Detailed information for compound 75763

Basic information

Technical information
  • TDR Targets ID: 75763
  • Name: 3-(2-chlorophenyl)-2-[(E)-2-[6-(diethylaminom ethyl)pyridin-2-yl]ethenyl]-6-fluoroquinazoli n-4-one
  • MW: 462.946 | Formula: C26H24ClFN4O
  • H donors: 0 H acceptors: 2 LogP: 4.82 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCN(Cc1cccc(n1)/C=C/c1nc2ccc(cc2c(=O)n1c1ccccc1Cl)F)CC
  • InChi: 1S/C26H24ClFN4O/c1-3-31(4-2)17-20-9-7-8-19(29-20)13-15-25-30-23-14-12-18(28)16-21(23)26(33)32(25)24-11-6-5-10-22(24)27/h5-16H,3-4,17H2,1-2H3/b15-13+
  • InChiKey: HYHNPUGUPISSQO-FYWRMAATSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3-(2-chlorophenyl)-2-[(E)-2-[6-(diethylaminomethyl)-2-pyridyl]vinyl]-6-fluoro-quinazolin-4-one
  • 3-(2-chlorophenyl)-2-[(E)-2-[6-(diethylaminomethyl)-2-pyridyl]vinyl]-6-fluoro-4-quinazolinone
  • 3-(2-chlorophenyl)-2-[(E)-2-[6-(diethylaminomethyl)pyridin-2-yl]ethenyl]-6-fluoro-quinazolin-4-one
  • PDSP1_000236
  • PDSP1_000237
  • PDSP2_000235
  • PDSP2_000236

