Detailed information for compound 305426

Basic information

Technical information
  • TDR Targets ID: 305426
  • Name: 2-[(1R)-1-[[(2S)-2-(azepane-1-carbonylamino)- 4-methylpentanoyl]amino]-2-(1H-indol-3-yl)eth yl]-5-cyclopropyl-1,3-oxazole-4-carboxylic ac id
  • MW: 549.661 | Formula: C30H39N5O5
  • H donors: 4 H acceptors: 5 LogP: 4.32 Rotable bonds: 13
    Rule of 5 violations (Lipinski): 2
  • SMILES: CC(C[C@@H](C(=O)N[C@@H](c1oc(c(n1)C(=O)O)C1CC1)Cc1c[nH]c2c1cccc2)NC(=O)N1CCCCCC1)C
  • InChi: 1S/C30H39N5O5/c1-18(2)15-23(33-30(39)35-13-7-3-4-8-14-35)27(36)32-24(16-20-17-31-22-10-6-5-9-21(20)22)28-34-25(29(37)38)26(40-28)19-11-12-19/h5-6,9-10,17-19,23-24,31H,3-4,7-8,11-16H2,1-2H3,(H,32,36)(H,33,39)(H,37,38)/t23-,24+/m0/s1
  • InChiKey: RYILNFVKWBUBQJ-BJKOFHAPSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[(1R)-1-[[(2S)-2-(azepane-1-carbonylamino)-4-methyl-pentanoyl]amino]-2-(1H-indol-3-yl)ethyl]-5-cyclopropyl-oxazole-4-carboxylic acid
  • 2-[(1R)-1-[[(2S)-2-[[1-azepanyl(oxo)methyl]amino]-4-methyl-1-oxopentyl]amino]-2-(1H-indol-3-yl)ethyl]-5-cyclopropyl-4-oxazolecarboxylic acid
  • 2-[(1R)-1-[[(2S)-2-(azepan-1-ylcarbonylamino)-4-methyl-pentanoyl]amino]-2-(1H-indol-3-yl)ethyl]-5-cyclopropyl-1,3-oxazole-4-carboxylic acid
  • 2-[(1R)-1-[[(2S)-2-[(1-azepanyl-oxomethyl)amino]-4-methyl-1-oxopentyl]amino]-2-(1H-indol-3-yl)ethyl]-5-cyclopropyl-4-oxazolecarboxylic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Endothelin receptor ET-A 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 pyroglutamylated rfamide peptide receptor Endothelin receptor ET-A   426 aa 412 aa 21.1 %
Echinococcus granulosus pyroglutamylated rfamide peptide receptor Endothelin receptor ET-A   426 aa 412 aa 20.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni histone deacetylase hda2 0.028 0.652 1
Echinococcus granulosus histone deacetylase 6 0.0267 0.6188 0.9447
Echinococcus multilocularis histone deacetylase 0.0267 0.6188 0.9447
Echinococcus multilocularis acetylcholinesterase 0.0135 0.2808 0.3807
Trichomonas vaginalis histone deacetylase, putative 0.0263 0.6061 0.5
Schistosoma mansoni histone deacetylase 0.0263 0.6061 0.9271
Brugia malayi histone deacetylase 1 (HD1) 0.0263 0.6061 0.9795
Echinococcus granulosus histone deacetylase 6 0.0267 0.6188 0.9447
Schistosoma mansoni histone deacetylase hda2 0.012 0.2424 0.3491
Echinococcus multilocularis histone deacetylase 8 0.012 0.2424 0.3166
Loa Loa (eye worm) histone deacetylase 1 0.0263 0.6061 0.6061
Trichomonas vaginalis histone deacetylase, putative 0.0263 0.6061 0.5
Trypanosoma cruzi histone deacetylase, putative 0.012 0.2424 0.3917
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.0526 0.0475
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0046 0.0526 0.0851
Toxoplasma gondii histone deacetylase HDAC5 0.012 0.2424 0.3917
Loa Loa (eye worm) histone deacetylase 3 0.0263 0.6061 0.6061
Schistosoma mansoni histone deacetylase 4 5 0.0267 0.6188 0.9473
Loa Loa (eye worm) hypothetical protein 0.005 0.0632 0.0632
Plasmodium vivax histone deacetylase 1, putative 0.0263 0.6061 0.9795
Trichomonas vaginalis histone deacetylase, putative 0.0263 0.6061 0.5
Echinococcus multilocularis histone deacetylase 7 0.0267 0.6188 0.9447
Loa Loa (eye worm) hypothetical protein 0.0147 0.3118 0.3118
