Detailed information for compound 226709

Basic information

Technical information
  • TDR Targets ID: 226709
  • Name: (2S)-1-[(2S)-2-[[2-[[(2S)-2-[[(2R)-2-[[(2S)-2 -amino-3-(4-hydroxyphenyl)propanoyl]amino]pro panoyl]amino]-3-phenylpropanoyl]amino]acetyl] amino]-3-(4-hydroxyphenyl)propanoyl]-N-[(2S)- 1,6-diamino-1-oxohexan-2-yl]-4-hydroxypyrroli dine-2-carboxamide
  • MW: 859.967 | Formula: C43H57N9O10
  • H donors: 11 H acceptors: 10 LogP: -0.14 Rotable bonds: 28
    Rule of 5 violations (Lipinski): 3
  • SMILES: NCCCC[C@H](C(=O)N)NC(=O)[C@@H]1CC(CN1C(=O)[C@H](Cc1ccc(cc1)O)NC(=O)CNC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@H](Cc1ccc(cc1)O)N)C)Cc1ccccc1)O
  • InChi: 1S/C43H57N9O10/c1-25(48-40(59)32(45)19-27-10-14-29(53)15-11-27)39(58)51-34(20-26-7-3-2-4-8-26)41(60)47-23-37(56)49-35(21-28-12-16-30(54)17-13-28)43(62)52-24-31(55)22-36(52)42(61)50-33(38(46)57)9-5-6-18-44/h2-4,7-8,10-17,25,31-36,53-55H,5-6,9,18-24,44-45H2,1H3,(H2,46,57)(H,47,60)(H,48,59)(H,49,56)(H,50,61)(H,51,58)/t25-,31?,32+,33+,34+,35+,36+/m1/s1
  • InChiKey: YERNBRWPMBCBNV-GXXAALLNSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (2S)-N-[(1S)-5-amino-1-carbamoyl-pentyl]-1-[(2S)-2-[[2-[[(2S)-2-[[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]-3-phenyl-propanoyl]amino]acetyl]amino]-3-(4-hydroxyphenyl)propanoyl]-4-hydroxy-pyrrolidine-2-carboxamide
  • (2S)-N-[(1S)-5-amino-1-carbamoylpentyl]-1-[(2S)-2-[[2-[[(2S)-2-[[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)-1-oxopropyl]amino]-1-oxopropyl]amino]-1-oxo-3-phenylpropyl]amino]-1-oxoethyl]amino]-3-(4-hydroxyphenyl)-1-oxopropyl]-4-hydroxy-2-pyrrolidinecarboxamide
  • (2S)-1-[(2S)-2-[2-[[(2S)-2-[[(2R)-2-[[(2S)-2-azanyl-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]-3-phenyl-propanoyl]amino]ethanoylamino]-3-(4-hydroxyphenyl)propanoyl]-N-[(2S)-1,6-bis(azanyl)-1-oxo-hexan-2-yl]-4-hydroxy-pyrrolidine-2-carboxamide
  • (2S)-1-[(2S)-2-[2-[[(2S)-2-[[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]-3-phenyl-propanoyl]amino]ethanoylamino]-3-(4-hydroxyphenyl)propanoyl]-N-[(2S)-1,6-diamino-1-oxo-hexan-2-yl]-4-hydroxy-pyrrolidine-2-carboxamide

Targets

Known targets for this compound

No curated genes were found associated with this compound

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
Echinococcus multilocularis fructose 1,6 bisphosphatase 1 0.4256 1 1
Echinococcus granulosus proto oncogene serine:threonine protein kinase 0.0131 0.0201 0.0201
Echinococcus granulosus fructose 16 bisphosphatase 1 0.4256 1 1
Trypanosoma cruzi fructose-1,6-bisphosphatase, cytosolic, putative 0.4256 1 1
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily 0.0645 0.1421 0.1421
Leishmania major 0.4256 1 1
Brugia malayi Protein kinase domain containing protein 0.0131 0.0201 0.0201
Toxoplasma gondii fructose-bisphospatase I 0.1583 0.3649 0.3649
Echinococcus granulosus sodium channel protein 0.0724 0.161 0.161
Onchocerca volvulus Serine\/threonine protein kinase homolog 0.0131 0.0201 1
Schistosoma mansoni serine/threonine protein kinase 0.0131 0.0201 0.0201
Trypanosoma cruzi sedoheptulose-1,7-bisphosphatase, putative 0.1583 0.3649 0.3649
Toxoplasma gondii sedoheptulose-1,7-bisphosphatase 0.1583 0.3649 0.3649
Loa Loa (eye worm) fructose-1,6-bisphosphatase 0.4256 1 1
Loa Loa (eye worm) CAMK/PIM protein kinase 0.0131 0.0201 0.0201
Trypanosoma cruzi sedoheptulose-1,7-bisphosphatase, putative 0.1583 0.3649 0.3649
Echinococcus multilocularis calcium activated potassium channel 0.0047 0.0001 0.0001
Loa Loa (eye worm) CAMK/PIM protein kinase 0.0131 0.0201 0.0201
Brugia malayi Serine/threonine-protein kinase Pim-3 0.0131 0.0201 0.0201
Trypanosoma brucei sedoheptulose-1,7-bisphosphatase 0.1583 0.3649 0.3649
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0047 0 0.5
Leishmania major calcium channel protein, putative,ion transporter, putative 0.0724 0.161 0.161
Echinococcus granulosus calcium activated potassium channel 0.0047 0.0001 0.0001
Schistosoma mansoni fructose-16-bisphosphatase-related 0.4256 1 1
Echinococcus multilocularis sodium channel protein 0.0724 0.161 0.161
Toxoplasma gondii fructose-bisphospatase II 0.4256 1 1
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0047 0 0.5
Echinococcus granulosus voltage gated sodium channel Nav1 alpha subunit 0.0724 0.161 0.161
Trypanosoma cruzi fructose-1,6-bisphosphatase, cytosolic, putative 0.4256 1 1
Echinococcus granulosus tm gpcr rhodopsin 0.0645 0.1421 0.1421
Trypanosoma brucei fructose-1,6-bisphosphatase 0.4256 1 1
Echinococcus multilocularis proto oncogene serine:threonine protein kinase 0.0131 0.0201 0.0201

Activities

Activity type Activity value Assay description Source Reference
AD50 (functional) = 0.9 uM kg-1 Antinociceptive activity of the compound after subcutaneous administration in mice. p<0.05 vs dermorphin ChEMBL. 9986710
IC50 (functional) = 2.1 nM In vitro concentration of the compound required to inhibit electrically evoked twitch in isolated guinea pig ileum. ChEMBL. 9986710
IC50 (functional) = 35 nM In vitro concentration of the compound required to inhibit electrically evoked twitch in isolated mouse vas deferens. ChEMBL. 9986710
Ki (binding) = 0.5 nM Displacement of [3H]-DAGO from Opioid receptor mu 1 of adult male mouse brain. ChEMBL. 9986710
Ki (binding) = 1411 nM Displacement of [3H]-NLT from Opioid receptor delta 1 of adult male mouse brain. ChEMBL. 9986710
T1/2 (ADMET) = 20 min Half-life time of enzymatic breakdown of the compound in mouse liver. ChEMBL. 9986710
T1/2 (ADMET) = 30 min Half-life time of enzymatic breakdown of the compound in mouse brain. ChEMBL. 9986710

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.