Detailed information for compound 217392

Basic information

Technical information
  • TDR Targets ID: 217392
  • Name: N'-(4-chlorophenyl)-2-(1H-indol-3-yl)-2-oxoac etohydrazide
  • MW: 313.738 | Formula: C16H12ClN3O2
  • H donors: 3 H acceptors: 2 LogP: 4.26 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccc(cc1)NNC(=O)C(=O)c1c[nH]c2c1cccc2
  • InChi: 1S/C16H12ClN3O2/c17-10-5-7-11(8-6-10)19-20-16(22)15(21)13-9-18-14-4-2-1-3-12(13)14/h1-9,18-19H,(H,20,22)
  • InChiKey: TZOPUQKNXNCXRM-UHFFFAOYSA-N  

Network

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Synonyms

  • N'-(4-chlorophenyl)-2-(1H-indol-3-yl)-2-oxo-acetohydrazide
  • N'-(4-chlorophenyl)-2-(1H-indol-3-yl)-2-oxo-ethanehydrazide
  • N'-(4-chlorophenyl)-2-(1H-indol-3-yl)-2-keto-acetohydrazide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
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
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 %
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 516 aa 25.4 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0019 0.1097 0.1097
Loa Loa (eye worm) hypothetical protein 0.0036 0.7631 0.7631
Schistosoma mansoni nAChR subunit 0.0036 0.7631 0.7631
Trypanosoma brucei methionine aminopeptidase, type I, putative 0.0041 1 0.5
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0036 0.7631 0.7631
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0036 0.7631 0.7631
Schistosoma mansoni nicotinic acetylcholine receptor alpha 0.0019 0.1097 0.1097
Schistosoma mansoni nAChR subunit 0.0036 0.7631 0.7631
Trypanosoma cruzi metallo- peptidase, Clan MG, Family M24 0.0041 1 0.5
Brugia malayi acetylcholine receptor, alpha-type subunit unc-38 precursor 0.0036 0.7631 0.7631
Brugia malayi acetylcholine receptor alpha subunit precursor, putative 0.0036 0.7631 0.7631
Echinococcus multilocularis nicotinic acetylcholine receptor a11 subunit 0.0036 0.7631 0.7631
Plasmodium falciparum methionine aminopeptidase 1a, putative 0.0041 1 0.5
Toxoplasma gondii methionine aminopeptidase, type i, putative 0.0041 1 0.5
Loa Loa (eye worm) acetylcholine receptor alpha subunit 0.0036 0.7631 0.7631
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0036 0.7631 0.7631
Onchocerca volvulus 0.0019 0.1097 0.1438
Echinococcus multilocularis nicotinic acetylcholine receptor beta 1 subunit 0.0036 0.7631 0.7631
Plasmodium falciparum methionine aminopeptidase 1b, putative 0.0041 1 0.5
Onchocerca volvulus 0.0036 0.7631 1
Echinococcus granulosus glycine receptor subunit alpha 1 0.0036 0.7631 0.7631
Loa Loa (eye worm) hypothetical protein 0.0036 0.7631 0.7631
Schistosoma mansoni nAChR subunit 0.0036 0.7631 0.7631
Echinococcus multilocularis nAChR subunit 0.0019 0.1097 0.1097
Mycobacterium ulcerans methionine aminopeptidase MapB 0.0041 1 0.5
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0036 0.7631 0.7631
Loa Loa (eye worm) nicotinic acetylcholine receptor non-alpha subunit 0.0036 0.7631 0.7631
Echinococcus granulosus nicotinic acetylcholine receptor alpha subunit 0.0036 0.7631 0.7631
Loa Loa (eye worm) ACC-1 protein 0.0036 0.7631 0.7631
Echinococcus granulosus acetylcholine receptor subunit beta 1 0.0036 0.7631 0.7631
Loa Loa (eye worm) GABA receptor subunit 0.0019 0.1097 0.1097
Loa Loa (eye worm) ligand-Gated ion Channel family member 0.0036 0.7631 0.7631
Echinococcus granulosus nicotinic acetylcholine receptor beta 1 subunit 0.0036 0.7631 0.7631
Brugia malayi Cation transporter family protein 0.0036 0.7631 0.7631
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0019 0.1097 0.1097
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0036 0.7631 0.7631
Brugia malayi Cation transporter family protein 0.0036 0.7631 0.7631
Onchocerca volvulus 0.0036 0.7631 1
Leishmania major methionine aminopeptidase, putative,metallo-peptidase, Clan MG, Family M24 0.0041 1 0.5
