Detailed information for compound 1012458

Basic information

Technical information
  • TDR Targets ID: 1012458
  • Name: ethyl 8-ethynyl-6-(2-fluorophenyl)-4H-imidazo [1,5-a][1,4]benzodiazepine-3-carboxylate
  • MW: 373.38 | Formula: C22H16FN3O2
  • H donors: 0 H acceptors: 2 LogP: 3.69 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOC(=O)c1ncn2c1CN=C(c1c2ccc(c1)C#C)c1ccccc1F
  • InChi: 1S/C22H16FN3O2/c1-3-14-9-10-18-16(11-14)20(15-7-5-6-8-17(15)23)24-12-19-21(22(27)28-4-2)25-13-26(18)19/h1,5-11,13H,4,12H2,2H3
  • InChiKey: DANIDPUWXPDMNG-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 8-ethynyl-6-(2-fluorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid ethyl ester

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
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
Toxoplasma gondii ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein 0.0079 0.1644 1
Brugia malayi RNA recognition motif domain containing protein 0.0134 0.3187 1
Trypanosoma brucei DNA polymerase eta, putative 0.0046 0.0737 1
Brugia malayi ImpB/MucB/SamB family protein 0.0046 0.0737 0.2314
Plasmodium vivax ATP-dependent Clp protease proteolytic subunit, putative 0.0079 0.1644 1
Loa Loa (eye worm) RNA binding protein 0.0134 0.3187 1
Schistosoma mansoni cellular tumor antigen P53 0.0055 0.0987 0.3096
Onchocerca volvulus 0.0055 0.0987 0.5
Trypanosoma cruzi DNA polymerase eta, putative 0.0032 0.0352 0.4775
Loa Loa (eye worm) hypothetical protein 0.0079 0.1644 0.5157
Trichomonas vaginalis DNA polymerase IV / kappa, putative 0.002 0 0.5
Schistosoma mansoni peptidase Clp (S14 family) 0.0079 0.1644 0.5157
Mycobacterium tuberculosis Probable ATP-dependent CLP protease proteolytic subunit 2 ClpP2 (endopeptidase CLP 2) 0.0051 0.0885 1
Schistosoma mansoni tar DNA-binding protein 0.0134 0.3187 1
Giardia lamblia DINP protein human, muc B family 0.002 0 0.5
Echinococcus multilocularis tumor protein p63 0.0377 1 1
Echinococcus granulosus tar DNA binding protein 0.0134 0.3187 0.3187
Trichomonas vaginalis DNA polymerase eta, putative 0.002 0 0.5
Toxoplasma gondii ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein 0.0079 0.1644 1
Echinococcus multilocularis tar DNA binding protein 0.0134 0.3187 0.3187
Treponema pallidum ATP-dependent Clp protease proteolytic subunit 0.0079 0.1644 1
Toxoplasma gondii ImpB/MucB/SamB family protein 0.0032 0.0352 0.1053
Brugia malayi Probable ClpP-like protease 0.0079 0.1644 0.5157
Entamoeba histolytica deoxycytidyl transferase, putative 0.002 0 0.5
Trypanosoma cruzi DNA polymerase eta, putative 0.0046 0.0737 1
Wolbachia endosymbiont of Brugia malayi ATP-dependent Clp protease proteolytic subunit 0.0079 0.1644 0.5
Chlamydia trachomatis ATP-dependent Clp protease proteolytic subunit 0.0079 0.1644 0.5
Mycobacterium ulcerans ATP-dependent Clp protease proteolytic subunit 0.0079 0.1644 1
Brugia malayi MH2 domain containing protein 0.0127 0.3015 0.9461
Echinococcus multilocularis dna polymerase eta 0.0046 0.0737 0.0737
Echinococcus multilocularis peptidase Clp (S14 family) 0.0051 0.0885 0.0885
Schistosoma mansoni tar DNA-binding protein 0.0134 0.3187 1
Loa Loa (eye worm) transcription factor SMAD2 0.0127 0.3015 0.9461
Schistosoma mansoni tar DNA-binding protein 0.0134 0.3187 1
Echinococcus multilocularis ATP dependent Clp protease proteolytic subunit 0.0079 0.1644 0.1644
Mycobacterium tuberculosis Probable ATP-dependent CLP protease proteolytic subunit 1 ClpP1 (endopeptidase CLP) 0.0051 0.0885 1
Mycobacterium leprae PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 2 CLPP2 (ENDOPEPTIDASE CLP 2) 0.0079 0.1644 1
Brugia malayi TAR-binding protein 0.0134 0.3187 1
Echinococcus granulosus dna polymerase eta 0.0046 0.0737 0.0737
Echinococcus granulosus peptidase Clp S14 family 0.0051 0.0885 0.0885
Chlamydia trachomatis ATP-dependent Clp protease proteolytic subunit 0.0079 0.1644 0.5
Loa Loa (eye worm) TAR-binding protein 0.0134 0.3187 1
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0134 0.3187 1
Brugia malayi RNA binding protein 0.0134 0.3187 1
Mycobacterium ulcerans ATP-dependent Clp protease proteolytic subunit 0.0079 0.1644 1
Schistosoma mansoni tar DNA-binding protein 0.0134 0.3187 1
Echinococcus granulosus ATP dependent Clp protease proteolytic subunit 0.0079 0.1644 0.1644
Plasmodium falciparum ATP-dependent Clp protease proteolytic subunit 0.0079 0.1644 1
Loa Loa (eye worm) hypothetical protein 0.0046 0.0737 0.2314
Loa Loa (eye worm) hypothetical protein 0.0055 0.0987 0.3096
Schistosoma mansoni DNA polymerase eta 0.0046 0.0737 0.2314
Leishmania major DNA polymerase eta, putative 0.0032 0.0352 0.4775
Mycobacterium leprae PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 1 CLPP1 (ENDOPEPTIDASE CLP) 0.0051 0.0885 0.4744
Schistosoma mansoni tar DNA-binding protein 0.0134 0.3187 1
Leishmania major DNA polymerase eta, putative 0.0046 0.0737 1
Loa Loa (eye worm) MH2 domain-containing protein 0.0127 0.3015 0.9461

Activities

Activity type Activity value Assay description Source Reference
Activity (binding) = 246 % Activity at GABAA alpha-5-beta-3-gamma-2 receptor expressed in oocytes assessed as stimulation of GABA-induced current at 1 uM relative to control ChEMBL. 19275170
Activity (binding) = 248 % Activity at GABAA alpha-1-beta-3-gamma-2 receptor expressed in oocytes assessed as stimulation of GABA-induced current at 1 uM relative to control ChEMBL. 19275170
Activity (binding) = 410 % Activity at GABAA alpha-2-beta-3-gamma-2 receptor expressed in oocytes assessed as stimulation of GABA-induced current at 1 uM relative to control ChEMBL. 19275170
Activity (binding) = 596 % Activity at GABAA alpha-3-beta-3-gamma-2 receptor expressed in oocytes assessed as stimulation of GABA-induced current at 1 uM relative to control ChEMBL. 19275170
ED50 (functional) = 8.87 mg kg-1 Anticonvulsant activity in ip dosed mouse assessed as protection against subcutaneous metrazole-induced seizure ChEMBL. 19275170
ED50 (functional) > 200 mg kg-1 Anticonvulsant activity in ip dosed mouse assessed as protection against maximal electroshock-induced seizure ChEMBL. 19275170
TD50 (ADMET) > 400 mg kg-1 Toxicity in ip dosed mouse assessed as minimal muscular or neurological impairment by rotarod paradigm test ChEMBL. 19275170

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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