Detailed information for compound 57486

Basic information

Technical information
  • TDR Targets ID: 57486
  • Name: 4-[(3-chloro-4-methoxyphenyl)methylamino]-3-( hydroxymethyl)quinoline-6-carbonitrile
  • MW: 353.802 | Formula: C19H16ClN3O2
  • H donors: 2 H acceptors: 3 LogP: 3.65 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: OCc1cnc2c(c1NCc1ccc(c(c1)Cl)OC)cc(cc2)C#N
  • InChi: 1S/C19H16ClN3O2/c1-25-18-5-3-13(7-16(18)20)9-23-19-14(11-24)10-22-17-4-2-12(8-21)6-15(17)19/h2-7,10,24H,9,11H2,1H3,(H,22,23)
  • InChiKey: LQZFHIMGHJTVGG-UHFFFAOYSA-N  

Network

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Synonyms

  • 4-[(3-chloro-4-methoxy-phenyl)methylamino]-3-(hydroxymethyl)quinoline-6-carbonitrile
  • 4-[(3-chloro-4-methoxyphenyl)methylamino]-3-(hydroxymethyl)-6-quinolinecarbonitrile
  • 4-[(3-chloro-4-methoxy-benzyl)amino]-3-methylol-quinoline-6-carbonitrile

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens phosphodiesterase 5A, cGMP-specific Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trypanosoma cruzi cAMP specific phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis cAMP and cAMP-inhibited cGMP 3,5-cyclic phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Toxoplasma gondii hypothetical protein Get druggable targets OG5_127318 All targets in OG5_127318
Leishmania infantum cAMP specific phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trypanosoma brucei gambiense cAMP-specific phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Leishmania mexicana cAMP specific phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Echinococcus multilocularis dual 3',5' cyclic AMP and GMP phosphodiesterase Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis conserved hypothetical protein Get druggable targets OG5_127318 All targets in OG5_127318
Leishmania braziliensis cAMP specific phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trypanosoma brucei cAMP-specific phosphodiesterase Get druggable targets OG5_127318 All targets in OG5_127318
Leishmania braziliensis cAMP specific phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trypanosoma congolense cAMP-specific phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Schistosoma japonicum Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11, putative Get druggable targets OG5_127318 All targets in OG5_127318
Schistosoma japonicum Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11, putative Get druggable targets OG5_127318 All targets in OG5_127318
Leishmania infantum cAMP specific phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis conserved hypothetical protein Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trypanosoma brucei gambiense cAMP-specific phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Schistosoma mansoni camp/cgmp cyclic nucleotide phosphodiesterase Get druggable targets OG5_127318 All targets in OG5_127318
Trypanosoma cruzi cAMP specific phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis conserved hypothetical protein Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trypanosoma congolense cAMP-specific phosphodiesterase Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Candida albicans similar to S. cerevisiae PDE2 (YOR360C) cAMP phosphodiesterase Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Schistosoma japonicum expressed protein Get druggable targets OG5_127318 All targets in OG5_127318
Trypanosoma brucei cAMP-specific phosphodiesterase Get druggable targets OG5_127318 All targets in OG5_127318
Leishmania mexicana cAMP specific phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Leishmania donovani cAMP specific phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trypanosoma cruzi cAMP specific phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis cGMP-inhibited 3,5-cyclic phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trypanosoma cruzi cAMP specific phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Echinococcus granulosus dual 3'5' cyclic AMP and GMP phosphodiesterase Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Schistosoma japonicum Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Candida albicans similar to S. cerevisiae PDE2 (YOR360C) cAMP phosphodiesterase Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis conserved hypothetical protein Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis cAMP/cGMP cyclic nucleotide phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative Get druggable targets OG5_127318 All targets in OG5_127318

