Detailed information for compound 259409

Basic information

Technical information
  • TDR Targets ID: 259409
  • Name: (1S,6S,12S)-6-[[(2S,3R)-2-amino-3-(4-hydroxy- 2,6-dimethylphenyl)butanoyl]amino]-12-benzyl- 2,2,5,5-tetramethyl-7,10,13-trioxo-3,4-dithia -8,11,14-triazacyclotetradecane-1-carboxylic acid
  • MW: 687.87 | Formula: C33H45N5O7S2
  • H donors: 7 H acceptors: 7 LogP: 0.43 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 3
  • SMILES: O=C1CNC(=O)[C@H](NC(=O)[C@H]([C@@H](c2c(C)cc(cc2C)O)C)N)C(C)(C)SSC([C@@H](NC(=O)[C@@H](N1)Cc1ccccc1)C(=O)O)(C)C
  • InChi: 1S/C33H45N5O7S2/c1-17-13-21(39)14-18(2)24(17)19(3)25(34)29(42)37-26-30(43)35-16-23(40)36-22(15-20-11-9-8-10-12-20)28(41)38-27(31(44)45)33(6,7)47-46-32(26,4)5/h8-14,19,22,25-27,39H,15-16,34H2,1-7H3,(H,35,43)(H,36,40)(H,37,42)(H,38,41)(H,44,45)/t19-,22+,25+,26+,27+/m1/s1
  • InChiKey: YQDQZNIFGIPRHF-SLQMXCKYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (1S,6S,12S)-6-[[(2S,3R)-2-amino-3-(4-hydroxy-2,6-dimethyl-phenyl)butanoyl]amino]-12-benzyl-2,2,5,5-tetramethyl-7,10,13-trioxo-3,4-dithia-8,11,14-triazacyclotetradecane-1-carboxylic acid
  • (1S,6S,12S)-6-[[(2S,3R)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)-1-oxobutyl]amino]-12-benzyl-2,2,5,5-tetramethyl-7,10,13-trioxo-3,4-dithia-8,11,14-triazacyclotetradecane-1-carboxylic acid
  • (1S,6S,12S)-6-[[(2S,3R)-2-azanyl-3-(4-hydroxy-2,6-dimethyl-phenyl)butanoyl]amino]-2,2,5,5-tetramethyl-7,10,13-trioxo-12-(phenylmethyl)-3,4-dithia-8,11,14-triazacyclotetradecane-1-carboxylic acid
  • (1S,6S,12S)-6-[[(2S,3R)-2-amino-3-(4-hydroxy-2,6-dimethyl-phenyl)butanoyl]amino]-12-benzyl-7,10,13-triketo-2,2,5,5-tetramethyl-3,4-dithia-8,11,14-triazacyclotetradecane-1-carboxylic acid
  • (4S,7S,13S)-13-[[(2S,3R)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)butanoyl]amino]-3,3,14,14-tetramethyl-6,9,12-trioxo-7-(phenylmethyl)-1,2-dithia-5,8,11-triazacyclotetradecane-4-carboxylic acid
  • (4S,7S,13S)-13-[[(2S,3R)-2-amino-3-(4-hydroxy-2,6-dimethyl-phenyl)butanoyl]amino]-3,3,14,14-tetramethyl-6,9,12-trioxo-7-(phenylmethyl)-1,2-dithia-5,8,11-triazacyclotetradecane-4-carboxylic acid
  • (4S,7S,13S)-13-[[(2S,3R)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)-1-oxobutyl]amino]-3,3,14,14-tetramethyl-6,9,12-trioxo-7-(phenylmethyl)-1,2-dithia-5,8,11-triazacyclotetradecane-4-carboxylic acid
  • (4S,7S,13S)-13-[[(2S,3R)-2-amino-3-(4-hydroxy-2,6-dimethyl-phenyl)butanoyl]amino]-7-(benzyl)-6,9,12-triketo-3,3,14,14-tetramethyl-1,2-dithia-5,8,11-triazacyclotetradecane-4-carboxylic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mus musculus opioid receptor, delta 1 Starlite/ChEMBL References
Rattus norvegicus Delta opioid receptor Starlite/ChEMBL References
Rattus norvegicus Mu opioid receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus tm gpcr rhodopsin Get druggable targets OG5_139759 All targets in OG5_139759
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily Get druggable targets OG5_139759 All targets in OG5_139759
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus multilocularis thyrotropin releasing hormone receptor Delta opioid receptor   372 aa 330 aa 24.2 %
Onchocerca volvulus Programmed cell death protein 5 homolog Mu opioid receptor   398 aa 323 aa 24.1 %
Onchocerca volvulus Delta opioid receptor   372 aa 344 aa 22.1 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Delta opioid receptor   372 aa 320 aa 25.6 %
Schistosoma mansoni peptide (allatostatin)-like receptor Delta opioid receptor   372 aa 353 aa 29.2 %
Onchocerca volvulus Delta opioid receptor   372 aa 349 aa 22.1 %
Echinococcus multilocularis allatostatin A receptor Delta opioid receptor   372 aa 302 aa 28.5 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Delta opioid receptor   372 aa 315 aa 28.6 %
Brugia malayi ORL1-like opioid receptor Delta opioid receptor   372 aa 300 aa 24.7 %
Brugia malayi GnHR receptor homolog Delta opioid receptor   372 aa 313 aa 18.5 %
Loa Loa (eye worm) neuropeptide F receptor Delta opioid receptor   372 aa 317 aa 23.3 %
Onchocerca volvulus Delta opioid receptor   372 aa 353 aa 21.0 %
Onchocerca volvulus Delta opioid receptor   372 aa 386 aa 22.8 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Mu opioid receptor   398 aa 397 aa 22.7 %
Echinococcus granulosus allatostatin A receptor Delta opioid receptor   372 aa 302 aa 27.8 %
Schistosoma mansoni neuropeptide F-like receptor Mu opioid receptor   398 aa 335 aa 20.6 %
Onchocerca volvulus Delta opioid receptor   372 aa 316 aa 26.9 %
Schistosoma mansoni peptide (FMRFamide/somatostatin)-like receptor Delta opioid receptor   372 aa 366 aa 22.7 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Mu opioid receptor   398 aa 334 aa 23.1 %
