TDR Targets

Basic information

Technical information

TDR Targets ID: 502903
Name: (2S)-2-amino-N-[(4S)-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-GSDHBNRESA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

(2S)-2-amino-N-[(4S)-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-[(4S)-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-[(4S)-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-[(4S)-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 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
Brugia malayi	ORL1-like opioid receptor	Delta opioid receptor	372 aa	300 aa	24.7 %
Onchocerca volvulus		Delta opioid receptor	372 aa	349 aa	22.1 %
Onchocerca volvulus		Delta opioid receptor	372 aa	316 aa	26.9 %
Onchocerca volvulus		Delta opioid receptor	372 aa	386 aa	22.8 %
Onchocerca volvulus	Mitochondrial inner membrane protein homolog	Mu opioid receptor	398 aa	334 aa	23.1 %
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 %
Schistosoma japonicum	Rhodopsin, putative	Mu opioid receptor	398 aa	328 aa	23.2 %
Echinococcus granulosus	allatostatin A receptor	Delta opioid receptor	372 aa	302 aa	27.8 %
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 %
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 %
Echinococcus multilocularis	allatostatin A receptor	Delta opioid receptor	372 aa	302 aa	28.5 %
Onchocerca volvulus		Delta opioid receptor	372 aa	344 aa	22.1 %

Ranking Plot

Putative Targets List

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

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)	= 373 pM	Displacement of [3H]DAMGO from mu opioid receptor in Wistar rat brain after 45 mins	ChEMBL.	18062664
Ki (binding)	= 373 pM	Displacement of [3H]DAMGO from mu opioid receptor in Wistar rat brain after 45 mins	ChEMBL.	18062664
Ki (binding)	= 778 pM	Displacement of [3H]deltorphin 2 from delta opioid receptor in Wistar rat brain after 45 mins	ChEMBL.	18062664
Ki (binding)	= 778 pM	Displacement of [3H]deltorphin 2 from delta opioid receptor in Wistar rat brain after 45 mins	ChEMBL.	18062664
Ratio Ki (binding)	= 2.08	Selectivity for mu opioid receptor over delta opiod receptor in Wistar rat brain	ChEMBL.	18062664
t1/2 (ADMET)	= 0.7 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

ChEMBL: CHEMBL399796
PubChem: 24755070

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.

Detailed information for compound 502903