Detailed information for compound 502902

Basic information

Technical information
  • TDR Targets ID: 502902
  • Name: (2S)-2-amino-N-[(4R)-2-[2-[[(2S)-1-amino-1-ox o-3-phenylpropan-2-yl]amino]-2-oxoethyl]-3-ox o-4,5-dihydro-1H-2-benzazepin-4-yl]-3-(4-hydr oxyphenyl)propanamide
  • MW: 543.614 | Formula: C30H33N5O5
  • H donors: 5 H acceptors: 5 LogP: 1.64 Rotable bonds: 12
    Rule of 5 violations (Lipinski): 2
  • SMILES: Oc1ccc(cc1)C[C@@H](C(=O)N[C@@H]1Cc2ccccc2CN(C1=O)CC(=O)N[C@H](C(=O)N)Cc1ccccc1)N
  • InChi: 1S/C30H33N5O5/c31-24(14-20-10-12-23(36)13-11-20)29(39)34-26-16-21-8-4-5-9-22(21)17-35(30(26)40)18-27(37)33-25(28(32)38)15-19-6-2-1-3-7-19/h1-13,24-26,36H,14-18,31H2,(H2,32,38)(H,33,37)(H,34,39)/t24-,25-,26+/m0/s1
  • InChiKey: XIRBKSHTAOQLGM-KKUQBAQOSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S)-2-amino-N-[(4R)-2-[2-[[(1S)-2-amino-1-benzyl-2-oxo-ethyl]amino]-2-oxo-ethyl]-3-oxo-4,5-dihydro-1H-2-benzazepin-4-yl]-3-(4-hydroxyphenyl)propanamide
  • (2S)-2-amino-N-[(4R)-2-[2-[[(1S)-2-amino-1-benzyl-2-oxoethyl]amino]-2-oxoethyl]-3-oxo-4,5-dihydro-1H-2-benzazepin-4-yl]-3-(4-hydroxyphenyl)propanamide
  • (2S)-2-azanyl-N-[(4R)-2-[2-[[(2S)-1-azanyl-1-oxo-3-phenyl-propan-2-yl]amino]-2-oxo-ethyl]-3-oxo-4,5-dihydro-1H-2-benzazepin-4-yl]-3-(4-hydroxyphenyl)propanamide
  • (2S)-2-amino-N-[(4R)-2-[2-[[(1S)-2-amino-1-benzyl-2-keto-ethyl]amino]-2-keto-ethyl]-3-keto-4,5-dihydro-1H-2-benzazepin-4-yl]-3-(4-hydroxyphenyl)propionamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Mu opioid receptor Starlite/ChEMBL References
Rattus norvegicus Delta opioid receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

