Detailed information for compound 433246

Basic information

Technical information
  • TDR Targets ID: 433246
  • Name: (2S,3R)-2-[[(2S)-2-[[(2S)-1-[(2S)-2-[[(2S)-2- [[(2S)-2-[[(2S)-2-amino-4-methylpentanoyl]ami no]propanoyl]amino]-3-methylbutanoyl]amino]-3 -(4-hydroxyphenyl)propanoyl]pyrrolidine-2-car bonyl]amino]-3-(1H-indol-3-yl)propanoyl]amino ]-3-hydroxybutanoic acid
  • MW: 848.984 | Formula: C43H60N8O10
  • H donors: 10 H acceptors: 10 LogP: 0.4 Rotable bonds: 26
    Rule of 5 violations (Lipinski): 3
  • SMILES: CC(C[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)O)[C@H](O)C)Cc1c[nH]c2c1cccc2)Cc1ccc(cc1)O)C(C)C)C)N)C
  • InChi: 1S/C43H60N8O10/c1-22(2)18-30(44)38(55)46-24(5)37(54)49-35(23(3)4)41(58)48-33(19-26-13-15-28(53)16-14-26)42(59)51-17-9-12-34(51)40(57)47-32(39(56)50-36(25(6)52)43(60)61)20-27-21-45-31-11-8-7-10-29(27)31/h7-8,10-11,13-16,21-25,30,32-36,45,52-53H,9,12,17-20,44H2,1-6H3,(H,46,55)(H,47,57)(H,48,58)(H,49,54)(H,50,56)(H,60,61)/t24-,25+,30-,32-,33-,34-,35-,36-/m0/s1
  • InChiKey: HOZWDBPFSGBJBM-DTSDQQARSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (2S,3R)-2-[[(2S)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-4-methyl-pentanoyl]amino]propanoyl]amino]-3-methyl-butanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]pyrrolidine-2-carbonyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-3-hydroxy-butanoic acid
  • (2S,3R)-2-[[(2S)-2-[[[(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-4-methyl-1-oxopentyl]amino]-1-oxopropyl]amino]-3-methyl-1-oxobutyl]amino]-3-(4-hydroxyphenyl)-1-oxopropyl]-2-pyrrolidinyl]-oxomethyl]amino]-3-(1H-indol-3-yl)-1-oxopropyl]amino]-3-hydroxybutanoic acid
  • (2S,3R)-2-[[(2S)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-azanyl-4-methyl-pentanoyl]amino]propanoyl]amino]-3-methyl-butanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]carbonylamino]-3-(1H-indol-3-yl)propanoyl]amino]-3-hydroxy-butanoic acid
  • (2S,3R)-2-[[(2S)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-4-methyl-pentanoyl]amino]propanoyl]amino]-3-methyl-butanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]prolyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-3-hydroxy-butyric acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens purinergic receptor P2X, ligand-gated ion channel, 3 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 p2X purinoceptor 4 purinergic receptor P2X, ligand-gated ion channel, 3 397 aa 383 aa 37.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi Cadherin domain containing protein 0.0132 0.0362 0.086
Echinococcus multilocularis lipoxygenase domain containing protein 0.0196 0.0958 0.0958
Brugia malayi Animal haem peroxidase family protein 0.0407 0.2917 0.6921
Trichomonas vaginalis CMGC family protein kinase 0.0274 0.1686 1
Onchocerca volvulus 0.0132 0.0362 0.1242
Schistosoma mansoni lipoxygenase 0.0819 0.6733 0.6733
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Echinococcus granulosus neural cadherin 0.0132 0.0362 0.0362
Trichomonas vaginalis CMGC family protein kinase 0.0274 0.1686 1
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Onchocerca volvulus Chorion peroxidase homolog 0.0407 0.2917 1
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Loa Loa (eye worm) carboxylesterase 0.0547 0.4215 1
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Schistosoma mansoni cell polarity protein 0.0132 0.0362 0.0362
