Detailed information for compound 502900

Basic information

Technical information
  • TDR Targets ID: 502900
  • Name: (2S)-2-[[2-[(4R)-1'-[(2S)-2-amino-3-(4-hydrox yphenyl)propanoyl]-3-oxospiro[1,5-dihydro-2-b enzazepine-4,2'-pyrrolidine]-2-yl]acetyl]amin o]-3-phenylpropanamide
  • MW: 583.677 | Formula: C33H37N5O5
  • H donors: 4 H acceptors: 5 LogP: 2.13 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 2
  • SMILES: Oc1ccc(cc1)C[C@@H](C(=O)N1CCC[C@@]21Cc1ccccc1CN(C2=O)CC(=O)N[C@H](C(=O)N)Cc1ccccc1)N
  • InChi: 1S/C33H37N5O5/c34-27(17-23-11-13-26(39)14-12-23)31(42)38-16-6-15-33(38)19-24-9-4-5-10-25(24)20-37(32(33)43)21-29(40)36-28(30(35)41)18-22-7-2-1-3-8-22/h1-5,7-14,27-28,39H,6,15-21,34H2,(H2,35,41)(H,36,40)/t27-,28-,33+/m0/s1
  • InChiKey: XXSVWIUHNDWFND-NTBNWUQQSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S)-2-[[2-[(4R)-1'-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]-3-oxo-spiro[1,5-dihydro-2-benzazepine-4,2'-pyrrolidine]-2-yl]acetyl]amino]-3-phenyl-propanamide
  • (2S)-2-[[2-[(4R)-1'-[(2S)-2-amino-3-(4-hydroxyphenyl)-1-oxopropyl]-3-oxo-2-spiro[1,5-dihydro-2-benzazepine-4,2'-pyrrolidine]yl]-1-oxoethyl]amino]-3-phenylpropanamide
  • (2S)-2-[2-[(4R)-1'-[(2S)-2-azanyl-3-(4-hydroxyphenyl)propanoyl]-3-oxo-spiro[1,5-dihydro-2-benzazepine-4,2'-pyrrolidine]-2-yl]ethanoylamino]-3-phenyl-propanamide
  • (2S)-2-[[2-[(4R)-1'-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]-3-keto-spiro[1,5-dihydro-2-benzazepine-4,2'-pyrrolidine]-2-yl]acetyl]amino]-3-phenyl-propionamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mus musculus opioid receptor, mu 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 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 japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Mu opioid receptor   398 aa 397 aa 22.7 %
Onchocerca volvulus Delta opioid receptor   372 aa 386 aa 22.8 %
Schistosoma japonicum Rhodopsin, putative Mu opioid receptor   398 aa 328 aa 23.2 %
Echinococcus granulosus thyrotropin releasing hormone receptor Delta opioid receptor   372 aa 330 aa 24.5 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Mu opioid receptor   398 aa 334 aa 23.1 %
Schistosoma mansoni peptide (FMRFamide/somatostatin)-like receptor Delta opioid receptor   372 aa 366 aa 22.7 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Delta opioid receptor   372 aa 320 aa 25.6 %
Onchocerca volvulus Delta opioid receptor   372 aa 344 aa 22.1 %
Onchocerca volvulus Programmed cell death protein 5 homolog Mu opioid receptor   398 aa 323 aa 24.1 %
Schistosoma mansoni peptide (allatostatin)-like receptor Delta opioid receptor   372 aa 353 aa 29.2 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Delta opioid receptor   372 aa 330 aa 24.2 %
Onchocerca volvulus Delta opioid receptor   372 aa 353 aa 21.0 %
Loa Loa (eye worm) neuropeptide F receptor Delta opioid receptor   372 aa 317 aa 23.3 %
Brugia malayi GnHR receptor homolog Delta opioid receptor   372 aa 313 aa 18.5 %
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 %
Brugia malayi ORL1-like opioid receptor Delta opioid receptor   372 aa 300 aa 24.7 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Delta opioid receptor   372 aa 315 aa 28.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0126 0.14 0.14
Onchocerca volvulus 0.0218 0.2927 1
Brugia malayi bHLH-PAS transcription factor 0.0049 0.0129 0.0129
Brugia malayi PAS domain containing protein 0.0067 0.0416 0.0416
Schistosoma mansoni jun-related protein 0.0225 0.3053 1
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription factor 0.0277 0.3915 0.3983
Mycobacterium ulcerans putative regulatory protein 0.0049 0.0129 0.5
Echinococcus multilocularis transfer RNA-Lys 0.0049 0.0129 0.0131
Brugia malayi bZIP transcription factor family protein 0.0277 0.3915 0.3915
Echinococcus granulosus geminin 0.0185 0.2388 0.243
Echinococcus multilocularis jun protein 0.0277 0.3915 0.3983
Schistosoma mansoni aryl hydrocarbon receptor 0.0193 0.2514 0.8234
Onchocerca volvulus 0.005 0.0139 0.0473
Schistosoma mansoni hypothetical protein 0.0225 0.3053 1
Brugia malayi aryl hydrocarbon receptor AHR-1 0.0126 0.14 0.14
Echinococcus granulosus tm gpcr rhodopsin 0.0634 0.983 1
Echinococcus granulosus jun protein 0.0277 0.3915 0.3983
Echinococcus multilocularis geminin 0.0185 0.2388 0.243
Schistosoma mansoni single-minded 0.0067 0.0416 0.1362
Echinococcus granulosus aryl hydrocarbon receptor 0.0144 0.1696 0.1726
Loa Loa (eye worm) hypothetical protein 0.0126 0.141 0.141
Brugia malayi hypothetical protein 0.0218 0.2927 0.2927
Echinococcus granulosus single minded 2 0.0049 0.0129 0.0131
Loa Loa (eye worm) hypothetical protein 0.0644 1 1
Schistosoma mansoni hypothetical protein 0.0185 0.2388 0.7824
Echinococcus multilocularis aryl hydrocarbon receptor 0.0144 0.1696 0.1726
Echinococcus granulosus Basic leucine zipper bZIP transcription factor 0.0277 0.3915 0.3983
Loa Loa (eye worm) hypothetical protein 0.027 0.3789 0.3789
Loa Loa (eye worm) hypothetical protein 0.0143 0.1687 0.1687
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily 0.0634 0.983 1
Onchocerca volvulus 0.0143 0.1687 0.5764
Schistosoma mansoni hypothetical protein 0.0185 0.2388 0.7824