Brugia malayi Cation transporter family protein 0.0036 0.7631 0.7631
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0036 0.7631 0.7631
Loa Loa (eye worm) hypothetical protein 0.0036 0.7631 0.7631
Schistosoma mansoni nAChR subunit (ShAR1-beta-like) 0.0036 0.7631 0.7631
Wolbachia endosymbiont of Brugia malayi methionine aminopeptidase 0.0041 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0019 0.1097 0.1097
Brugia malayi nicotinic acetylcholine receptor beta-1 chain precursor 0.0036 0.7631 0.7631
Loa Loa (eye worm) hypothetical protein 0.0019 0.1097 0.1097
Loa Loa (eye worm) hypothetical protein 0.0036 0.7631 0.7631
Echinococcus granulosus nicotinic acetylcholine receptor a11 subunit 0.0036 0.7631 0.7631
Loa Loa (eye worm) hypothetical protein 0.0036 0.7631 0.7631
Schistosoma mansoni nAChR subunit 0.0036 0.7631 0.7631
Loa Loa (eye worm) methionine aminopeptidase type I 0.0041 1 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.1097 0.1097
Loa Loa (eye worm) nicotinic acetylcholine receptor alpha subunit 0.0036 0.7631 0.7631
Echinococcus granulosus neuronal acetylcholine receptor subunit alpha 4 0.0036 0.7631 0.7631
Onchocerca volvulus 0.0019 0.1097 0.1438
Mycobacterium tuberculosis Methionine aminopeptidase MapA (map) (peptidase M) (MetAP) 0.0041 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0036 0.7631 0.7631
Onchocerca volvulus 0.0036 0.7631 1
Onchocerca volvulus 0.0036 0.7631 1
Loa Loa (eye worm) LGC-31 protein 0.0036 0.7631 0.7631
Plasmodium vivax methionine aminopeptidase 1a, putative 0.0041 1 0.5
Onchocerca volvulus Putative nachr subunit 0.0036 0.7631 1
Echinococcus multilocularis nicotinic acetylcholine receptor subunit alpha 8 0.0036 0.7631 0.7631
Mycobacterium leprae PROBABLE METHIONINE AMINOPEPTIDASE MAPB (MAP) (PEPTIDASE M) 0.0041 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0036 0.7631 0.7631
Loa Loa (eye worm) hypothetical protein 0.0036 0.7631 0.7631
Loa Loa (eye worm) hypothetical protein 0.0036 0.7631 0.7631
Echinococcus multilocularis glycine receptor subunit beta 0.0036 0.7631 0.7631
Loa Loa (eye worm) hypothetical protein 0.0036 0.7631 0.7631
Schistosoma mansoni methionyl aminopeptidase 1 (M24 family) 0.0041 1 1
Loa Loa (eye worm) hypothetical protein 0.0036 0.7631 0.7631
Loa Loa (eye worm) hypothetical protein 0.0019 0.1097 0.1097
Brugia malayi acetylcholine receptor protein, alpha-like chain, putative 0.0036 0.7631 0.7631
Mycobacterium tuberculosis Methionine aminopeptidase MapB (map) (peptidase M) 0.0041 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0036 0.7631 0.7631
Loa Loa (eye worm) hypothetical protein 0.0036 0.7631 0.7631
Schistosoma mansoni methionyl aminopeptidase 1 (M24 family) 0.0041 1 1
Echinococcus granulosus glycine receptor subunit beta 0.0036 0.7631 0.7631
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0036 0.7631 0.7631
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0036 0.7631 0.7631
Toxoplasma gondii methionine aminopeptidase 0.0041 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0019 0.1097 0.1097
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0019 0.1097 0.1097
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0036 0.7631 0.7631
Schistosoma mansoni neurotransmitter gated ion channel 0.0019 0.1097 0.1097
Schistosoma mansoni nAChR subunit 0.0036 0.7631 0.7631
Trypanosoma cruzi metallo- peptidase, Clan MG, Family M24 0.0041 1 0.5
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0036 0.7631 0.7631
Echinococcus granulosus glycine receptor subunit alpha 1 0.0036 0.7631 0.7631
Echinococcus multilocularis methionyl aminopeptidase 1 (M24 family) 0.0041 1 1
Onchocerca volvulus 0.0036 0.7631 1
Echinococcus multilocularis neuronal acetylcholine receptor subunit alpha 4 0.0036 0.7631 0.7631
