3135
Echinococcus multilocularis FTZ F1 alpha 0.0256 0.3135 1
Onchocerca volvulus 0.0256 0.3135 0.5
Loa Loa (eye worm) hypothetical protein 0.0256 0.3135 0.7761
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0256 0.3135 1
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0256 0.3135 0.5164
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0256 0.3135 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0256 0.3135 0.7761
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0256 0.3135 0.7761
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0256 0.3135 0.3135
Loa Loa (eye worm) hypothetical protein 0.0256 0.3135 0.7761
Onchocerca volvulus Bile acid receptor homolog 0.0256 0.3135 0.5
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0256 0.3135 0.3135
Loa Loa (eye worm) hypothetical protein 0.0156 0.0546 0.1351
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0256 0.3135 0.3135
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0256 0.3135 1
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0256 0.3135 0.5164
Schistosoma mansoni steroid hormone receptor ad4bp 0.0256 0.3135 0.3135
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0256 0.3135 0.7761
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0256 0.3135 1
Onchocerca volvulus Protein ultraspiracle homolog 0.0256 0.3135 0.5
Brugia malayi steroid hormone receptor 0.0256 0.3135 0.5164

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) >= 20 % Cytotoxicity against HEK293T cells in trypan blue assay at concentrations above 6.7 uM ChEMBL. 16451048
Activity (functional) >= 20 % Cytotoxicity against HEK293T cells in trypan blue assay at concentrations above 6.7 uM ChEMBL. 16451048
IC50 (functional) > 6.7 uM Inhibition of soluble APPbeta N-terminal fragment secretion in cultured HEK293T cells ChEMBL. 16451048
IC50 (functional) > 6.7 uM Inhibition of soluble APPbeta N-terminal fragment secretion in cultured HEK293T cells ChEMBL. 16451048
Ki (binding) = 0.071 uM Inhibition of human BACE1 expressed in Hi5 cells ChEMBL. 16451048
Ki app (binding) = 0.071 uM Inhibition of human BACE1 expressed in Hi5 cells ChEMBL. 16451048

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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