Echinococcus granulosus thyrotropin releasing hormone receptor Delta opioid receptor   372 aa 330 aa 24.5 %
Schistosoma japonicum Rhodopsin, putative Mu opioid receptor   398 aa 328 aa 23.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0102 0.0121 0.061
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0102 0.0121 0.061
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0102 0.0121 0.061
Schistosoma mansoni retinoic acid receptor RXR 0.0102 0.0121 0.0121
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0102 0.0121 0.061
Loa Loa (eye worm) hypothetical protein 0.0102 0.0121 0.061
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0102 0.0121 0.061
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0102 0.0121 0.0121
Schistosoma mansoni thyroid hormone receptor 0.0102 0.0121 0.0121
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0102 0.0121 0.061
Brugia malayi steroid hormone receptor 0.0102 0.0121 0.061
Brugia malayi nuclear hormone receptor 0.0102 0.0121 0.061
Schistosoma mansoni thyroid hormone receptor 0.0102 0.0121 0.0121
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0102 0.0121 0.0121
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0102 0.0121 0.5
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0102 0.0121 0.061
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0102 0.0121 0.061
Brugia malayi photoreceptor-specific nuclear receptor 0.0102 0.0121 0.061
Schistosoma mansoni coup transcription factor 0.0102 0.0121 0.0121
Echinococcus multilocularis conserved hypothetical protein 0.0889 0.4123 0.6783
Onchocerca volvulus 0.0102 0.0121 0.5
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0102 0.0121 0.061
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0102 0.0121 0.0121
Onchocerca volvulus Bile acid receptor homolog 0.0102 0.0121 0.5
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0102 0.0121 0.061
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily 0.1261 0.6022 1
Loa Loa (eye worm) steroid hormone receptor 0.0102 0.0121 0.061
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0468 0.1983 1
Brugia malayi ecdysteroid receptor 0.0102 0.0121 0.061
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0102 0.0121 0.0121
Brugia malayi Calcitonin receptor-like protein seb-1 0.0115 0.0185 0.0933
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0102 0.0121 0.061
Brugia malayi nuclear receptor NHR-88 0.0102 0.0121 0.061
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0102 0.0121 0.061
Loa Loa (eye worm) hypothetical protein 0.0102 0.0121 0.061
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0102 0.0121 0.061
Echinococcus multilocularis conserved hypothetical protein 0.0889 0.4123 0.6783
Loa Loa (eye worm) hypothetical protein 0.0102 0.0121 0.061
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0102 0.0121 0.0121
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0102 0.0121 0.061
Schistosoma mansoni nuclear hormone receptor 0.0102 0.0121 0.0121
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0389 0.1583 0.2478
Loa Loa (eye worm) hypothetical protein 0.0102 0.0121 0.061
Loa Loa (eye worm) hypothetical protein 0.0102 0.0121 0.061
Brugia malayi Steroid receptor seven-up type 2 0.0102 0.0121 0.061
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0102 0.0121 0.0121
Loa Loa (eye worm) hypothetical protein 0.0102 0.0121 0.061
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0102 0.0121 0.061
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0102 0.0121 0.061
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0102 0.0121 0.061
Schistosoma mansoni glucose-6-phosphatase 0.0894 0.4153 0.4153
Brugia malayi Nuclear hormone receptor-like 1 0.0102 0.0121 0.061
Schistosoma mansoni RAR-like nuclear receptor 0.0102 0.0121 0.0121
Schistosoma mansoni steroid hormone receptor ad4bp 0.0102 0.0121 0.0121
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0115 0.0185 0.0933
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0102 0.0121 0.061
Loa Loa (eye worm) hypothetical protein 0.0102 0.0121 0.061
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0389 0.1583 0.2478
Echinococcus granulosus tm gpcr rhodopsin 0.1261 0.6022 1
Onchocerca volvulus Protein ultraspiracle homolog 0.0102 0.0121 0.5
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0102 0.0121 0.061
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0102 0.0121 0.061
Loa Loa (eye worm) hypothetical protein 0.0468 0.1983 1
Loa Loa (eye worm) hypothetical protein 0.0102 0.0121 0.061

