Detailed information for compound 78389

Basic information

Technical information
  • TDR Targets ID: 78389
  • Name: 3-benzyl-6-(pyridin-2-ylmethoxy)-[1,2,4]triaz olo[3,4-a]phthalazine
  • MW: 367.403 | Formula: C22H17N5O
  • H donors: 0 H acceptors: 4 LogP: 3.71 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: c1ccc(cc1)Cc1nnc2n1nc(OCc1ccccn1)c1c2cccc1
  • InChi: 1S/C22H17N5O/c1-2-8-16(9-3-1)14-20-24-25-21-18-11-4-5-12-19(18)22(26-27(20)21)28-15-17-10-6-7-13-23-17/h1-13H,14-15H2
  • InChiKey: CEKLYQQZGFQPAC-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • 3-benzyl-6-(2-pyridylmethoxy)-[1,2,4]triazolo[3,4-a]phthalazine
  • 3-(phenylmethyl)-6-(pyridin-2-ylmethoxy)-[1,2,4]triazolo[3,4-a]phthalazine
  • 3-(phenylmethyl)-6-(2-pyridylmethoxy)-[1,2,4]triazolo[3,4-a]phthalazine
  • 3-(benzyl)-6-(2-pyridylmethoxy)-[1,2,4]triazolo[3,4-a]phthalazine

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
Homo sapiens gamma-aminobutyric acid (GABA) A receptor, gamma 2 Starlite/ChEMBL References
Homo sapiens gamma-aminobutyric acid (GABA) A receptor, beta 3 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_129441 All targets in OG5_129441
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131775 All targets in OG5_131775
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_129441 All targets in OG5_129441
Brugia malayi gamma-aminobutyric-acid receptor beta subunit precursor Get druggable targets OG5_129441 All targets in OG5_129441

