Detailed information for compound 164704

Basic information

Technical information
  • TDR Targets ID: 164704
  • Name: N-[(2S,3R)-4-amino-3-hydroxy-4-oxo-1-phenylbu tan-2-yl]-5-chloro-1H-indole-2-carboxamide
  • MW: 371.818 | Formula: C19H18ClN3O3
  • H donors: 4 H acceptors: 3 LogP: 2.6 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: NC(=O)[C@@H]([C@@H](NC(=O)c1cc2c([nH]1)ccc(c2)Cl)Cc1ccccc1)O
  • InChi: 1S/C19H18ClN3O3/c20-13-6-7-14-12(9-13)10-16(22-14)19(26)23-15(17(24)18(21)25)8-11-4-2-1-3-5-11/h1-7,9-10,15,17,22,24H,8H2,(H2,21,25)(H,23,26)/t15-,17+/m0/s1
  • InChiKey: QTKYWBKNNDLOSO-DOTOQJQBSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[(1S,2R)-3-amino-1-benzyl-2-hydroxy-3-oxo-propyl]-5-chloro-1H-indole-2-carboxamide
  • N-[(1S,2R)-3-amino-1-benzyl-2-hydroxy-3-oxopropyl]-5-chloro-1H-indole-2-carboxamide
  • N-[(2S,3R)-4-azanyl-3-hydroxy-4-oxo-1-phenyl-butan-2-yl]-5-chloro-1H-indole-2-carboxamide
  • N-[(1S,2R)-3-amino-1-benzyl-2-hydroxy-3-keto-propyl]-5-chloro-1H-indole-2-carboxamide
  • N-[(1S,2R)-3-amino-2-hydroxy-3-oxo-1-(phenylmethyl)propyl]-5-chloro-1H-indole-2-carboxamide
  • N-[(1S,2R)-3-amino-1-(benzyl)-2-hydroxy-3-keto-propyl]-5-chloro-1H-indole-2-carboxamide
  • N-[(2S,3R)-4-amino-3-hydroxy-4-oxo-1-phenyl-butan-2-yl]-5-chloro-1H-indole-2-carboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens phosphorylase, glycogen, liver Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) glycogen phosphorylase Get druggable targets OG5_126999 All targets in OG5_126999
Schistosoma mansoni glycogen phosphorylase Get druggable targets OG5_126999 All targets in OG5_126999
Echinococcus multilocularis Glycosyl transferase, family 35 Get druggable targets OG5_126999 All targets in OG5_126999
Brugia malayi carbohydrate phosphorylase Get druggable targets OG5_126999 All targets in OG5_126999
Schistosoma japonicum ko:K00688 starch phosphorylase [EC2.4.1.1], putative Get druggable targets OG5_126999 All targets in OG5_126999
Schistosoma japonicum Glycogen phosphorylase, brain form, putative Get druggable targets OG5_126999 All targets in OG5_126999
Echinococcus granulosus glycogen phosphorylase Get druggable targets OG5_126999 All targets in OG5_126999
Trichomonas vaginalis glycogen phosphorylase, putative Get druggable targets OG5_126999 All targets in OG5_126999
Candida albicans hypothetical protein Get druggable targets OG5_126999 All targets in OG5_126999
Echinococcus multilocularis glycogen phosphorylase Get druggable targets OG5_126999 All targets in OG5_126999
Giardia lamblia Glycogen phosphorylase Get druggable targets OG5_126999 All targets in OG5_126999
Trichomonas vaginalis glycogen phosphorylase, putative Get druggable targets OG5_126999 All targets in OG5_126999
Neospora caninum hypothetical protein Get druggable targets OG5_126999 All targets in OG5_126999
Onchocerca volvulus Glycogen phosphorylase homolog Get druggable targets OG5_126999 All targets in OG5_126999
Schistosoma mansoni glycogen phosphorylase Get druggable targets OG5_126999 All targets in OG5_126999
Entamoeba histolytica glycogen phosphorylase, putative Get druggable targets OG5_126999 All targets in OG5_126999
Cryptosporidium parvum glycogen phosphorylase Get druggable targets OG5_126999 All targets in OG5_126999
Echinococcus multilocularis glycogen phosphorylase Get druggable targets OG5_126999 All targets in OG5_126999