Loa Loa (eye worm) hypothetical protein 0.0263 0.6061 0.6061
Echinococcus granulosus histone deacetylase 6 0.028 0.652 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.0526 0.0475
Schistosoma mansoni survival motor neuron protein 0.0048 0.059 0.0577
Echinococcus granulosus acetylcholinesterase 0.0135 0.2808 0.3807
Trypanosoma cruzi histone deacetylase, putative 0.0267 0.6188 1
Plasmodium vivax histone deacetylase 2, putative 0.0267 0.6188 1
Brugia malayi Carboxylesterase family protein 0.0135 0.2808 0.4538
Toxoplasma gondii histone deacetylase HDAC1 0.0267 0.6188 1
Schistosoma mansoni hypothetical protein 0.0048 0.059 0.0577
Trypanosoma cruzi histone deacetylase, putative 0.0267 0.6188 1
Toxoplasma gondii histone deacetylase HDAC2 0.0263 0.6061 0.9795
Trypanosoma cruzi histone deacetylase, putative 0.012 0.2424 0.3917
Plasmodium falciparum histone deacetylase 1 0.0263 0.6061 0.9795
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.0263 0.6061 0.5
Brugia malayi Carboxylesterase family protein 0.0135 0.2808 0.4538
Trypanosoma brucei histone deacetylase 4 0.0267 0.6188 1
Schistosoma mansoni histone deacetylase 1 2 3 0.012 0.2424 0.3491
Loa Loa (eye worm) histone deacetylase 7A 0.0267 0.6188 0.6188
Brugia malayi hypothetical protein 0.0237 0.5415 0.8751
Loa Loa (eye worm) histone deacetylase 11 0.012 0.2424 0.2424
Echinococcus multilocularis survival motor neuron protein 1 0.0237 0.5415 0.8158
Brugia malayi Histone deacetylase family protein 0.0267 0.6188 1
Plasmodium falciparum histone deacetylase, putative 0.0267 0.6188 1
Leishmania major histone deacetylase, putative 0.0267 0.6188 1
Echinococcus multilocularis histone deacetylase 6 0.028 0.652 1
Echinococcus multilocularis histone deacetylase 6 0.0267 0.6188 0.9447
Trypanosoma cruzi histone deacetylase 1, putative 0.0263 0.6061 0.9795
Echinococcus granulosus histone deacetylase 3 0.0263 0.6061 0.9235
Echinococcus granulosus histone deacetylase 1 0.0263 0.6061 0.9235
Trypanosoma brucei histone deacetylase 2 0.012 0.2424 0.3917
Brugia malayi Histone deacetylase family protein 0.0267 0.6188 1
Giardia lamblia Histone deacetylase 0.0263 0.6061 0.5
Echinococcus granulosus histone deacetylase 0.0267 0.6188 0.9447
Entamoeba histolytica histone deacetylase, putative 0.0263 0.6061 0.5
Loa Loa (eye worm) carboxylesterase 0.0135 0.2808 0.2808
Trichomonas vaginalis histone deacetylase, putative 0.0263 0.6061 0.5
Brugia malayi Calcitonin receptor-like protein seb-1 0.005 0.0632 0.1021
Trypanosoma brucei histone deacetylase 3 0.0267 0.6188 1
Plasmodium vivax histone deacetylase, putative 0.012 0.2424 0.3917
Trypanosoma brucei histone deacetylase 1 0.0263 0.6061 0.9795
Loa Loa (eye worm) MH2 domain-containing protein 0.012 0.2414 0.2414
Leishmania major histone deacetylase, putative 0.0267 0.6188 1
Toxoplasma gondii histone deacetylase HDAC4 0.012 0.2424 0.3917
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0048 0.059 0.0954
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.0263 0.6061 0.5
Plasmodium falciparum histone deacetylase 2 0.0267 0.6188 1
Echinococcus multilocularis carboxylesterase 5A 0.0135 0.2808 0.3807
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.0526 0.0475
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.005 0.0632 0.1021
Loa Loa (eye worm) hypothetical protein 0.016 0.345 0.345
