Detailed information for compound 154433

Basic information

Technical information
  • TDR Targets ID: 154433
  • Name: (2S)-2-(4,6-dimethylpyrimidin-2-yl)oxy-2-[(5S )-1-(2-hydroxyethyl)-2-oxo-5-phenyl-3,4-dihyd ro-1,4-benzodiazepin-5-yl]acetic acid
  • MW: 462.498 | Formula: C25H26N4O5
  • H donors: 3 H acceptors: 6 LogP: -0.28 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: OCCN1C(=O)CN[C@](c2c1cccc2)(c1ccccc1)[C@@H](C(=O)O)Oc1nc(C)cc(n1)C
  • InChi: 1S/C25H26N4O5/c1-16-14-17(2)28-24(27-16)34-22(23(32)33)25(18-8-4-3-5-9-18)19-10-6-7-11-20(19)29(12-13-30)21(31)15-26-25/h3-11,14,22,26,30H,12-13,15H2,1-2H3,(H,32,33)/t22-,25+/m1/s1
  • InChiKey: TUTZGEFUGWQBKP-RDGATRHJSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S)-2-[(4,6-dimethyl-2-pyrimidinyl)oxy]-2-[(5S)-1-(2-hydroxyethyl)-2-oxo-5-phenyl-3,4-dihydro-1,4-benzodiazepin-5-yl]acetic acid
  • (2S)-2-(4,6-dimethylpyrimidin-2-yl)oxy-2-[(5S)-1-(2-hydroxyethyl)-2-oxo-5-phenyl-3,4-dihydro-1,4-benzodiazepin-5-yl]ethanoic acid
  • (2S)-2-(4,6-dimethylpyrimidin-2-yl)oxy-2-[(5S)-1-(2-hydroxyethyl)-2-keto-5-phenyl-3,4-dihydro-1,4-benzodiazepin-5-yl]acetic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Endothelin receptor Starlite/ChEMBL References
Homo sapiens endothelin receptor type B 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 granulosus pyroglutamylated rfamide peptide receptor Endothelin receptor   426 aa 412 aa 20.1 %
Echinococcus multilocularis pyroglutamylated rfamide peptide receptor Endothelin receptor   426 aa 412 aa 21.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Toxoplasma gondii ATP-dependent DNA helicase, RecQ family protein 0.001 0.0012 0.0191
Loa Loa (eye worm) hypothetical protein 0.003 0.062 0.0608
Loa Loa (eye worm) hypothetical protein 0.0013 0.0091 0.0079
Echinococcus granulosus bloom syndrome protein 0.002 0.0311 0.4163
Loa Loa (eye worm) hypothetical protein 0.0027 0.0509 0.0497
Brugia malayi intermediate filament protein 0.0027 0.0509 0.038
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.0019 0.028 0.0268
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase 0.0019 0.028 0.3574
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.003 0.062 1
Schistosoma mansoni lamin 0.0027 0.0509 0.8207
Echinococcus multilocularis ATP dependent DNA helicase Q1 0.002 0.0311 0.4163
Treponema pallidum exodeoxyribonuclease (exoA) 0.0019 0.028 1
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase 0.0019 0.028 0.3574
Leishmania major ATP-dependent DEAD/H DNA helicase recQ, putative 0.002 0.0311 1
Loa Loa (eye worm) hypothetical protein 0.0012 0.0076 0.0064
Echinococcus multilocularis lamin dm0 0.0027 0.0509 0.7899
Loa Loa (eye worm) hypothetical protein 0.0341 1 1
Loa Loa (eye worm) hypothetical protein 0.0026 0.0494 0.0482
Brugia malayi ATP-dependent DNA helicase, RecQ family protein 0.002 0.0311 0.018
Schistosoma mansoni lamin 0.0027 0.0509 0.8207
Echinococcus granulosus histone lysine methyltransferase setb 0.003 0.062 1
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.003 0.062 1
Plasmodium vivax AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0019 0.028 0.4514
Trichomonas vaginalis DNA helicase recq1, putative 0.002 0.0311 0.0046
Echinococcus multilocularis ATP dependent DNA helicase Q5 0.002 0.0311 0.4163
Plasmodium vivax ADP-dependent DNA helicase RecQ, putative 0.001 0.0012 0.0191
Trypanosoma cruzi apurinic/apyrimidinic endonuclease 0.0019 0.028 0.8958
Trypanosoma cruzi ATP-dependent DEAD/H DNA helicase recQ, putative 0.002 0.0311 1
Brugia malayi exodeoxyribonuclease III family protein 0.0019 0.028 0.0148
Trichomonas vaginalis DNA helicase recq, putative 0.002 0.0311 0.0046
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.003 0.062 1
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.003 0.062 1
Plasmodium falciparum ADP-dependent DNA helicase RecQ 0.002 0.0311 1
Trypanosoma cruzi apurinic/apyrimidinic endonuclease, putative 0.0019 0.028 0.8958
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0029 0.0586 0.9361
Wolbachia endosymbiont of Brugia malayi exonuclease III 0.0019 0.028 0.5
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.003 0.062 1
Schistosoma mansoni DNA helicase recq5 0.002 0.0311 0.5017
Trichomonas vaginalis DNA helicase recq, putative 0.002 0.0311 0.0046
Echinococcus granulosus ATP dependent DNA helicase Q1 0.002 0.0311 0.4163
Plasmodium falciparum ATP-dependent DNA helicase Q1 0.002 0.0311 1