Mycobacterium leprae PROBABLE METHIONINE AMINOPEPTIDASE MAPA (MAP) (PEPTIDASE M) (MetAP) 0.0041 1 0.5
Echinococcus granulosus glycine receptor subunit beta 0.0036 0.7631 0.7631
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0036 0.7631 0.7631
Loa Loa (eye worm) hypothetical protein 0.0019 0.1097 0.1097
Loa Loa (eye worm) hypothetical protein 0.0019 0.1097 0.1097
Chlamydia trachomatis methionine aminopeptidase 0.0041 1 0.5
Brugia malayi gamma-aminobutyric-acid receptor beta subunit precursor 0.0036 0.7631 0.7631
Schistosoma mansoni nAChR subunit 0.0036 0.7631 0.7631
Echinococcus granulosus glycine receptor subunit alpha 1 0.0036 0.7631 0.7631
Trypanosoma brucei metallo- peptidase, Clan MG, Family M24 0.0041 1 0.5
Brugia malayi glutamate-gated chloride channel alpha3A subunit, putative 0.0019 0.1097 0.1097
Brugia malayi Hypothetical glycine receptor like protein T20B12.9 in chromosome III 0.0019 0.1097 0.1097
Echinococcus multilocularis nAChR subunit 0.0036 0.7631 0.7631
Entamoeba histolytica hypothetical protein 0.0019 0.1097 0.5
Schistosoma mansoni nAChR subunit 0.0036 0.7631 0.7631
Echinococcus multilocularis Cys loop ligand gated ion channel subunit 0.0036 0.7631 0.7631
Schistosoma mansoni nAChR subunit (ShAR1-alpha-like) 0.0036 0.7631 0.7631
Loa Loa (eye worm) hypothetical protein 0.0036 0.7631 0.7631
Plasmodium vivax methionine aminopeptidase 1b, putative 0.0041 1 0.5
Treponema pallidum methionine aminopeptidase (map) 0.0041 1 0.5
Echinococcus granulosus Cys loop ligand gated ion channel subunit 0.0036 0.7631 0.7631
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0036 0.7631 0.7631
Loa Loa (eye worm) ACC-1 protein 0.0036 0.7631 0.7631
Schistosoma mansoni nAChR subunit (ShAR1-beta2-like) 0.0036 0.7631 0.7631
Echinococcus multilocularis acetylcholine receptor subunit beta 1 0.0036 0.7631 0.7631
Echinococcus granulosus methionyl aminopeptidase 1 M24 family 0.0041 1 1
Echinococcus granulosus nAChR subunit 0.0036 0.7631 0.7631
Toxoplasma gondii methionine aminopeptidase 0.0041 1 0.5
Brugia malayi Hypothetical glycine receptor like protein T20B12.9 in chromosome III 0.0036 0.7631 0.7631
Loa Loa (eye worm) hypothetical protein 0.0036 0.7631 0.7631
Brugia malayi nicotinic acetylcholine receptor alpha subunit, putative 0.0036 0.7631 0.7631
Loa Loa (eye worm) hypothetical protein 0.0019 0.1097 0.1097
Echinococcus multilocularis glycine receptor subunit beta 0.0036 0.7631 0.7631
Loa Loa (eye worm) hypothetical protein 0.0036 0.7631 0.7631
Loa Loa (eye worm) excitatory GABA receptor EXP-1A 0.0036 0.7631 0.7631
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0036 0.7631 0.7631
Echinococcus granulosus nicotinic acetylcholine receptor subunit alpha 8 0.0036 0.7631 0.7631
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0036 0.7631 0.7631
Loa Loa (eye worm) hypothetical protein 0.0019 0.1097 0.1097
Trypanosoma brucei methionine aminopeptidase, putative 0.0041 1 0.5
Brugia malayi excitatory GABA receptor EXP-1A 0.0036 0.7631 0.7631
Echinococcus multilocularis nicotinic acetylcholine receptor alpha subunit 0.0036 0.7631 0.7631
Echinococcus multilocularis methionyl aminopeptidase 1 (M24 family) 0.0041 1 1
Onchocerca volvulus 0.0036 0.7631 1
Mycobacterium ulcerans methionine aminopeptidase 0.0041 1 0.5
Echinococcus granulosus nAChR subunit 0.0019 0.1097 0.1097
Loa Loa (eye worm) hypothetical protein 0.0036 0.7631 0.7631
Loa Loa (eye worm) hypothetical protein 0.0036 0.7631 0.7631
Loa Loa (eye worm) hypothetical protein 0.0036 0.7631 0.7631
Echinococcus granulosus nicotinic acetylcholine receptor subunit type 0.0036 0.7631 0.7631
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0036 0.7631 0.7631
Loa Loa (eye worm) glutamate-gated chloride channel alpha3A subunit 0.0036 0.7631 0.7631