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Schistosoma mansoni hypothetical protein 0.0132 0.0362 0.0362
Trypanosoma cruzi casein kinase II, putative 0.0274 0.1686 0.5
Entamoeba histolytica protein kinase domain containing protein 0.0274 0.1686 0.5
Echinococcus multilocularis lipoxygenase domain containing protein 0.0196 0.0958 0.0958
Echinococcus multilocularis retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha 0.0366 0.2534 0.2534
Onchocerca volvulus 0.0132 0.0362 0.1242
Echinococcus granulosus slit 2 protein 0.0132 0.0362 0.0362
Onchocerca volvulus 0.0132 0.0362 0.1242
Echinococcus multilocularis protein jagged 1 0.0132 0.0362 0.0362
Onchocerca volvulus Neurogenic locus notch protein homolog 0.0132 0.0362 0.1242
Loa Loa (eye worm) hypothetical protein 0.0407 0.2917 0.6921
Echinococcus multilocularis neural cadherin 0.0132 0.0362 0.0362
Loa Loa (eye worm) hypothetical protein 0.0407 0.2917 0.6921
Brugia malayi Animal haem peroxidase family protein 0.0407 0.2917 0.6921
Echinococcus multilocularis acetylcholinesterase 0.0547 0.4215 0.4215
Echinococcus granulosus acetylcholinesterase 0.0547 0.4215 0.4215
Loa Loa (eye worm) animal heme peroxidase 0.0407 0.2917 0.6921
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Mycobacterium ulcerans carboxylesterase, LipT 0.0092 0 0.5
Onchocerca volvulus 0.0407 0.2917 1
Echinococcus multilocularis neurogenic locus notch protein 0.0132 0.0362 0.0362
Leishmania major casein kinase II, putative 0.0274 0.1686 0.5
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Schistosoma mansoni notch 0.0132 0.0362 0.0362
Schistosoma mansoni Pro-neuregulin-4 membrane-bound isoform (Pro-NRG4) [Contains: Neuregulin-4 (NRG-4)] 0.0132 0.0362 0.0362
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Loa Loa (eye worm) hypothetical protein 0.0407 0.2917 0.6921
Echinococcus granulosus lipoxygenase domain containing protein 0.0196 0.0958 0.0958
Echinococcus multilocularis Polycystic kidney disease protein 0.0196 0.0958 0.0958
Echinococcus multilocularis fibropellin Ia 0.0132 0.0362 0.0362
Schistosoma mansoni laminin gamma-3 chain 0.0132 0.0362 0.0362
Brugia malayi Calcium binding EGF domain containing protein 0.0132 0.0362 0.086
Loa Loa (eye worm) acetylcholinesterase 1 0.0547 0.4215 1
Schistosoma mansoni septate junction protein 0.0132 0.0362 0.0362
Onchocerca volvulus Peroxidasin homolog 0.0407 0.2917 1
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0092 0 0.5
Echinococcus multilocularis peroxidasin 0.0407 0.2917 0.2917
Trypanosoma brucei Casein kinase II 0.0274 0.1686 0.5
Loa Loa (eye worm) hypothetical protein 0.0196 0.0958 0.2273
Echinococcus multilocularis carboxylesterase 5A 0.0547 0.4215 0.4215
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Echinococcus multilocularis neurogenic locus notch protein 0.0132 0.0362 0.0362
Brugia malayi Calcium binding EGF domain containing protein 0.0132 0.0362 0.086
Loa Loa (eye worm) animal heme peroxidase 0.0407 0.2917 0.6921
Echinococcus granulosus peroxidasin 0.0407 0.2917 0.2917
Echinococcus granulosus protein jagged 2 0.0132 0.0362 0.0362
Loa Loa (eye worm) hypothetical protein 0.0407 0.2917 0.6921
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0547 0.4215 0.4215
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Echinococcus multilocularis notch 0.0132 0.0362 0.0362