Schistosoma mansoni blooms syndrome DNA helicase 0.001 0.0012 0.0191
Trichomonas vaginalis set domain proteins, putative 0.0241 0.699 1
Echinococcus multilocularis musashi 0.0027 0.0509 0.7899
Loa Loa (eye worm) hypothetical protein 0.0012 0.0076 0.0064
Schistosoma mansoni DNA helicase recq1 0.002 0.0311 0.5017
Entamoeba histolytica exodeoxyribonuclease III, putative 0.0019 0.028 0.8998
Loa Loa (eye worm) ATP-dependent DNA helicase 0.002 0.0311 0.0299
Echinococcus granulosus intermediate filament protein 0.0027 0.0509 0.7899
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0212 0.6106 0.6101
Toxoplasma gondii ATP-dependent DNA helicase, RecQ family protein 0.002 0.0311 0.5017
Brugia malayi Pre-SET motif family protein 0.003 0.062 0.0493
Brugia malayi ATP-dependent DNA helicase, RecQ family protein 0.002 0.0311 0.018
Echinococcus granulosus lamin dm0 0.0027 0.0509 0.7899
Brugia malayi Protein kinase domain containing protein 0.012 0.3335 0.3244
Onchocerca volvulus 0.003 0.062 0.0171
Loa Loa (eye worm) cytoplasmic intermediate filament protein 0.0014 0.0134 0.0122
Giardia lamblia Sgs1 DNA helicase, putative 0.002 0.0311 0.0032
Toxoplasma gondii exonuclease III APE 0.0019 0.028 0.4514
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.003 0.062 1
Schistosoma mansoni ap endonuclease 0.0019 0.028 0.4514
Loa Loa (eye worm) hypothetical protein 0.002 0.0311 0.0299
Echinococcus multilocularis lamin 0.0027 0.0509 0.7899
Loa Loa (eye worm) hypothetical protein 0.001 0.0012 0.00000000025179
Mycobacterium tuberculosis Probable exodeoxyribonuclease III protein XthA (exonuclease III) (EXO III) (AP endonuclease VI) 0.0019 0.028 0.5
Trypanosoma brucei ATP-dependent DEAD/H DNA helicase recQ, putative 0.002 0.0311 1
Echinococcus multilocularis bloom syndrome protein 0.002 0.0311 0.4163
Schistosoma mansoni ap endonuclease 0.0019 0.028 0.4514
Giardia lamblia Hypothetical protein 0.0341 1 1
Brugia malayi Intermediate filament tail domain containing protein 0.0027 0.0509 0.038
Echinococcus granulosus lamin 0.0027 0.0509 0.7899
Entamoeba histolytica recQ family DNA helicase 0.001 0.0012 0.0381
Loa Loa (eye worm) RecQ helicase 0.002 0.0311 0.0299
Loa Loa (eye worm) intermediate filament protein 0.0027 0.0509 0.0497
Onchocerca volvulus 0.0241 0.699 1
Schistosoma mansoni intermediate filament proteins 0.0027 0.0509 0.8207
Toxoplasma gondii ATP-dependent DNA helicase, RecQ family protein 0.002 0.0311 0.5017
Entamoeba histolytica recQ family helicase, putative 0.002 0.0311 1
Loa Loa (eye worm) hypothetical protein 0.012 0.3335 0.3327
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.003 0.062 1
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0027 0.0509 0.0497
Plasmodium vivax SET domain protein, putative 0.003 0.062 1
Echinococcus granulosus ATP dependent DNA helicase Q5 0.002 0.0311 0.4163
Brugia malayi Fibroblast growth factor family protein 0.0341 1 1
Brugia malayi Bloom's syndrome protein homolog 0.002 0.0311 0.018
Brugia malayi Pre-SET motif family protein 0.0212 0.6106 0.6053
Loa Loa (eye worm) hypothetical protein 0.0341 1 1
Mycobacterium ulcerans exodeoxyribonuclease III protein XthA 0.0019 0.028 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 6.9 nM Antagonist activity towards human recombinant Endothelin A receptor expressed in chinese hamster ovary (CHO) cells determined using [125I]-ET-1 as radioligand ChEMBL. 15139756
IC50 (functional) = 6.9 nM Antagonist activity towards human recombinant Endothelin A receptor expressed in chinese hamster ovary (CHO) cells determined using [125I]-ET-1 as radioligand ChEMBL. 15139756
IC50 (functional) = 108 nM Antagonist activity towards human recombinant Endothelin B receptor expressed in chinese hamster ovary (CHO) cells determined using [125I]-ET-1 as radioligand ChEMBL. 15139756
IC50 (functional) = 108 nM Antagonist activity towards human recombinant Endothelin B receptor expressed in chinese hamster ovary (CHO) cells determined using [125I]-ET-1 as radioligand ChEMBL. 15139756
Kd (functional) = 6.79 Inhibitory potency of the compound at native endothelin A and endothelin B receptors by inhibiting endothelin-1 contractions of rat aortic rings ChEMBL. 15139756
pA2 (functional) = 6.79 Inhibitory potency of the compound at native endothelin A and endothelin B receptors by inhibiting endothelin-1 contractions of rat aortic rings ChEMBL. 15139756

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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