Brugia malayi histone deacetylase 11 0.012 0.2424 0.3917
Echinococcus multilocularis acetylcholinesterase 0.0135 0.2808 0.3807
Trichomonas vaginalis histone deacetylase, putative 0.0263 0.6061 0.5
Trypanosoma brucei histone deacetylase, putative 0.0267 0.6188 1
Brugia malayi histone deacetylase 3 (HD3) 0.0263 0.6061 0.9795
Schistosoma mansoni histone deacetylase 4 5 0.0267 0.6188 0.9473
Onchocerca volvulus Histone deacetylase 10 homolog 0.012 0.2424 1
Trypanosoma cruzi histone deacetylase 1, putative 0.0263 0.6061 0.9795
Loa Loa (eye worm) histone deacetylase 0.0267 0.6188 0.6188
Loa Loa (eye worm) hypothetical protein 0.012 0.2424 0.2424
Schistosoma mansoni histone deacetylase 0.0263 0.6061 0.9271
Loa Loa (eye worm) hypothetical protein 0.0417 1 1
Trypanosoma cruzi histone deacetylase, putative 0.0267 0.6188 1
Echinococcus multilocularis histone deacetylase 3 0.0263 0.6061 0.9235
Loa Loa (eye worm) hypothetical protein 0.0135 0.2808 0.2808
Echinococcus granulosus histone deacetylase 8 0.012 0.2424 0.3166
Loa Loa (eye worm) transcription factor SMAD2 0.012 0.2414 0.2414
Toxoplasma gondii histone deacetylase HDAC3 0.0263 0.6061 0.9795
Echinococcus granulosus histone deacetylase 7 0.0267 0.6188 0.9447
Loa Loa (eye worm) acetylcholinesterase 1 0.0135 0.2808 0.2808
Brugia malayi Histone deacetylase 1 0.0263 0.6061 0.9795
Echinococcus granulosus carboxylesterase 5A 0.0135 0.2808 0.3807
Loa Loa (eye worm) pigment dispersing factor receptor c 0.005 0.0632 0.0632
Leishmania major histone deacetylase, putative 0.0263 0.6061 0.9795
Brugia malayi latrophilin 2 splice variant baaae 0.0034 0.0227 0.0368
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0135 0.2808 0.4102
Echinococcus granulosus survival motor neuron protein 1 0.0237 0.5415 0.8158
Echinococcus granulosus acetylcholinesterase 0.0135 0.2808 0.3807
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0046 0.0526 0.0526
Plasmodium vivax histone deacetylase, putative 0.0267 0.6188 1
Echinococcus multilocularis histone deacetylase 6 0.0267 0.6188 0.9447
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.0263 0.6061 0.5
Loa Loa (eye worm) hypothetical protein 0.0135 0.2808 0.2808
Leishmania major histone deacetylase, putative 0.0263 0.6061 0.9795
Brugia malayi MH2 domain containing protein 0.012 0.2414 0.3901
Loa Loa (eye worm) hypothetical protein 0.0237 0.5415 0.5415
Loa Loa (eye worm) hypothetical protein 0.0034 0.0227 0.0227
Trichomonas vaginalis histone deacetylase, putative 0.0263 0.6061 0.5
Echinococcus multilocularis histone deacetylase 1 0.0263 0.6061 0.9235

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 3.7 uM Inhibition of Endothelin-1 binding to Endothelin A receptor binding sites in MMQ cell membranes ChEMBL. 8632419
IC50 (binding) = 3.7 uM Inhibition of Endothelin-1 binding to Endothelin A receptor binding sites in MMQ cell membranes ChEMBL. 8632419
IC50 (binding) = 65 uM Inhibition of Endothelin-3(ET-3) binding to Endothelin B receptor binding sites in porcine cerebellar membranes. ChEMBL. 8632419
IC50 (binding) = 65 uM Inhibition of Endothelin-3(ET-3) binding to Endothelin B receptor binding sites in porcine cerebellar membranes. ChEMBL. 8632419

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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