Brugia malayi EGF-like domain containing protein 0.0132 0.0362 0.086
Plasmodium vivax casein kinase 2, alpha subunit, putative 0.0274 0.1686 1
Echinococcus multilocularis fat cadherin tumor suppressor 0.0132 0.0362 0.0362
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.1171 1 1
Echinococcus granulosus fibropellin Ia 0.0132 0.0362 0.0362
Brugia malayi Blistered cuticle protein 3 0.0407 0.2917 0.6921
Loa Loa (eye worm) blistered cuticle protein 3 0.0407 0.2917 0.6921
Onchocerca volvulus Slit protein homolog 0.0132 0.0362 0.1242
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Echinococcus granulosus protein jagged 1 0.0132 0.0362 0.0362
Loa Loa (eye worm) hypothetical protein 0.0407 0.2917 0.6921
Brugia malayi EGF-like domain containing protein 0.0132 0.0362 0.086
Echinococcus multilocularis neurogenic locus protein delta 0.0132 0.0362 0.0362
Echinococcus multilocularis neurogenic locus notch protein 4 0.0132 0.0362 0.0362
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Loa Loa (eye worm) hypothetical protein 0.0407 0.2917 0.6921
Echinococcus granulosus protein jagged 2 0.0132 0.0362 0.0362
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Brugia malayi hypothetical protein 0.0407 0.2917 0.6921
Echinococcus multilocularis slit 2 protein 0.0132 0.0362 0.0362
Echinococcus granulosus delta-like protein 1 0.0132 0.0362 0.0362
Brugia malayi Animal haem peroxidase family protein 0.0407 0.2917 0.6921
Brugia malayi EGF-like domain containing protein 0.0132 0.0362 0.086
Onchocerca volvulus 0.0132 0.0362 0.1242
Brugia malayi EGF-like domain containing protein 0.0132 0.0362 0.086
Onchocerca volvulus 0.0132 0.0362 0.1242
Entamoeba histolytica casein kinase, putative 0.0274 0.1686 0.5
Trichomonas vaginalis CMGC family protein kinase 0.0274 0.1686 1
Loa Loa (eye worm) CMGC/CK2 protein kinase 0.0274 0.1686 0.4
Brugia malayi notch-like transmembrane receptor 0.0132 0.0362 0.086
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Schistosoma mansoni hypothetical protein 0.0132 0.0362 0.0362
Onchocerca volvulus Putative cubilin 0.0132 0.0362 0.1242
Loa Loa (eye worm) Notch2 0.0132 0.0362 0.086
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Loa Loa (eye worm) hypothetical protein 0.0407 0.2917 0.6921
Schistosoma mansoni hypothetical protein 0.0132 0.0362 0.0362
Trichomonas vaginalis CMGC family protein kinase 0.0274 0.1686 1
Brugia malayi hypothetical protein 0.0196 0.0958 0.2273
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Schistosoma mansoni peroxidasin 0.0407 0.2917 0.2917
Echinococcus granulosus RUN 0.0196 0.0958 0.0958
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Trichomonas vaginalis CMGC family protein kinase 0.0274 0.1686 1
Onchocerca volvulus 0.0407 0.2917 1
Echinococcus granulosus casein kinase ii subunit alpha 0.0274 0.1686 0.1686
Schistosoma mansoni protein kinase 0.0274 0.1686 0.1686
Loa Loa (eye worm) hypothetical protein 0.0547 0.4215 1
Brugia malayi EGF-like domain containing protein 0.0132 0.0362 0.086
Echinococcus multilocularis protein jagged 1 0.0132 0.0362 0.0362
Schistosoma mansoni peroxidasin 0.0407 0.2917 0.2917
Schistosoma mansoni rab6-interacting 0.0196 0.0958 0.0958
Echinococcus granulosus neurogenic locus notch protein 4 0.0132 0.0362 0.0362
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Echinococcus granulosus carboxylesterase 5A 0.0547 0.4215 0.4215
