Detailed information for compound 302292

Basic information

Technical information
  • TDR Targets ID: 302292
  • Name: 2-amino-3-(4-ethoxy-2,6-dimethylphenyl)-N-[(2 R)-1-oxo-1-(3-phenylpropylamino)propan-2-yl]p ropanamide
  • MW: 425.564 | Formula: C25H35N3O3
  • H donors: 3 H acceptors: 2 LogP: 3.75 Rotable bonds: 13
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOc1cc(C)c(c(c1)C)CC(C(=O)N[C@@H](C(=O)NCCCc1ccccc1)C)N
  • InChi: 1S/C25H35N3O3/c1-5-31-21-14-17(2)22(18(3)15-21)16-23(26)25(30)28-19(4)24(29)27-13-9-12-20-10-7-6-8-11-20/h6-8,10-11,14-15,19,23H,5,9,12-13,16,26H2,1-4H3,(H,27,29)(H,28,30)/t19-,23?/m1/s1
  • InChiKey: UKGDJNNFSQINRB-HWYAHNCWSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-amino-3-(4-ethoxy-2,6-dimethyl-phenyl)-N-[(1R)-1-methyl-2-oxo-2-(3-phenylpropylamino)ethyl]propanamide
  • 2-amino-3-(4-ethoxy-2,6-dimethylphenyl)-N-[(1R)-1-methyl-2-oxo-2-(3-phenylpropylamino)ethyl]propanamide
  • 2-azanyl-3-(4-ethoxy-2,6-dimethyl-phenyl)-N-[(2R)-1-oxo-1-(3-phenylpropylamino)propan-2-yl]propanamide
  • 2-amino-3-(4-ethoxy-2,6-dimethyl-phenyl)-N-[(1R)-2-keto-1-methyl-2-(3-phenylpropylamino)ethyl]propionamide
  • 2-amino-3-(4-ethoxy-2,6-dimethyl-phenyl)-N-[(2R)-1-oxo-1-(3-phenylpropylamino)propan-2-yl]propanamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Opioid receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily Opioid receptor   372 aa 331 aa 21.4 %
Echinococcus multilocularis allatostatin A receptor Opioid receptor   372 aa 302 aa 28.5 %
Schistosoma mansoni peptide (FMRFamide/somatostatin)-like receptor Opioid receptor   372 aa 366 aa 22.7 %
Schistosoma mansoni peptide (allatostatin)-like receptor Opioid receptor   372 aa 353 aa 29.2 %
Echinococcus granulosus thyrotropin releasing hormone receptor Opioid receptor   372 aa 330 aa 24.5 %
Brugia malayi ORL1-like opioid receptor Opioid receptor   372 aa 300 aa 24.7 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Opioid receptor   372 aa 320 aa 25.6 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Opioid receptor   372 aa 315 aa 28.6 %
Onchocerca volvulus Opioid receptor   372 aa 344 aa 22.1 %
Echinococcus granulosus allatostatin A receptor Opioid receptor   372 aa 302 aa 27.8 %
Onchocerca volvulus Opioid receptor   372 aa 386 aa 22.8 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Opioid receptor   372 aa 330 aa 24.2 %
Brugia malayi GnHR receptor homolog Opioid receptor   372 aa 313 aa 18.5 %
Loa Loa (eye worm) neuropeptide F receptor Opioid receptor   372 aa 317 aa 23.3 %
Onchocerca volvulus Opioid receptor   372 aa 349 aa 22.1 %
Onchocerca volvulus Opioid receptor   372 aa 353 aa 21.0 %
Onchocerca volvulus Opioid receptor   372 aa 316 aa 26.9 %
Echinococcus granulosus tm gpcr rhodopsin Opioid receptor   372 aa 334 aa 22.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium ulcerans carboxylesterase LipQ 0.0297 0.0046 0.5
Mycobacterium tuberculosis Probable carboxylesterase LipQ 0.0297 0.0046 0.5
Mycobacterium tuberculosis Putative acetyl hydrolase MbtJ 0.0297 0.0046 0.5
Echinococcus multilocularis hormone sensitive lipase 1.7517 1 0.5
Leishmania major hypothetical protein, conserved 0.0297 0.0046 1
Toxoplasma gondii alpha/beta hydrolase fold domain-containing protein 0.0297 0.0046 0.5
Loa Loa (eye worm) ammd protein 0.0297 0.0046 0.0046
Mycobacterium ulcerans lipase LipU 0.0297 0.0046 0.5
Schistosoma mansoni hormone-sensitive lipase (S09 family) 1.7517 1 1
Mycobacterium tuberculosis Probable non lipolytic carboxylesterase NlhH 0.0297 0.0046 0.5
Mycobacterium ulcerans lipase/esterase LipN 0.0297 0.0046 0.5
Mycobacterium tuberculosis Probable esterase LipO 0.0297 0.0046 0.5
