Detailed information for compound 272796

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 326.393 | Formula: C18H22N4O2
  • H donors: 1 H acceptors: 2 LogP: 3.29 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#CNc1nccn1CC(c1ccc(c(c1)OCC1CC1)OC)C
  • InChi: 1S/C18H22N4O2/c1-13(10-22-8-7-20-18(22)21-12-19)15-5-6-16(23-2)17(9-15)24-11-14-3-4-14/h5-9,13-14H,3-4,10-11H2,1-2H3,(H,20,21)
  • InChiKey: IAWCEUOLQBUDFJ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens phosphodiesterase 4B, cAMP-specific Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase Get druggable targets OG5_128242 All targets in OG5_128242
Giardia lamblia CAMP-specific 3,5-cyclic phosphodiesterase 4B Get druggable targets OG5_128242 All targets in OG5_128242
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase Get druggable targets OG5_128242 All targets in OG5_128242
Cryptosporidium hominis hypothetical protein Get druggable targets OG5_128242 All targets in OG5_128242
Schistosoma japonicum IPR002073,3'5'-cyclic nucleotide phosphodiesterase,domain-containing Get druggable targets OG5_128242 All targets in OG5_128242
Loa Loa (eye worm) cyclic AMP specific phosphodiesterase PDE4D5A Get druggable targets OG5_128242 All targets in OG5_128242
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein Get druggable targets OG5_128242 All targets in OG5_128242
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase Get druggable targets OG5_128242 All targets in OG5_128242
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128242 All targets in OG5_128242
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase Get druggable targets OG5_128242 All targets in OG5_128242
Schistosoma japonicum cAMP-specific 3',5'-cyclic phosphodiesterase, isoform F, putative Get druggable targets OG5_128242 All targets in OG5_128242
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase Get druggable targets OG5_128242 All targets in OG5_128242
Cryptosporidium parvum membrane associated HD superfamily cyclic nucleotide phosphodiesterase domain containing protein Get druggable targets OG5_128242 All targets in OG5_128242
Schistosoma mansoni camp-specific 35-cyclic phosphodiesterase Get druggable targets OG5_128242 All targets in OG5_128242
Schistosoma japonicum cAMP-specific 3',5'-cyclic phosphodiesterase 4C, putative Get druggable targets OG5_128242 All targets in OG5_128242
Brugia malayi Probable 3',5'-cyclic phosphodiesterase R153.1, putative Get druggable targets OG5_128242 All targets in OG5_128242
Schistosoma japonicum cAMP-specific 3',5'-cyclic phosphodiesterase 4D, putative Get druggable targets OG5_128242 All targets in OG5_128242
Schistosoma japonicum cAMP-specific 3',5'-cyclic phosphodiesterase 4D, putative Get druggable targets OG5_128242 All targets in OG5_128242
Neospora caninum cAMP-specific phosphodiesterase, putative Get druggable targets OG5_128242 All targets in OG5_128242
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase Get druggable targets OG5_128242 All targets in OG5_128242
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
Plasmodium vivax ataxin-2 like protein, putative 0.0025 0.1127 1
Brugia malayi AMP-binding enzyme family protein 0.0023 0.0977 0.1134
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0014 0 0.5
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0017 0.038 0.038
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.0977 1
Entamoeba histolytica acyl-coA synthetase, putative 0.0023 0.0977 0.5
Loa Loa (eye worm) hypothetical protein 0.0017 0.038 0.038
Plasmodium falciparum acyl-CoA synthetase 0.0017 0.038 0.3372
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase 0.0098 0.8614 0.8614
Giardia lamblia CAMP-specific 3,5-cyclic phosphodiesterase 4B 0.0112 1 1
Echinococcus multilocularis tar DNA binding protein 0.0062 0.4928 0.4928
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0014 0 0.5
Leishmania major hypothetical protein, conserved 0.0025 0.1127 1
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0014 0 0.5
Schistosoma mansoni tar DNA-binding protein 0.0062 0.4928 0.4928
Echinococcus granulosus tar DNA binding protein 0.0062 0.4928 0.4928
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0023 0.0977 1
Brugia malayi AMP-binding enzyme family protein 0.0023 0.0977 0.1134
Entamoeba histolytica acyl-CoA synthetase, putative 0.0023 0.0977 0.5
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.3173 0.3173
Mycobacterium ulcerans long-chain-fatty-acid--CoA ligase 0.0023 0.0977 1
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0014 0 0.5
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Brugia malayi RNA recognition motif domain containing protein 0.0062 0.4928 0.5721
Trypanosoma cruzi PAB1-binding protein , putative 0.0025 0.1127 1
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase 0.0112 1 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.3173 0.3173
Brugia malayi TAR-binding protein 0.0062 0.4928 0.5721
Brugia malayi hypothetical protein 0.0025 0.1127 0.1308
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0045 0.3173 0.3684
Trichomonas vaginalis conserved hypothetical protein 0.0014 0 0.5
Schistosoma mansoni tar DNA-binding protein 0.0062 0.4928 0.4928
Schistosoma mansoni tar DNA-binding protein 0.0062 0.4928 0.4928
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.3173 0.3173