Schistosoma japonicum ko:K00688 starch phosphorylase [EC2.4.1.1], putative Get druggable targets OG5_126999 All targets in OG5_126999
Chlamydia trachomatis glycogen phosphorylase Get druggable targets OG5_126999 All targets in OG5_126999
Echinococcus granulosus glycogen phosphorylase Get druggable targets OG5_126999 All targets in OG5_126999
Entamoeba histolytica glycogen phosphorylase, putative Get druggable targets OG5_126999 All targets in OG5_126999
Candida albicans glycogen phosphorylase Get druggable targets OG5_126999 All targets in OG5_126999
Echinococcus granulosus Glycosyl transferase family 35 Get druggable targets OG5_126999 All targets in OG5_126999
Cryptosporidium hominis glycogen phosphorylase 1 Get druggable targets OG5_126999 All targets in OG5_126999
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi Pre-SET motif family protein 0.0213 0.7007 1
Echinococcus multilocularis Niemann Pick C1 protein 0.0097 0.2873 0.5132
Echinococcus multilocularis protein patched 0.0041 0.0905 0.1616
Loa Loa (eye worm) hypothetical protein 0.0031 0.0513 0.0732
Schistosoma mansoni glycogen phosphorylase 0.013 0.4073 0.7276
Loa Loa (eye worm) hypothetical protein 0.0051 0.1241 0.1772
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0031 0.0513 0.0916
Brugia malayi hypothetical protein 0.0035 0.0685 0.0978
Schistosoma mansoni hypothetical protein 0.004 0.0851 0.1521
Echinococcus granulosus glycogen phosphorylase 0.013 0.4073 0.7276
Plasmodium falciparum ataxin-2 like protein, putative 0.0026 0.0344 1
Toxoplasma gondii hypothetical protein 0.0048 0.1131 1
Schistosoma mansoni ap endonuclease 0.0018 0.0084 0.015
Trichomonas vaginalis glycogen phosphorylase, putative 0.013 0.4073 0.5005
Loa Loa (eye worm) hypothetical protein 0.0051 0.1238 0.1766
Schistosoma mansoni hypothetical protein 0.004 0.0851 0.1521
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0035 0.0685 0.1224
Schistosoma mansoni glycogen phosphorylase 0.0056 0.1435 0.2563
Schistosoma mansoni patched 1 0.0041 0.0905 0.1616
Echinococcus multilocularis Niemann Pick C1 protein 0.0138 0.4352 0.7774
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.1027 0.1835
Echinococcus granulosus expressed conserved protein 0.0091 0.2664 0.4758
Entamoeba histolytica hypothetical protein 0.0035 0.0685 0.1507
Plasmodium vivax ataxin-2 like protein, putative 0.0026 0.0344 0.6055
Brugia malayi CHE-14 protein 0.0041 0.0905 0.1291
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.1027 0.1835
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0029 0.0473 0.0845
Entamoeba histolytica glycogen phosphorylase, putative 0.0056 0.1435 0.3387
Echinococcus granulosus geminin 0.0173 0.5598 1
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0031 0.0513 0.0916
Trichomonas vaginalis glycogen phosphorylase, putative 0.013 0.4073 0.5005
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0031 0.0513 0.0916
Echinococcus granulosus Niemann Pick C1 protein 0.0097 0.2873 0.5132
Echinococcus granulosus Glycosyl transferase family 35 0.013 0.4073 0.7276
Entamoeba histolytica glycogen phosphorylase, putative 0.0056 0.1435 0.3387
Entamoeba histolytica hypothetical protein 0.0035 0.0685 0.1507
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.1027 0.1835