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, gamma 2 467 aa 449 aa 27.6 %
Brugia malayi excitatory GABA receptor EXP-1A gamma-aminobutyric acid (GABA) A receptor, beta 3 473 aa 441 aa 29.9 %
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 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0045 0.0345 0.0428
Loa Loa (eye worm) hypothetical protein 0.0045 0.0345 0.0428
Loa Loa (eye worm) hypothetical protein 0.0045 0.0345 0.0428
Onchocerca volvulus Putative nachr subunit 0.0045 0.0345 0.5
Toxoplasma gondii DNA topoisomerase I, putative 0.022 0.3989 1
Echinococcus granulosus nicotinic acetylcholine receptor beta 1 subunit 0.0045 0.0345 0.0345
Echinococcus granulosus tar DNA binding protein 0.0064 0.0731 0.0731
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0045 0.0345 0.0778
Brugia malayi TAR-binding protein 0.0064 0.0731 0.1647
Loa Loa (eye worm) nicotinic acetylcholine receptor alpha subunit 0.0045 0.0345 0.0428
Echinococcus granulosus glycine receptor subunit alpha 1 0.0045 0.0345 0.0345
Onchocerca volvulus 0.0045 0.0345 0.5
Schistosoma mansoni nAChR subunit (ShAR1-alpha-like) 0.0045 0.0345 0.0345
Onchocerca volvulus 0.0045 0.0345 0.5
Onchocerca volvulus 0.0045 0.0345 0.5
Brugia malayi excitatory GABA receptor EXP-1A 0.0045 0.0345 0.0778
Schistosoma mansoni nAChR subunit 0.0045 0.0345 0.0345
Brugia malayi nicotinic acetylcholine receptor beta-1 chain precursor 0.0045 0.0345 0.0778
Brugia malayi DNA topoisomerase I 0.022 0.3989 0.8994
Brugia malayi Hypothetical glycine receptor like protein T20B12.9 in chromosome III 0.0045 0.0345 0.0778
Brugia malayi acetylcholine receptor alpha subunit precursor, putative 0.0045 0.0345 0.0778
Schistosoma mansoni hypothetical protein 0.0305 0.5774 0.5774
Loa Loa (eye worm) hypothetical protein 0.0045 0.0345 0.0428
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0064 0.0731 0.0905
Brugia malayi nicotinic acetylcholine receptor alpha subunit, putative 0.0045 0.0345 0.0778
Echinococcus granulosus glycine receptor subunit alpha 1 0.0045 0.0345 0.0345
Onchocerca volvulus 0.0045 0.0345 0.5
Loa Loa (eye worm) hypothetical protein 0.0045 0.0345 0.0428
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0045 0.0345 0.0345
Echinococcus granulosus acetylcholine receptor subunit beta 1 0.0045 0.0345 0.0345
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0045 0.0345 0.0778
Echinococcus granulosus glycine receptor subunit alpha 1 0.0045 0.0345 0.0345
Echinococcus multilocularis DNA topoisomerase 1 0.022 0.3989 0.3989
Loa Loa (eye worm) hypothetical protein 0.0045 0.0345 0.0428
Brugia malayi Cation transporter family protein 0.0045 0.0345 0.0778
Loa Loa (eye worm) LGC-31 protein 0.0045 0.0345 0.0428
Plasmodium vivax topoisomerase I, putative 0.022 0.3989 1
Schistosoma mansoni nAChR subunit 0.0045 0.0345 0.0345
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0045 0.0345 0.0345
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0045 0.0345 0.0345
Echinococcus granulosus nicotinic acetylcholine receptor subunit alpha 8 0.0045 0.0345 0.0345
Loa Loa (eye worm) TAR-binding protein 0.0064 0.0731 0.0905
Loa Loa (eye worm) hypothetical protein 0.0045 0.0345 0.0428
Brugia malayi acetylcholine receptor protein, alpha-like chain, putative 0.0045 0.0345 0.0778
Loa Loa (eye worm) RNA binding protein 0.0064 0.0731 0.0905
Echinococcus multilocularis nAChR subunit 0.0045 0.0345 0.0345
Echinococcus granulosus glycine receptor subunit beta 0.0045 0.0345 0.0345
Loa Loa (eye worm) hypothetical protein 0.0045 0.0345 0.0428
Echinococcus multilocularis nicotinic acetylcholine receptor subunit alpha 8 0.0045 0.0345 0.0345
Echinococcus granulosus Cys loop ligand gated ion channel subunit 0.0045 0.0345 0.0345
Brugia malayi RNA binding protein 0.0064 0.0731 0.1647
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0045 0.0345 0.0778
Loa Loa (eye worm) DNA topoisomerase I 0.022 0.3989 0.4943
Schistosoma mansoni tar DNA-binding protein 0.0064 0.0731 0.0731
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0045 0.0345 0.0778
Echinococcus granulosus nicotinic acetylcholine receptor a11 subunit 0.0045 0.0345 0.0345
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0045 0.0345 0.0778
Schistosoma mansoni nAChR subunit 0.0045 0.0345 0.0345
Brugia malayi acetylcholine receptor, alpha-type subunit unc-38 precursor 0.0045 0.0345 0.0778
Schistosoma mansoni DNA topoisomerase type I 0.022 0.3989 0.3989
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0045 0.0345 0.0345
Loa Loa (eye worm) nucleolar RNA-associated protein alpha 0.0305 0.5774 0.7155
Schistosoma mansoni hypothetical protein 0.0508 1 1
Loa Loa (eye worm) hypothetical protein 0.0416 0.807 1
Echinococcus multilocularis nicotinic acetylcholine receptor alpha subunit 0.0045 0.0345 0.0345
Echinococcus granulosus nAChR subunit 0.0045 0.0345 0.0345
Echinococcus granulosus nicotinic acetylcholine receptor subunit type 0.0045 0.0345 0.0345
Brugia malayi gamma-aminobutyric-acid receptor beta subunit precursor 0.0241 0.4435 1
Brugia malayi Cation transporter family protein 0.0045 0.0345 0.0778
Loa Loa (eye worm) hypothetical protein 0.022 0.4 0.4957
Loa Loa (eye worm) ligand-Gated ion Channel family member 0.0045 0.0345 0.0428
Schistosoma mansoni tar DNA-binding protein 0.0064 0.0731 0.0731
Echinococcus multilocularis snurportin 1 0.0305 0.5774 0.5774
Schistosoma mansoni nAChR subunit 0.0045 0.0345 0.0345
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0045 0.0345 0.0778
Echinococcus multilocularis neuronal acetylcholine receptor subunit alpha 4 0.0045 0.0345 0.0345
Echinococcus multilocularis acetylcholine receptor subunit beta 1 0.0045 0.0345 0.0345
Schistosoma mansoni tar DNA-binding protein 0.0064 0.0731 0.0731
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0045 0.0345 0.0345
Schistosoma mansoni hypothetical protein 0.0508 1 1
Brugia malayi RNA recognition motif domain containing protein 0.0064 0.0731 0.1647
Leishmania major DNA topoisomerase IB, large subunit 0.022 0.3989 0.5
Schistosoma mansoni nAChR subunit (ShAR1-beta2-like) 0.0045 0.0345 0.0345
Loa Loa (eye worm) hypothetical protein 0.0045 0.0345 0.0428
Schistosoma mansoni nAChR subunit 0.0045 0.0345 0.0345
Schistosoma mansoni DNA topoisomerase type I 0.022 0.3989 0.3989
Loa Loa (eye worm) ACC-1 protein 0.0045 0.0345 0.0428
Loa Loa (eye worm) hypothetical protein 0.0045 0.0345 0.0428
Loa Loa (eye worm) hypothetical protein 0.0241 0.4435 0.5495
Schistosoma mansoni tar DNA-binding protein 0.0064 0.0731 0.0731
Schistosoma mansoni DNA topoisomerase type I 0.022 0.3989 0.3989
Loa Loa (eye worm) hypothetical protein 0.0045 0.0345 0.0428
Brugia malayi RNA, U transporter 1 0.0081 0.11 0.2481
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0045 0.0345 0.0778
Echinococcus granulosus neuronal acetylcholine receptor subunit alpha 4 0.0045 0.0345 0.0345
Echinococcus granulosus nicotinic acetylcholine receptor alpha subunit 0.0045 0.0345 0.0345
Echinococcus granulosus glycine receptor subunit beta 0.0045 0.0345 0.0345
Echinococcus granulosus snurportin 1 0.0305 0.5774 0.5774
Schistosoma mansoni nAChR subunit 0.0045 0.0345 0.0345
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0045 0.0345 0.0345
Echinococcus multilocularis nicotinic acetylcholine receptor a11 subunit 0.0045 0.0345 0.0345
Echinococcus multilocularis glycine receptor subunit beta 0.0045 0.0345 0.0345
Echinococcus multilocularis Cys loop ligand gated ion channel subunit 0.0045 0.0345 0.0345
Echinococcus multilocularis glycine receptor subunit beta 0.0045 0.0345 0.0345
Loa Loa (eye worm) nicotinic acetylcholine receptor non-alpha subunit 0.0045 0.0345 0.0428
Plasmodium falciparum topoisomerase I 0.022 0.3989 1
Loa Loa (eye worm) hypothetical protein 0.0045 0.0345 0.0428
Loa Loa (eye worm) excitatory GABA receptor EXP-1A 0.0045 0.0345 0.0428
Echinococcus granulosus DNA topoisomerase 1 0.022 0.3989 0.3989
Echinococcus multilocularis nicotinic acetylcholine receptor beta 1 subunit 0.0045 0.0345 0.0345
Echinococcus multilocularis geminin 0.0508 1 1
Loa Loa (eye worm) hypothetical protein 0.0045 0.0345 0.0428
Onchocerca volvulus 0.0045 0.0345 0.5
Trypanosoma cruzi DNA topoisomerase IB, large subunit, putative 0.022 0.3989 0.5
Trypanosoma brucei DNA topoisomerase IB, large subunit 0.022 0.3989 1
Loa Loa (eye worm) glutamate-gated chloride channel alpha3A subunit 0.0045 0.0345 0.0428
Loa Loa (eye worm) ACC-1 protein 0.0045 0.0345 0.0428
Loa Loa (eye worm) hypothetical protein 0.0045 0.0345 0.0428
Schistosoma mansoni tar DNA-binding protein 0.0064 0.0731 0.0731
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0045 0.0345 0.0778
Loa Loa (eye worm) hypothetical protein 0.0045 0.0345 0.0428
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0045 0.0345 0.0778
Loa Loa (eye worm) hypothetical protein 0.0045 0.0345 0.0428
Loa Loa (eye worm) hypothetical protein 0.0045 0.0345 0.0428
Onchocerca volvulus 0.0045 0.0345 0.5
Schistosoma mansoni nAChR subunit 0.0045 0.0345 0.0345
Loa Loa (eye worm) acetylcholine receptor alpha subunit 0.0045 0.0345 0.0428
Brugia malayi Cation transporter family protein 0.0045 0.0345 0.0778
Schistosoma mansoni nAChR subunit (ShAR1-beta-like) 0.0045 0.0345 0.0345
Echinococcus multilocularis tar DNA binding protein 0.0064 0.0731 0.0731