Activities

Activity type Activity value Assay description Source Reference
Emax (functional) = 134 % Agonist activity at mu opioid receptor in rat brain assessed as maximal stimulation of [35S]GTPgammaS binding relative to basal level ChEMBL. 18062664
Emax (functional) = 134 % Agonist activity at mu opioid receptor in rat brain assessed as maximal stimulation of [35S]GTPgammaS binding relative to basal level ChEMBL. 18062664
Emax (functional) = 322 % Agonist activity at human mu opioid receptor expressed in CHO cells assessed as maximal stimulation of [35S]GTPgammaS binding relative to basal level ChEMBL. 18062664
Emax (functional) = 322 % Agonist activity at human mu opioid receptor expressed in CHO cells assessed as maximal stimulation of [35S]GTPgammaS binding relative to basal level ChEMBL. 18062664
IC50 (functional) = 49.81 nM Agonist activity at mu opioid receptor in NMRI mouse vas deferens assessed as inhibition of electrically-stimulated muscle contraction ChEMBL. 18062664
IC50 (functional) = 49.81 nM Agonist activity at mu opioid receptor in NMRI mouse vas deferens assessed as inhibition of electrically-stimulated muscle contraction ChEMBL. 18062664
Ki (binding) = 29.3 pM Displacement of [3H]DAMGO from mu opioid receptor in Wistar rat brain after 45 mins ChEMBL. 18062664
Ki (binding) = 29.3 pM Displacement of [3H]DAMGO from mu opioid receptor in Wistar rat brain after 45 mins ChEMBL. 18062664
Ki (binding) > 10000 pM Displacement of [3H]deltorphin 2 from delta opioid receptor in Wistar rat brain after 45 mins ChEMBL. 18062664
Ki (binding) > 10000 pM Displacement of [3H]deltorphin 2 from delta opioid receptor in Wistar rat brain after 45 mins ChEMBL. 18062664
Log10ED50 (functional) = 6.74 Agonist activity at mu opioid receptor in rat brain assessed as maximal stimulation of [35S]GTPgammaS binding ChEMBL. 18062664
Log10ED50 (functional) = 6.88 Agonist activity at human mu opioid receptor expressed in CHO cells assessed as maximal stimulation of [35S]GTPgammaS binding ChEMBL. 18062664
Ratio Ki (binding) > 350 Selectivity for mu opioid receptor over delta opiod receptor in Wistar rat brain ChEMBL. 18062664
t1/2 (ADMET) > 24 hr Stability in rat brain assessed as half life ChEMBL. 18062664

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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