Detailed information for compound 254026

Basic information

Technical information
  • TDR Targets ID: 254026
  • Name: 2-(5-chloro-1H-indol-3-yl)-N-[(3-methoxypheny l)methyl]-2-oxoacetamide
  • MW: 342.776 | Formula: C18H15ClN2O3
  • H donors: 2 H acceptors: 2 LogP: 3.3 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cccc(c1)CNC(=O)C(=O)c1c[nH]c2c1cc(Cl)cc2
  • InChi: 1S/C18H15ClN2O3/c1-24-13-4-2-3-11(7-13)9-21-18(23)17(22)15-10-20-16-6-5-12(19)8-14(15)16/h2-8,10,20H,9H2,1H3,(H,21,23)
  • InChiKey: XAXZXMJZHNVJEQ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-(5-chloro-1H-indol-3-yl)-N-[(3-methoxyphenyl)methyl]-2-oxo-acetamide
  • 2-(5-chloro-1H-indol-3-yl)-N-[(3-methoxyphenyl)methyl]-2-oxo-ethanamide
  • 2-(5-chloro-1H-indol-3-yl)-2-keto-N-m-anisyl-acetamide
  • 2-(5-chloro-1H-indol-3-yl)-2-keto-N-(3-methoxybenzyl)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 granulosus Cys loop ligand gated ion channel subunit GABA-A receptor; anion channel   555 aa 578 aa 25.8 %
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 multilocularis Cys loop ligand gated ion channel subunit GABA-A receptor; anion channel   555 aa 583 aa 25.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni sodium/potassium-dependent atpase beta subunit 0.1354 1 1
Brugia malayi Cation transporter family protein 0.0038 0 0.5
Echinococcus multilocularis nervana 2 0.1354 1 1
Echinococcus multilocularis sodium:potassium dependent atpase beta subunit 0.0832 0.6036 0.6036
Onchocerca volvulus 0.0832 0.6036 0.6036
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0038 0 0.5
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0038 0 0.5
Echinococcus granulosus sodium:potassium transporting ATPase subunit 0.1354 1 1
Schistosoma mansoni sodium/potassium-dependent atpase beta subunit 0.1354 1 1
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0038 0 0.5
Brugia malayi Cation transporter family protein 0.0038 0 0.5
Brugia malayi Hypothetical glycine receptor like protein T20B12.9 in chromosome III 0.0038 0 0.5
Loa Loa (eye worm) hypothetical protein 0.1354 1 1
Brugia malayi acetylcholine receptor, alpha-type subunit unc-38 precursor 0.0038 0 0.5
Brugia malayi Cation transporter family protein 0.0038 0 0.5
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0038 0 0.5
Onchocerca volvulus 0.1354 1 1
Brugia malayi acetylcholine receptor protein, alpha-like chain, putative 0.0038 0 0.5
Echinococcus multilocularis sodium:potassium transporting ATPase subunit 0.1354 1 1
Brugia malayi nicotinic acetylcholine receptor beta-1 chain precursor 0.0038 0 0.5
Schistosoma mansoni sodium / potassium ATPase beta chain 0.0832 0.6036 0.6036
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0038 0 0.5
Echinococcus granulosus nervana 2 0.1354 1 1
Brugia malayi nicotinic acetylcholine receptor alpha subunit, putative 0.0038 0 0.5
Echinococcus granulosus nervana 2 0.0832 0.6036 0.6036
Echinococcus multilocularis sodium:potassium dependent atpase beta subunit 0.1354 1 1
Schistosoma mansoni transmemberane protein 0.1354 1 1
Echinococcus multilocularis nervana 2 0.1354 1 1
Echinococcus granulosus sodium:potassium dependent atpase beta subunit 0.1354 1 1
Echinococcus multilocularis nervana 2 0.0832 0.6036 0.6036
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0038 0 0.5
Brugia malayi acetylcholine receptor alpha subunit precursor, putative 0.0038 0 0.5
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0038 0 0.5
Echinococcus granulosus nervana 2 0.1354 1 1
Echinococcus multilocularis sodium:potassium dependent atpase beta subunit 0.1354 1 1
Loa Loa (eye worm) hypothetical protein 0.1354 1 1
Brugia malayi gamma-aminobutyric-acid receptor beta subunit precursor 0.0038 0 0.5
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0038 0 0.5
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0038 0 0.5
Echinococcus granulosus sodium:potassium dependent atpase beta subunit 0.0832 0.6036 0.6036
Echinococcus granulosus nervana 2 0.0832 0.6036 0.6036
Brugia malayi excitatory GABA receptor EXP-1A 0.0038 0 0.5
Schistosoma mansoni sodium/potassium-dependent atpase beta subunit 0.0832 0.6036 0.6036
Echinococcus multilocularis nervana 2 0.0832 0.6036 0.6036

Activities

Activity type Activity value Assay description Source Reference
GABA ratio (binding) = 0.79 Gamma AminoButyric Acid(GABA) ratio is the Ki without GABA / Ki with GABA ChEMBL. 8978839
Inhibition (binding) = 89 % In vitro inhibition of [3H]- flunitrazepam binding to GABA-A central benzodiazepine receptor of bovine cortical membranes at 10 uM ChEMBL. 8978839
Inhibition (binding) = 89 % In vitro inhibition of [3H]- flunitrazepam binding to GABA-A central benzodiazepine receptor of bovine cortical membranes at 10 uM ChEMBL. 8978839
Ki (functional) = 6.79 The compound was tested for benzodiazepine receptor inverse agonist activity ChEMBL. 10602702
Ki (binding) = 162 nM In vitro inhibition of [3H]- flunitrazepam binding to GABA-A benzodiazepine receptor of bovine cortical membranes ChEMBL. 8978839
Ki (binding) = 162 nM In vitro inhibition of [3H]- flunitrazepam binding to GABA-A benzodiazepine receptor of bovine cortical membranes ChEMBL. 8978839
Log 1/Ki (functional) = 6.79 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.

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