Mycobacterium ulcerans hypothetical protein 0.0297 0.0046 0.5
Loa Loa (eye worm) hypothetical protein 1.7517 1 1
Toxoplasma gondii alpha/beta hydrolase fold domain-containing protein 0.0297 0.0046 0.5
Trypanosoma cruzi Isoprenylcysteine alpha-carbonyl methylesterase, putative 0.0297 0.0046 1
Mycobacterium tuberculosis Probable lipase/esterase LipN 0.0297 0.0046 0.5
Mycobacterium ulcerans acetyl hydrolase MbtJ 0.0297 0.0046 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0297 0.0046 0.5
Loa Loa (eye worm) aryl-acylamidase 0.0297 0.0046 0.0046
Mycobacterium ulcerans lipase LipH 0.0297 0.0046 0.5
Mycobacterium ulcerans esterase/lipase 0.0297 0.0046 0.5
Mycobacterium tuberculosis Probable esterase LipC 0.0297 0.0046 0.5
Trypanosoma brucei Isoprenylcysteine alpha-carbonyl methylesterase, putative 0.0297 0.0046 1
Leishmania major ecotin, putative 0.0297 0.0046 1
Trypanosoma cruzi Alpha/beta hydrolase domain-containing protein 0.0297 0.0046 1
Mycobacterium tuberculosis Probable lipase LipH 0.0297 0.0046 0.5
Mycobacterium tuberculosis Probable acetyl-hydrolase/esterase LipR 0.0297 0.0046 0.5
Trichomonas vaginalis Esterase, putative 0.0297 0.0046 0.5
Mycobacterium tuberculosis Probable esterase LipM 0.0297 0.0046 0.5
Mycobacterium ulcerans lipase LipI 0.0297 0.0046 0.5
Mycobacterium ulcerans esterase LipO 0.0297 0.0046 0.5
Mycobacterium tuberculosis Possible lipase LipU 0.0297 0.0046 0.5
Brugia malayi aryl-acylamidase 0.0297 0.0046 1
Trichomonas vaginalis Esterase, putative 0.0297 0.0046 0.5
Mycobacterium tuberculosis Probable esterase/lipase LipF 0.0297 0.0046 0.5
Schistosoma mansoni hormone-sensitive lipase (S09 family) 1.7517 1 1
Treponema pallidum N-acetylphosphinothricin-tripetide-deacetylase 0.0297 0.0046 0.5
Trichomonas vaginalis Esterase, putative 0.0297 0.0046 0.5
Trypanosoma cruzi Isoprenylcysteine alpha-carbonyl methylesterase, putative 0.0297 0.0046 1
Mycobacterium ulcerans membrane-bound esterase LipM 0.0297 0.0046 0.5
Onchocerca volvulus 0.0297 0.0046 0.5
Trypanosoma cruzi serine peptidase, Clan SC, Family S9D 0.0297 0.0046 1
Mycobacterium tuberculosis Possible esterase LipW 0.0297 0.0046 0.5
Mycobacterium ulcerans esterase LipC 0.0297 0.0046 0.5
Mycobacterium leprae Possible lipase LipU 0.0297 0.0046 0.5
Mycobacterium ulcerans esterase LipW 0.0297 0.0046 0.5
Mycobacterium ulcerans lipase LipU 0.0297 0.0046 0.5
Schistosoma mansoni hormone-sensitive lipase (S09 family) 1.7517 1 1

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) mg kg-1 Effective dose administered intragastricly in mouse writhing assay; No significant inhibition at 10 mg/kg, the highest dose tested ChEMBL. 7908696
ED50 (functional) mg kg-1 Effective dose of the compound administered subcutaneously in mouse writhing assay; No significant inhibition at 10 mg/kg, the highest dose tested ChEMBL. 7908696
ED50 (functional) 0 mg kg-1 Effective dose of the compound administered subcutaneously in mouse writhing assay; No significant inhibition at 10 mg/kg, the highest dose tested ChEMBL. 7908696
ED50 (functional) 0 mg kg-1 Effective dose administered intragastricly in mouse writhing assay; No significant inhibition at 10 mg/kg, the highest dose tested ChEMBL. 7908696
IC50 (binding) = 130 nM Affinity for the opioid receptor by displacement of tritiated naloxone from rat brain membranes. ChEMBL. 7908696
IC50 (binding) = 130 nM Affinity for the opioid receptor by displacement of tritiated naloxone from rat brain membranes. ChEMBL. 7908696

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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