Brugia malayi hypothetical protein 0.0026 0.0344 0.049
Trichomonas vaginalis set domain proteins, putative 0.0242 0.8054 1
Onchocerca volvulus 0.0242 0.8054 1
Echinococcus multilocularis geminin 0.0173 0.5598 1
Trypanosoma cruzi mitochondrial DNA polymerase beta, putative 0.0297 1 1
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0031 0.0513 0.0916
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0213 0.7007 1
Entamoeba histolytica glycogen phosphorylase, putative 0.013 0.4073 1
Trypanosoma brucei mitochondrial DNA polymerase beta 0.0297 1 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.1027 0.1835
Trypanosoma cruzi mitochondrial DNA polymerase beta, putative 0.0297 1 1
Loa Loa (eye worm) hypothetical protein 0.0035 0.0667 0.0952
Echinococcus granulosus Protein patched homolog 1 0.0041 0.0905 0.1616
Treponema pallidum exodeoxyribonuclease (exoA) 0.0018 0.0084 0.5
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0045 0.1027 0.1466
Echinococcus multilocularis glycogen phosphorylase 0.013 0.4073 0.7276
Giardia lamblia Glycogen phosphorylase 0.013 0.4073 1
Leishmania major mitochondrial DNA polymerase beta-PAK, putative 0.014 0.443 0.4383
Loa Loa (eye worm) hypothetical protein 0.0026 0.0344 0.049
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.0018 0.0084 0.012
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0031 0.0513 0.4096
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.1027 0.1835
Schistosoma mansoni hypothetical protein 0.004 0.0851 0.1521
Schistosoma mansoni hypothetical protein 0.0035 0.0667 0.1191
Entamoeba histolytica hypothetical protein 0.0035 0.0685 0.1507
Brugia malayi Niemann-Pick C1 protein precursor 0.0097 0.2873 0.41
Toxoplasma gondii LsmAD domain-containing protein 0.0026 0.0344 0.248
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0045 0.1027 0.1466
Echinococcus multilocularis protein dispatched 1 0.0047 0.1114 0.199
Mycobacterium ulcerans glycogen phosphorylase GlgP 0.0056 0.1435 0.2751
Schistosoma mansoni hypothetical protein 0.0173 0.5598 1
Plasmodium vivax SET domain protein, putative 0.0031 0.0513 1
Trypanosoma cruzi DNA polymerase beta thumb, putative 0.0042 0.0912 0.0835
Echinococcus multilocularis glycogen phosphorylase 0.013 0.4073 0.7276
Trypanosoma cruzi DNA polymerase beta thumb, putative 0.0042 0.0912 0.0835
Onchocerca volvulus Glycogen phosphorylase homolog 0.013 0.4073 0.4721
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0051 0.1241 0.1772
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0035 0.0685 0.1224
Trypanosoma cruzi mitochondrial DNA polymerase beta-PAK, putative 0.014 0.443 0.4383
Echinococcus multilocularis Glycosyl transferase, family 35 0.013 0.4073 0.7276
Schistosoma mansoni niemann-pick C1 (NPC1) 0.0098 0.2926 0.5227
Schistosoma mansoni transcription factor LCR-F1 0.0035 0.0685 0.1224
Trypanosoma brucei mitochondrial DNA polymerase beta-PAK 0.014 0.443 0.4383
Schistosoma mansoni glycogen phosphorylase 0.013 0.4073 0.7276
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.1027 0.1835
Echinococcus multilocularis expressed conserved protein 0.0091 0.2664 0.4758
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase 0.0018 0.0084 0.015
Trypanosoma cruzi mitochondrial DNA polymerase beta-PAK, putative 0.0051 0.1238 0.1163
Echinococcus granulosus Niemann Pick C1 protein 0.0138 0.4352 0.7774