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
Trichomonas vaginalis conserved hypothetical protein 0.0074 0.0034 0.0166
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0074 0.0034 0.0166
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0074 0.0034 0.0166
Trichomonas vaginalis conserved hypothetical protein 0.0065 0.0021 0.0102
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0074 0.0034 0.0166
Leishmania major phenylalanyl-tRNA synthetase alpha chain, putative 0.1468 0.204 1
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.0074 0.0034 0.0166
Trichomonas vaginalis phenylalanyl-tRNA synthetase alpha chain, putative 0.1468 0.204 1
Trichomonas vaginalis cGMP-inhibited 3,5-cyclic phosphodiesterase, putative 0.0074 0.0034 0.0166
Plasmodium vivax phenylalanine--tRNA ligase alpha subunit, putative 0.1468 0.204 1
Toxoplasma gondii Ferredoxin-fold anticodon binding domain-containing protein 0.0425 0.0539 0.2569
Mycobacterium tuberculosis Probable phenylalanyl-tRNA synthetase, alpha chain PheS 0.6999 1 0.5
Schistosoma mansoni phenylalanyl-tRNA synthetase subunit alpha 0.0425 0.0539 0.2521
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.0074 0.0034 0.0166
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0074 0.0034 0.0166
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0074 0.0034 0.0166
Trichomonas vaginalis conserved hypothetical protein 0.0065 0.0021 0.0102
Trypanosoma cruzi phenylalanyl-tRNA synthetase alpha chain, putative 0.1468 0.204 1
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0074 0.0034 0.0166
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.0074 0.0034 0.0166
Trichomonas vaginalis conserved hypothetical protein 0.0065 0.0021 0.0102
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0074 0.0034 0.0166
Treponema pallidum phenylalanyl-tRNA synthetase subunit alpha 0.1468 0.204 0.5
Echinococcus granulosus phenylalanyl tRNA synthetase 0.0425 0.0539 0.2521
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.0074 0.0034 0.0166
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0074 0.0034 0.0166
Mycobacterium ulcerans phenylalanyl-tRNA synthetase subunit alpha 0.6999 1 0.5
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0074 0.0034 0.0166
Trypanosoma brucei phenylalanyl-tRNA synthetase alpha chain, putative 0.1468 0.204 1
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0074 0.0034 0.0166
Wolbachia endosymbiont of Brugia malayi phenylalanyl-tRNA synthetase subunit alpha 0.6999 1 0.5
Schistosoma mansoni phenylalanyl-tRNA synthetase subunit alpha 0.1468 0.204 1
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.0074 0.0034 0.0166
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0074 0.0034 0.0166
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0074 0.0034 0.0166
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0074 0.0034 0.0166
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.0074 0.0034 0.0166
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0074 0.0034 0.0166
Echinococcus multilocularis phenylalanyl tRNA synthetase 0.0425 0.0539 0.2521
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.0074 0.0034 0.0166
Plasmodium falciparum phenylalanine--tRNA ligase alpha subunit 0.1468 0.204 1
Loa Loa (eye worm) hypothetical protein 0.1468 0.204 1
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0074 0.0034 0.0166
Mycobacterium leprae Probable phenylalanyl-tRNA synthetase, alpha chain PheS 0.1043 0.1428 0.5
Giardia lamblia Phenylalanyl-tRNA synthetase alpha chain 0.1468 0.204 0.5
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0074 0.0034 0.0166
Brugia malayi phenylalanyl (f) trna synthetase protein 1 0.1468 0.204 1
Trichomonas vaginalis phenylalanyl-tRNA synthetase alpha chain, putative 0.0425 0.0539 0.2644
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0074 0.0034 0.0166
Schistosoma mansoni phenylalanyl-tRNA synthetase mitochondrial 0.0425 0.0539 0.2521
Echinococcus multilocularis phenylalanyl tRNA synthetase alpha chain B 0.1468 0.204 1
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0074 0.0034 0.0166
Trichomonas vaginalis cAMP/cGMP cyclic nucleotide phosphodiesterase, putative 0.0074 0.0034 0.0166
Echinococcus granulosus phenylalanyl tRNA synthetase alpha chain B 0.1468 0.204 1
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0074 0.0034 0.0166
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0074 0.0034 0.0166
Trichomonas vaginalis phenylalanyl-tRNA synthetase alpha chain, putative 0.0425 0.0539 0.2644
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0074 0.0034 0.0166
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0074 0.0034 0.0166
Entamoeba histolytica phenylalanyl-tRNA synthetase alpha subunit, putative 0.1468 0.204 0.5
Toxoplasma gondii phenylalanyl-tRNA synthetase alpha chain A, putative 0.1468 0.204 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.48 nM Inhibition of phosphodiesterase 5 from human platelets ChEMBL. 15006407
IC50 (binding) = 0.48 nM Inhibition of phosphodiesterase 5 from human platelets ChEMBL. 15006407
Selectivity ratio (binding) = 23 Relative inhibition of bovine retina PDE6 and human platelet PDE 5 ChEMBL. 15006407
Selectivity ratio (binding) = 8600 Relative inhibition of rat kidney PDE2 and human platelet PDE 5 ChEMBL. 15006407
Selectivity ratio (binding) > 100000 Relative inhibition of bovine heart PDE1 and human platelet PDE5 ChEMBL. 15006407
Selectivity ratio (binding) > 100000 Relative inhibition of PDE3 and PDE5 of human platelets ChEMBL. 15006407
Selectivity ratio (binding) > 100000 Relative inhibition of rat kidney PDE4 and human platelet PDE 5 ChEMBL. 15006407

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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