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Glutamate receptor ionotropic, AMPA 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 Glutamate receptor, ionotropic kainate 2 Glutamate receptor ionotropic, AMPA   907 aa 779 aa 33.4 %
Echinococcus multilocularis glutamate receptor 2 Glutamate receptor ionotropic, AMPA   907 aa 868 aa 30.4 %
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 Glutamate receptor ionotropic, AMPA   907 aa 948 aa 30.6 %
Drosophila melanogaster Glutamate receptor IIB Glutamate receptor ionotropic, AMPA   907 aa 863 aa 27.8 %
Onchocerca volvulus Glutamate receptor ionotropic, AMPA   907 aa 796 aa 40.5 %
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 Glutamate receptor ionotropic, AMPA   907 aa 779 aa 33.4 %
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 Glutamate receptor ionotropic, AMPA   907 aa 809 aa 33.6 %
Schistosoma mansoni glutamate receptor kainate Glutamate receptor ionotropic, AMPA   907 aa 753 aa 33.2 %
Echinococcus granulosus glutamate receptor 2 Glutamate receptor ionotropic, AMPA   907 aa 875 aa 30.4 %
Drosophila melanogaster NMDA receptor 2 Glutamate receptor ionotropic, AMPA   907 aa 789 aa 22.1 %
Onchocerca volvulus Putative 39S ribosomal protein L45, mitochondrial Glutamate receptor ionotropic, AMPA   907 aa 799 aa 37.7 %
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 Glutamate receptor ionotropic, AMPA   907 aa 886 aa 34.2 %
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 Glutamate receptor ionotropic, AMPA   907 aa 888 aa 34.0 %
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 Glutamate receptor ionotropic, AMPA   907 aa 809 aa 34.1 %
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 Glutamate receptor ionotropic, AMPA   907 aa 959 aa 30.9 %
Drosophila melanogaster Glutamate receptor IA Glutamate receptor ionotropic, AMPA   907 aa 900 aa 40.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus acetylcholinesterase 0.0164 1 1
Schistosoma mansoni glutamate receptor kainate 0.003 0.0193 0.0193
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0036 0.0616 0.0616
Onchocerca volvulus 0.0028 0 0.5
Schistosoma mansoni ATP-binding cassette transporter 0.003 0.0193 0.0193
Echinococcus multilocularis glutamate receptor 2 0.003 0.0193 0.0193
Loa Loa (eye worm) carboxylesterase 0.0164 1 1
Onchocerca volvulus 0.0028 0 0.5
Loa Loa (eye worm) glutamate receptor 1 0.003 0.0193 0.0193
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.0036 0.0616 0.0616
Echinococcus granulosus glutamate receptor 2 0.0036 0.0616 0.0616
Echinococcus granulosus nmda type glutamate receptor 0.004 0.0903 0.0903
Schistosoma mansoni glutamate receptor kainate 0.003 0.0193 0.0193
Loa Loa (eye worm) glutamate receptor 2 0.003 0.0193 0.0193
Echinococcus granulosus acetylcholinesterase 0.0164 1 1
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0036 0.0616 0.0616
Trichomonas vaginalis spcc417.12 protein, putative 0.0028 0 0.5
Chlamydia trachomatis arginine ABC transporter substrate-binding protein ArtJ 0.0029 0.0079 0.5
Schistosoma mansoni glutamate receptor NMDA 0.0036 0.0616 0.0616
Echinococcus multilocularis glutamate (NMDA) receptor subunit 0.003 0.0193 0.0193
Schistosoma mansoni glutamate receptor NMDA 0.003 0.0193 0.0193
Treponema pallidum amino acid ABC transporter, periplasmic binding protein 0.0029 0.0079 0.5
Onchocerca volvulus 0.0028 0 0.5
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0036 0.0616 0.0616
Onchocerca volvulus 0.0028 0 0.5
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0036 0.0616 0.0616
Mycobacterium tuberculosis Probable glutamine-binding lipoprotein GlnH (GLNBP) 0.0029 0.0079 1
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.004 0.0903 0.0903
Loa Loa (eye worm) acetylcholinesterase 1 0.0164 1 1
Trichomonas vaginalis carboxylesterase domain containing protein, putative 0.0028 0 0.5
Echinococcus multilocularis acetylcholinesterase 0.0164 1 1
Chlamydia trachomatis glutamine binding protein 0.0029 0.0079 0.5
Brugia malayi Glutamate receptor 2 precursor 0.003 0.0193 0.0193
Schistosoma mansoni glutamate receptor kainate 0.003 0.0193 0.0193
Echinococcus multilocularis nmda type glutamate receptor 0.004 0.0903 0.0903
Loa Loa (eye worm) hypothetical protein 0.0164 1 1
Schistosoma mansoni glutamate receptor AMPA 0.003 0.0193 0.0193
Echinococcus multilocularis glutamate receptor 2 0.0036 0.0616 0.0616
Treponema pallidum amino acid ABC transporter, periplasmic binding protein (hisJ) 0.0029 0.0079 0.5
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.0036 0.0616 0.0616
Mycobacterium ulcerans glutamine-binding lipoprotein GlnH 0.0029 0.0079 1
Onchocerca volvulus 0.0028 0 0.5
Brugia malayi Glutamate receptor 1 precursor 0.003 0.0193 0.0193
Brugia malayi Carboxylesterase family protein 0.0164 1 1
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0164 1 1
Echinococcus multilocularis carboxylesterase 5A 0.0164 1 1
Echinococcus granulosus carboxylesterase 5A 0.0164 1 1
Echinococcus multilocularis acetylcholinesterase 0.0164 1 1
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0036 0.0616 0.0616
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0036 0.0616 0.0616
Loa Loa (eye worm) hypothetical protein 0.0164 1 1
Echinococcus granulosus glutamate NMDA receptor subunit 0.003 0.0193 0.0193
Schistosoma mansoni glutamate receptor AMPA 0.003 0.0193 0.0193