Plasmodium falciparum ataxin-2 like protein, putative 0.0026 0.0344 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0051 0.1241 0.1772
Brugia malayi latrophilin 2 splice variant baaae 0.0035 0.0667 0.0952
Schistosoma mansoni hypothetical protein 0.0173 0.5598 1
Entamoeba histolytica glycogen phosphorylase, putative 0.013 0.4073 1
Trypanosoma brucei PAB1-binding protein , putative 0.0026 0.0344 0.0262
Brugia malayi hypothetical protein 0.0017 0.0018 0.0026
Leishmania major hypothetical protein, conserved 0.0026 0.0344 0.0262
Echinococcus multilocularis sterol regulatory element binding protein 0.0041 0.0905 0.1616
Schistosoma mansoni hypothetical protein 0.0035 0.0685 0.1224
Loa Loa (eye worm) hypothetical protein 0.0041 0.0905 0.1291
Trypanosoma cruzi PAB1-binding protein , putative 0.0026 0.0344 0.0262
Loa Loa (eye worm) hypothetical protein 0.0097 0.2873 0.41
Mycobacterium ulcerans hypothetical protein 0.0156 0.4995 1
Entamoeba histolytica Niemann-Pick C1 protein, putative 0.0097 0.2873 0.699
Brugia malayi Calcitonin receptor-like protein seb-1 0.0051 0.1241 0.1772
Echinococcus granulosus histone lysine methyltransferase setb 0.0031 0.0513 0.0916
Loa Loa (eye worm) abnormal chemotaxis protein 14 0.0041 0.0905 0.1291
Mycobacterium tuberculosis Probable glycogen phosphorylase GlgP 0.0056 0.1435 0.2751
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0031 0.0513 0.0916
Trypanosoma cruzi mitochondrial DNA polymerase beta-PAK, putative 0.0042 0.0912 0.0835
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.1027 0.1835
Trichomonas vaginalis conserved hypothetical protein 0.0041 0.0905 0.103
Brugia malayi Pre-SET motif family protein 0.0031 0.0513 0.0732
Trypanosoma cruzi PAB1-binding protein , putative 0.0026 0.0344 0.0262
Chlamydia trachomatis glycogen phosphorylase 0.013 0.4073 0.5
Wolbachia endosymbiont of Brugia malayi exonuclease III 0.0018 0.0084 0.5
Brugia malayi exodeoxyribonuclease III family protein 0.0018 0.0084 0.012
Schistosoma mansoni hypothetical protein 0.004 0.0851 0.1521
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0031 0.0513 0.0916
Loa Loa (eye worm) glycogen phosphorylase 0.013 0.4073 0.5814
Entamoeba histolytica hypothetical protein 0.0035 0.0685 0.1507
Mycobacterium tuberculosis Conserved hypothetical protein 0.0156 0.4995 1
Echinococcus granulosus sterol regulatory element binding protein 0.0041 0.0905 0.1616
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase 0.0018 0.0084 0.015
Echinococcus granulosus glycogen phosphorylase 0.013 0.4073 0.7276
Trypanosoma brucei DNA polymerase beta thumb, putative 0.0042 0.0912 0.0835
Schistosoma mansoni ap endonuclease 0.0018 0.0084 0.015
Brugia malayi carbohydrate phosphorylase 0.013 0.4073 0.5814
Entamoeba histolytica glycogenphosphorylase, putative 0.0056 0.1435 0.3387

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1700 nM In vitro inhibitory activity against recombinant human liver glycogen phosphorylase a (rHLGPa) catalyzed release of phosphate from glucose-1-phosphate. ChEMBL. 9685232
IC50 (binding) = 1700 nM In vitro inhibitory activity against recombinant human liver glycogen phosphorylase a (rHLGPa) catalyzed release of phosphate from glucose-1-phosphate. ChEMBL. 9685232

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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