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 1.8 nM Tested for electrically induced smooth muscle contractions from mouse vas deferens expressed in delta opioid receptors ChEMBL. 9822547
IC50 (binding) = 5 nM In vitro inhibition of [3H]-deltorphin binding to Opioid receptor delta 1 using rat brain membranes. ChEMBL. 10639279
IC50 (binding) = 5 nM Binding affinity was measured against Opioid receptor delta 1 using [3H]-p-Cl-DPDPE as radioligand. ChEMBL. 9822547
IC50 (binding) = 5 nM In vitro inhibition of [3H]-deltorphin binding to Opioid receptor delta 1 using rat brain membranes. ChEMBL. 10639279
IC50 (binding) = 4300 nM In vitro inhibition of [3H]-DAMGO (Tyr-D-Ala-Gly-(Me)-Phe-Gly-ol) binding to Opioid receptor mu 1 using rat brain membranes ChEMBL. 10639279
IC50 (binding) = 4300 nM Binding affinity was measured against Opioid receptor mu 1 using [3H]-DAMGO as radioligand. ChEMBL. 9822547
IC50 (binding) = 4300 nM In vitro inhibition of [3H]-DAMGO (Tyr-D-Ala-Gly-(Me)-Phe-Gly-ol) binding to Opioid receptor mu 1 using rat brain membranes ChEMBL. 10639279
Inhibition (functional) = 0 % Tested for electrically induced smooth muscle contractions from guinea pig ileum expressed in mu opioid receptors at 60 microM ChEMBL. 9822547
Selectivity (binding) = 860 Ratio of IC50 of mu to delta receptors ChEMBL. 10639279

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.
 
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External resources for this compound

Bibliographic References

2 literature references were collected for this gene.

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