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

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis AGC family protein kinase 0.0887 0.9749 1
Loa Loa (eye worm) AGC/PDK1 protein kinase 0.0581 0.4662 0.4662
Entamoeba histolytica protein kinase 2, putative 0.0576 0.4579 0.4697
Echinococcus granulosus Glutaredoxin protein 5 0.0564 0.4384 0.7275
Trichomonas vaginalis AGC family protein kinase 0.0887 0.9749 1
Loa Loa (eye worm) AGC/PDK1 protein kinase 0.0581 0.4662 0.4662
Trichomonas vaginalis AGC family protein kinase 0.0581 0.4662 0.4782
Echinococcus multilocularis rac serine:threonine kinase 0.06 0.498 0.8265
Trichomonas vaginalis AGC family protein kinase 0.0887 0.9749 1
Entamoeba histolytica PH domain containing protein kinase, putative 0.06 0.498 0.5109
Brugia malayi Protein kinase domain containing protein 0.0581 0.4662 0.4662
Echinococcus granulosus sodium:potassium dependent atpase beta subunit 0.0564 0.4384 0.7275
Entamoeba histolytica protein kinase, putative 0.0887 0.9749 1
Loa Loa (eye worm) hypothetical protein 0.0903 1 1
Entamoeba histolytica protein kinase, putative 0.0581 0.4662 0.4782
Brugia malayi Protein kinase domain containing protein 0.0887 0.9749 0.9749
Giardia lamblia Kinase, AGC PKA 0.0576 0.4579 0.5
Loa Loa (eye worm) AGC/RSK/P70 protein kinase 0.0863 0.9348 0.9348
Schistosoma mansoni serine/threonine protein kinase 0.0581 0.4662 0.936
Echinococcus granulosus nervana 2 0.0564 0.4384 0.7275
Echinococcus multilocularis serine threonine protein kinase nrc serine threonine protein kinase gad 0.0576 0.4579 0.7599
Plasmodium vivax rac-beta serine/threonine protein kinase, putative 0.0576 0.4579 0.5
Loa Loa (eye worm) AGC/AKT protein kinase 0.0887 0.9749 0.9749
Trichomonas vaginalis AGC family protein kinase 0.0887 0.9749 1
Trypanosoma cruzi Protein kinase B 0.06 0.498 1
Trichomonas vaginalis AGC family protein kinase 0.0581 0.4662 0.4782
Echinococcus multilocularis Glutaredoxin protein 5 0.0564 0.4384 0.7275
Echinococcus multilocularis 3 phosphoinositide dependent protein kinase 1 0.0581 0.4662 0.7736
Brugia malayi phosphoinositide-dependent protein kinase I 0.0581 0.4662 0.4662
Echinococcus multilocularis nervana 2 0.0564 0.4384 0.7275
Trichomonas vaginalis AGC family protein kinase 0.0581 0.4662 0.4782
Schistosoma mansoni serine/threonine-protein kinase 0.06 0.498 1
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily 0.0663 0.6026 1
Trichomonas vaginalis AGC family protein kinase 0.0324 0.0401 0.0411
Entamoeba histolytica PH domain containing protein kinase, putative 0.06 0.498 0.5109
Toxoplasma gondii AGC kinase 0.0863 0.9348 0.5
Brugia malayi p70 ribosomal S6 kinase beta 0.0863 0.9348 0.9348
Entamoeba histolytica protein kinase, putative 0.0863 0.9348 0.9589
Trichomonas vaginalis AGC family protein kinase 0.0887 0.9749 1
Echinococcus multilocularis sodium:potassium dependent atpase beta subunit 0.0564 0.4384 0.7275
Plasmodium falciparum RAC-beta serine/threonine protein kinase 0.0576 0.4579 0.5
Echinococcus granulosus calcium:calmodulin dependent protein kinase 0.0576 0.4579 0.7599
Schistosoma mansoni serine/threonine-protein kinase 0.06 0.498 1
Echinococcus granulosus serine/threonine protein kinase 0.06 0.498 0.8265
Echinococcus multilocularis nervana 2 0.0564 0.4384 0.7275
Echinococcus granulosus tm gpcr rhodopsin 0.0663 0.6026 1
Entamoeba histolytica protein kinase, putative 0.0887 0.9749 1
Echinococcus granulosus serine threonine protein kinase nrc 0.0576 0.4579 0.7599
Trichomonas vaginalis AGC family protein kinase 0.0887 0.9749 1
Echinococcus granulosus 3-phosphoinositide-dependent protein kinase 1 0.0581 0.4662 0.7736
Trypanosoma cruzi rac serine-threonine kinase, putative 0.06 0.498 1
Trypanosoma brucei rac serine-threonine kinase, putative 0.0887 0.9749 0.5
Trichomonas vaginalis AGC family protein kinase 0.0887 0.9749 1
Echinococcus granulosus nervana 2 0.0564 0.4384 0.7275

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) Agonist activity at mu opioid receptor in NMRI mouse vas deferens assessed as inhibition of electrically-stimulated muscle contraction ChEMBL. 18062664
IC50 (functional) 0 Agonist activity at mu opioid receptor in NMRI mouse vas deferens assessed as inhibition of electrically-stimulated muscle contraction ChEMBL. 18062664
Ki (binding) = 2245 pM Displacement of [3H]DAMGO from mu opioid receptor in Wistar rat brain after 45 mins ChEMBL. 18062664
Ki (binding) = 2245 pM Displacement of [3H]DAMGO from mu opioid receptor in Wistar rat brain after 45 mins ChEMBL. 18062664
Ki (binding) = 2965 pM Displacement of [3H]deltorphin 2 from delta opioid receptor in Wistar rat brain after 45 mins ChEMBL. 18062664
Ki (binding) = 2965 pM Displacement of [3H]deltorphin 2 from delta opioid receptor in Wistar rat brain after 45 mins ChEMBL. 18062664
Ratio Ki (binding) = 1.32 Selectivity for mu opioid receptor over delta opiod receptor in Wistar rat brain ChEMBL. 18062664
t1/2 (ADMET) = 198.2 min 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.

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