Activities

Activity type Activity value Assay description Source Reference
Clonazepam (binding) = 16 % Inhibition of TBPS binding to GABA-A receptor of bovine brain membranes at 0.5 uM relative to clonazepam ChEMBL. 9748357
Clonazepam (binding) = 16 % Inhibition of TBPS binding to GABA-A receptor of bovine brain membranes at 0.5 uM relative to clonazepam ChEMBL. 9748357
Diazepam antagonism (functional) 0 Antagonistic effect against the anticonvulsant diazepam (2.5mg/kg, ip) effect in mice after PTZ (80mg/kg, sc) dose, ineffective to 250 mg/kg ChEMBL. 9748357
ED50 (functional) = 25 mg kg-1 Antagonistic effect against PTZ (80mg/kg, sc) convulsant action in mice ChEMBL. 9748357
ED50 (functional) = 25 mg kg-1 Antagonistic effect against PTZ (80mg/kg, sc) convulsant action in mice ChEMBL. 9748357
GABA ratio (binding) = 0.88 Relative binding to GABA-A receptor in the presence and absence of GABA (GABA shift), Ki(-GABA)/Ki(+GABA) ChEMBL. 9748357
IC50 (binding) Inhibition of SRC assessed as incorporation of p33 using [gammaP33]-ATP by microplate scintillation counting ChEMBL. 21524503
IC50 (binding) > 100 uM Inhibition of c-MET assessed as incorporation of p33 using [gammaP33]-ATP by microplate scintillation counting ChEMBL. 21524503
IC50 (binding) > 100 uM Inhibition of IGF-1R assessed as incorporation of p33 using [gammaP33]-ATP by microplate scintillation counting ChEMBL. 21524503
Ki (binding) = 62 nM Inhibition of [3H]-Ro- 15-1788 binding to GABA-A benzodiazepine receptor of bovine brain membranes ChEMBL. 9748357
Ki (binding) = 62 nM Inhibition of [3H]-Ro- 15-1788 binding to GABA-A benzodiazepine receptor of bovine brain membranes ChEMBL. 9748357
Proconvulsant action (functional) 0 Convulsant effect in mice following subconvulsant PTZ(40 mg/kg, sc) dose, ineffective to 250 mg/kg ChEMBL. 9748357

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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