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 18 nM Binding affinity for human GABA-A receptor alpha5-beta3-gamma2 subunits in L(tk-) cells ChEMBL. 15027873
Ki (binding) = 18 nM Binding affinity for human GABA-A receptor alpha5-beta3-gamma2 subunits in L(tk-) cells ChEMBL. 15027873
Ki (binding) = 190 nM Binding affinity for human GABA-A receptor alpha3-beta3-gamma2 subunits in L(tk-) cells ChEMBL. 15027873
Ki (binding) = 190 nM Binding affinity for human GABA-A receptor alpha3-beta3-gamma2 subunits in L(tk-) cells ChEMBL. 15027873
Ki (binding) = 260 nM Binding affinity for human GABA-A receptor alpha4-beta3-gamma2 subunits in L(tk-) cells ChEMBL. 15027873
Ki (binding) = 260 nM Binding affinity for human GABA-A receptor alpha4-beta3-gamma2 subunits in L(tk-) cells ChEMBL. 15027873
Ki (binding) = 340 nM Binding affinity for human GABA-A receptor alpha2-beta3-gamma2 subunits in L(tk-) cells ChEMBL. 15027873
Ki (binding) = 340 nM Binding affinity for human GABA-A receptor alpha2-beta3-gamma2 subunits in L(tk-) cells ChEMBL. 15027873

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.

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