Detailed information for compound 253952

Basic information

Technical information
  • TDR Targets ID: 253952
  • Name: 2-(5-chloro-1H-indol-3-yl)-N-[(4-hydroxypheny l)methyl]-2-oxoacetamide
  • MW: 328.75 | Formula: C17H13ClN2O3
  • H donors: 3 H acceptors: 3 LogP: 2.97 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: Oc1ccc(cc1)CNC(=O)C(=O)c1c[nH]c2c1cc(Cl)cc2
  • InChi: 1S/C17H13ClN2O3/c18-11-3-6-15-13(7-11)14(9-19-15)16(22)17(23)20-8-10-1-4-12(21)5-2-10/h1-7,9,19,21H,8H2,(H,20,23)
  • InChiKey: VGZQARXDBOOWBF-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 2-(5-chloro-1H-indol-3-yl)-N-[(4-hydroxyphenyl)methyl]-2-oxo-acetamide
  • 2-(5-chloro-1H-indol-3-yl)-N-[(4-hydroxyphenyl)methyl]-2-oxo-ethanamide
  • 2-(5-chloro-1H-indol-3-yl)-N-(4-hydroxybenzyl)-2-keto-acetamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens gamma-aminobutyric acid (GABA) A receptor, alpha 2 Starlite/ChEMBL References
Bos taurus GABA-A receptor; anion channel 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
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein gamma-aminobutyric acid (GABA) A receptor, alpha 2 451 aa 393 aa 25.9 %
Echinococcus multilocularis Cys loop ligand gated ion channel subunit GABA-A receptor; anion channel   555 aa 583 aa 25.4 %
Onchocerca volvulus GABA-A receptor; anion channel   555 aa 466 aa 31.3 %
Onchocerca volvulus GABA-A receptor; anion channel   555 aa 516 aa 25.4 %
Echinococcus granulosus Cys loop ligand gated ion channel subunit GABA-A receptor; anion channel   555 aa 578 aa 25.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis integrin alpha 3 0.2713 0.4159 1
Brugia malayi Integrin alpha cytoplasmic region family protein 0.2677 0.4082 0.5893
Schistosoma mansoni integrin alpha 0.3539 0.5918 1
Loa Loa (eye worm) hypothetical protein 0.1953 0.2539 0.2539
Schistosoma mansoni integrin beta subunit 0.0848 0.0186 0.0315
Schistosoma mansoni integrin alpha-ps 0.0826 0.014 0.0236
Echinococcus multilocularis integrin beta 2 0.1067 0.0652 0.1569
Echinococcus multilocularis integrin alpha ps 0.1587 0.1759 0.4231
Loa Loa (eye worm) integrin beta-2 0.144 0.1448 0.1448
Echinococcus multilocularis integrin alpha ps 0.1587 0.1759 0.4231
Schistosoma mansoni integrin alpha-ps 0.1587 0.1759 0.2973
Echinococcus granulosus integrin beta 2 0.1067 0.0652 0.1569
Loa Loa (eye worm) hypothetical protein 0.2677 0.4082 0.4082
Echinococcus granulosus integrin alpha 3 0.2713 0.4159 1
Loa Loa (eye worm) hypothetical protein 0.0826 0.014 0.014
Loa Loa (eye worm) hypothetical protein 0.2779 0.4298 0.4298
Brugia malayi Integrin alpha pat-2 precursor 0.3539 0.5918 1
Echinococcus granulosus integrin alpha ps 0.1587 0.1759 0.4231

Activities

Activity type Activity value Assay description Source Reference
GABA ratio (binding) = 1.1 Gamma AminoButyric Acid(GABA) ratio is the Ki without GABA / Ki with GABA ChEMBL. 8978839
Inhibition (binding) = 98 % In vitro inhibition of [3H]- flunitrazepam binding to GABA-A central benzodiazepine receptor of bovine cortical membranes at 10 uM ChEMBL. 8978839
Inhibition (binding) = 98 % In vitro inhibition of [3H]- flunitrazepam binding to GABA-A central benzodiazepine receptor of bovine cortical membranes at 10 uM ChEMBL. 8978839
Ki (functional) = 6.82 The compound was tested for benzodiazepine receptor inverse agonist activity ChEMBL. 10602702
Ki (binding) = 150 nM In vitro inhibition of [3H]- flunitrazepam binding to GABA-A benzodiazepine receptor of bovine cortical membranes ChEMBL. 8978839
Ki (binding) = 150 nM In vitro inhibition of [3H]- flunitrazepam binding to GABA-A benzodiazepine receptor of bovine cortical membranes ChEMBL. 8978839
Log 1/Ki (functional) = 6.82 The compound was tested for benzodiazepine receptor inverse agonist activity ChEMBL. 10602702

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

2 literature references were collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.