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0092 0 0.5
Brugia malayi Muscle positioning protein 4 0.0132 0.0362 0.086
Schistosoma mansoni hypothetical protein 0.0132 0.0362 0.0362
Loa Loa (eye worm) hypothetical protein 0.0407 0.2917 0.6921
Brugia malayi Animal haem peroxidase family protein 0.0407 0.2917 0.6921
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Schistosoma mansoni slit 0.0132 0.0362 0.0362
Loa Loa (eye worm) hypothetical protein 0.0407 0.2917 0.6921
Loa Loa (eye worm) animal heme peroxidase 0.0407 0.2917 0.6921
Loa Loa (eye worm) animal heme peroxidase 0.0407 0.2917 0.6921
Schistosoma mansoni notch 0.0132 0.0362 0.0362
Brugia malayi Casein kinase II, alpha chain 0.0274 0.1686 0.4
Echinococcus multilocularis RUN 0.0196 0.0958 0.0958
Brugia malayi Cadherin domain containing protein 0.0132 0.0362 0.086
Brugia malayi Delta serrate ligand family protein 0.0132 0.0362 0.086
Loa Loa (eye worm) hypothetical protein 0.0407 0.2917 0.6921
Trichomonas vaginalis CMGC family protein kinase 0.0274 0.1686 1
Brugia malayi GCC2 and GCC3 family protein 0.0132 0.0362 0.086
Brugia malayi EGF-like domain containing protein 0.0132 0.0362 0.086
Echinococcus granulosus acetylcholinesterase 0.0547 0.4215 0.4215
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Schistosoma mansoni hypothetical protein 0.0196 0.0958 0.0958
Schistosoma mansoni retinoic acid receptor RXR 0.0402 0.2864 0.2864
Schistosoma mansoni lipoxygenase 0.1171 1 1
Schistosoma mansoni hypothetical protein 0.0132 0.0362 0.0362
Onchocerca volvulus 0.0196 0.0958 0.3283
Loa Loa (eye worm) hypothetical protein 0.0407 0.2917 0.6921
Schistosoma mansoni hypothetical protein 0.0132 0.0362 0.0362
Brugia malayi Peroxidasin 0.0407 0.2917 0.6921
Loa Loa (eye worm) hypothetical protein 0.0407 0.2917 0.6921
Brugia malayi Carboxylesterase family protein 0.0547 0.4215 1
Loa Loa (eye worm) doublecortin family protein 0.0196 0.0958 0.2273
Schistosoma mansoni loxhd1 0.0196 0.0958 0.0958
Schistosoma mansoni notch 0.0132 0.0362 0.0362
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0402 0.2864 0.2864
Brugia malayi Transmembrane cell adhesion receptor mua-3 precursor, putative 0.0132 0.0362 0.086
Mycobacterium tuberculosis Carboxylesterase LipT 0.0092 0 0.5
Onchocerca volvulus Peroxidase homolog 0.0407 0.2917 1
Plasmodium vivax unspecified product 0.0274 0.1686 1
Onchocerca volvulus 0.0407 0.2917 1
Echinococcus granulosus notch 0.0132 0.0362 0.0362
Onchocerca volvulus Neurogenic locus notch homolog 0.0132 0.0362 0.1242
Onchocerca volvulus Dual oxidase homolog 0.0407 0.2917 1
Schistosoma mansoni polycystin 1-related 0.0196 0.0958 0.0958
Schistosoma mansoni notch 0.0132 0.0362 0.0362
Brugia malayi EGF-like domain containing protein 0.0132 0.0362 0.086
Loa Loa (eye worm) hypothetical protein 0.0196 0.0958 0.2273
Schistosoma mansoni notch 0.0132 0.0362 0.0362
Giardia lamblia Kinase, CMGC CK2 0.0274 0.1686 1
Echinococcus granulosus neurogenic locus protein delta 0.0132 0.0362 0.0362
Loa Loa (eye worm) notch protein 0.0132 0.0362 0.086
Echinococcus multilocularis protein jagged 2 0.0132 0.0362 0.0362
Plasmodium falciparum casein kinase 2, alpha subunit 0.0274 0.1686 1
Schistosoma mansoni rab6-interacting 0.0196 0.0958 0.0958
Echinococcus multilocularis neurogenic locus protein delta 0.0132 0.0362 0.0362