Activities

Activity type Activity value Assay description Source Reference
Blockade (functional) = 65.1 % Evaluated in vivo for the reduction in the population spike amplitude in the CA3 region of the hippocampus in anesthetized rat at a dose of 2 mg/kg (iv) ChEMBL. 11206453
Concentration (functional) = 38 nM Evaluated in patch clamp electrophysiology study for its selectively evoked Ionotropic glutamate receptor AMPA mediated inward currents. ChEMBL. 11206453
Concentration (functional) = 38 nM Evaluated in patch clamp electrophysiology study for its selectively evoked Ionotropic glutamate receptor AMPA mediated inward currents. ChEMBL. 11206453
Concentration (functional) > 300 nM Evaluated for concentration which inhibits Ionotropic glutamate receptor AMPA mediated 45 [Ca2+] uptake in rat cerebellar neurons ChEMBL. 11206453
Concentration (functional) > 300 nM Evaluated for concentration which inhibits Ionotropic glutamate receptor AMPA mediated 45 [Ca2+] uptake in rat cerebellar neurons ChEMBL. 11206453
IC50 (functional) = 0.1 nM Ability to block kainate-induced 45 [Ca2+] influx through functional assay of Ionotropic glutamate receptor AMPA activity in rat cerebellar granule cells. ChEMBL. 11206453
IC50 (functional) = 0.1 nM Ability to block kainate-induced 45 [Ca2+] influx through functional assay of Ionotropic glutamate receptor AMPA activity in rat cerebellar granule cells. ChEMBL. 11206453
IC50 (functional) = 25 nM Evaluated in patch clamp electrophysiology study for its selectively evoked Ionotropic glutamate receptor AMPA mediated inward currents. ChEMBL. 11206453
IC50 (functional) = 25 nM Evaluated in patch clamp electrophysiology study for its selectively evoked Ionotropic glutamate receptor AMPA mediated inward currents. ChEMBL. 11206453
IC50 (functional) = 36 nM Ability to block kainate-induced 45 [Ca2+] influx through functional assay of Ionotropic glutamate receptor AMPA activity in rat cerebellar granule cells. ChEMBL. 11206453
IC50 (functional) = 36 nM Ability to block kainate-induced 45 [Ca2+] influx through functional assay of Ionotropic glutamate receptor AMPA activity in rat cerebellar granule cells. ChEMBL. 11206453
IC50 (functional) = 74 nM Ability to block kainate-induced 45 [Ca2+] influx through functional assay of Ionotropic glutamate receptor AMPA activity in rat cerebellar granule cells ChEMBL. 11206453
IC50 (functional) = 74 nM Ability to block kainate-induced 45 [Ca2+] influx through functional assay of Ionotropic glutamate receptor AMPA activity in rat cerebellar granule cells ChEMBL. 11206453
ID50 (functional) 0 mg kg-1 Blockade of ivc AMPA induced seizures in mice on subcutaneous administration; Not tested ChEMBL. 11206453
ID50 (functional) = 1.5 mg kg-1 Blockade of petalenetetrazole induced seizures in mice on subcutaneous administration (95% CI) ChEMBL. 11206453
ID50 (functional) = 1.5 mg kg-1 Blockade of petalenetetrazole induced seizures in mice on subcutaneous administration (95% CI) ChEMBL. 11206453
ID50 (functional) = 3.1 mg kg-1 Blockade of ivc AMPA induced seizures in mice on subcutaneous administration (95%CI) ChEMBL. 11206453
ID50 (functional) = 3.1 mg kg-1 Blockade of ivc AMPA induced seizures in mice on subcutaneous administration (95%CI) ChEMBL. 11206453
ID50 (functional) = 3.6 mg kg-1 Blockade of ivc AMPA induced seizures in mice on subcutaneous administration (95%CI) ChEMBL. 11206453
ID50 (functional) = 3.6 mg kg-1 Blockade of ivc AMPA induced seizures in mice on subcutaneous administration (95%CI) ChEMBL. 11206453
ID50 (functional) = 3.8 mg kg-1 Blockade of petalenetetrazole induced seizures in mice on subcutaneous administration (95% CI) ChEMBL. 11206453
ID50 (functional) = 3.8 mg kg-1 Blockade of petalenetetrazole induced seizures in mice on subcutaneous administration (95% CI) ChEMBL. 11206453
ID50 (functional) = 10 mg kg-1 Blockade of petalenetetrazole induced seizures in mice on subcutaneous administration ChEMBL. 11206453
ID50 (functional) = 10 mg kg-1 Blockade of petalenetetrazole induced seizures in mice on subcutaneous administration ChEMBL. 11206453
MED (functional) 0 mg kg-1 Minimum effective dose of the compound in mice on subcutaneous administration; Not tested ChEMBL. 11206453
MED (functional) = 5.6 mg kg-1 Minimum effective dose of the compound in mice on subcutaneous administration ChEMBL. 11206453
MED (functional) = 5.6 mg kg-1 Minimum effective dose of the compound in mice on subcutaneous administration ChEMBL. 11206453
MED (functional) = 10 mg kg-1 Minimum effective dose of the compound in mice on subcutaneous administration ChEMBL. 11206453
MED (functional) = 10 mg kg-1 Minimum effective dose of the compound in mice on subcutaneous administration ChEMBL. 11206453
Reduction (functional) = 36 % Evaluated in patch clamp electrophysiology study for its selectively evoked AMPA and NMDA (glutamate receptors) mediated inward currents reduction ChEMBL. 11206453

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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