Echinococcus granulosus neurogenic locus notch protein 0.0132 0.0362 0.0362
Loa Loa (eye worm) hypothetical protein 0.0132 0.0362 0.086
Brugia malayi Calcium binding EGF domain containing protein 0.0132 0.0362 0.086
Echinococcus granulosus protein jagged 1 0.0132 0.0362 0.0362
Schistosoma mansoni notch 0.0132 0.0362 0.0362
Echinococcus granulosus neurogenic locus notch protein 0.0132 0.0362 0.0362
Schistosoma mansoni hypothetical protein 0.0132 0.0362 0.0362
Loa Loa (eye worm) hypothetical protein 0.0407 0.2917 0.6921
Brugia malayi Doublecortin family protein 0.0196 0.0958 0.2273
Echinococcus multilocularis acetylcholinesterase 0.0547 0.4215 0.4215
Loa Loa (eye worm) hypothetical protein 0.0407 0.2917 0.6921
Brugia malayi hypothetical protein 0.0196 0.0958 0.2273
Loa Loa (eye worm) hypothetical protein 0.0547 0.4215 1
Brugia malayi Animal haem peroxidase family protein 0.0407 0.2917 0.6921
Brugia malayi Carboxylesterase family protein 0.0547 0.4215 1
Trichomonas vaginalis CMGC family protein kinase 0.0274 0.1686 1
Onchocerca volvulus Peroxidase homolog 0.0407 0.2917 1
Echinococcus granulosus lipoxygenase domain containing protein 0.0196 0.0958 0.0958
Onchocerca volvulus 0.0196 0.0958 0.3283
Toxoplasma gondii CMGC kinase, CK2 family 0.0274 0.1686 1
Onchocerca volvulus Peroxidasin homolog 0.0407 0.2917 1
Echinococcus multilocularis casein kinase ii subunit alpha 0.0274 0.1686 0.1686
Echinococcus granulosus Polycystic kidney disease protein 0.0196 0.0958 0.0958

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 32.4 nM Antagonist activity at human P2X3 receptor expressed in Xenopus oocytes assessed as inhibition of ATP-induced ion current by two electrode voltage clamping technique ChEMBL. 17676725
IC50 (functional) = 32.4 nM Antagonist activity at human P2X3 receptor expressed in Xenopus oocytes assessed as inhibition of ATP-induced ion current by two electrode voltage clamping technique ChEMBL. 17676725
Inhibition (functional) = 7.6 % Antagonist activity at human recombinant P2X7 receptor expressed in HEK293 cells assessed as BzATP-induced ethidium accumulation at 10 uM ChEMBL. 17676725
Inhibition (functional) = 7.6 % Antagonist activity at human recombinant P2X7 receptor expressed in HEK293 cells assessed as BzATP-induced ethidium accumulation at 10 uM ChEMBL. 17676725
Inhibition (functional) = 8.1 % Antagonist activity at mouse recombinant P2X1 receptor expressed in Xenopus oocytes assessed as inhibition of ATP-induced ion current at 10 uM by two electrode voltage clamping technique ChEMBL. 17676725
Inhibition (functional) = 8.1 % Antagonist activity at mouse recombinant P2X1 receptor expressed in Xenopus oocytes assessed as inhibition of ATP-induced ion current at 10 uM by two electrode voltage clamping technique ChEMBL. 17676725
Inhibition (functional) = 48.4 % Antagonist activity at human recombinant P2X3 receptor expressed in Xenopus oocytes assessed as inhibition of ATP-induced ion current at 100 uM by two electrode voltage clamping technique ChEMBL. 17676725
Inhibition (functional) = 48.4 % Antagonist activity at human recombinant P2X3 receptor expressed in Xenopus oocytes assessed as inhibition of ATP-induced ion current at 100 uM by two electrode voltage clamping technique ChEMBL. 17676725

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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