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0014 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0023 0.0977 0.0977
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.0014 0 0.5
Mycobacterium ulcerans long-chain-fatty-acid-CoA ligase 0.0023 0.0977 1
Trichomonas vaginalis calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase, putative 0.0014 0 0.5
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Schistosoma mansoni tar DNA-binding protein 0.0062 0.4928 0.4928
Schistosoma mansoni tar DNA-binding protein 0.0062 0.4928 0.4928
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase 0.0112 1 1
Brugia malayi AMP-binding enzyme family protein 0.0023 0.0977 0.1134
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0014 0 0.5
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0014 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0017 0.038 0.038
Schistosoma mansoni camp-specific 35-cyclic phosphodiesterase 0.0112 1 1
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.0023 0.0977 1
Loa Loa (eye worm) hypothetical protein 0.0023 0.0977 0.0977
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.0977 1
Loa Loa (eye worm) RNA binding protein 0.0062 0.4928 0.4928
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.3173 0.3173
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.0977 0.8675
Trichomonas vaginalis conserved hypothetical protein 0.0014 0 0.5
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0062 0.4928 0.4928
Loa Loa (eye worm) hypothetical protein 0.0017 0.038 0.038
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0112 1 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0045 0.3173 0.3173
Loa Loa (eye worm) cyclic AMP specific phosphodiesterase PDE4D5A 0.0098 0.8614 0.8614
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase 0.0112 1 1
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.0014 0 0.5
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Trichomonas vaginalis cAMP and cAMP-inhibited cGMP 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Brugia malayi RNA binding protein 0.0062 0.4928 0.5721
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0023 0.0977 1
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0.1127 1
Mycobacterium leprae PROBABLE FATTY-ACID-CoA LIGASE FADD7 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE) 0.0023 0.0977 0.5
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Trypanosoma brucei PAB1-binding protein , putative 0.0025 0.1127 1
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.0977 0.8675
Trichomonas vaginalis cGMP-inhibited 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Brugia malayi hypothetical protein 0.0016 0.0236 0.0274
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Trypanosoma cruzi PAB1-binding protein , putative 0.0025 0.1127 1
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0014 0 0.5
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Entamoeba histolytica acyl-CoA synthetase, putative 0.0023 0.0977 0.5
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Trichomonas vaginalis cAMP/cGMP cyclic nucleotide phosphodiesterase, putative 0.0014 0 0.5
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0045 0.3173 0.3173
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0014 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0025 0.1127 0.1127
Mycobacterium tuberculosis Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase) 0.0017 0.038 0.139
Loa Loa (eye worm) TAR-binding protein 0.0062 0.4928 0.4928
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Mycobacterium ulcerans hypothetical protein 0.0023 0.0977 1
Mycobacterium leprae PROBABLE FATTY-ACID-CoA LIGASE FADD2 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE) 0.0023 0.0977 0.5
Chlamydia trachomatis acylglycerophosphoethanolamine acyltransferase 0.0017 0.038 0.5
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0014 0 0.5
Brugia malayi Probable 3',5'-cyclic phosphodiesterase R153.1, putative 0.0098 0.8614 1
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.0014 0 0.5
Trichomonas vaginalis cAMP and cAMP-inhibited cGMP 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0045 0.3173 0.3173
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Onchocerca volvulus 0.0023 0.0977 0.5
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0014 0 0.5
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase 0.0098 0.8614 0.8614
Loa Loa (eye worm) hypothetical protein 0.0112 1 1
Mycobacterium ulcerans long-chain fatty-acid CoA ligase 0.0023 0.0977 1
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0.1127 1
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0014 0 0.5
Trichomonas vaginalis cGMP-inhibited 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Plasmodium vivax acyl-CoA synthetase, putative 0.0017 0.038 0.3372
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0017 0.038 0.038
Loa Loa (eye worm) hypothetical protein 0.0023 0.0977 0.0977
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.0977 0.8675
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0014 0 0.5
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0014 0 0.5
Toxoplasma gondii LsmAD domain-containing protein 0.0025 0.1127 0.1127
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0045 0.3173 0.3173
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.0977 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.0565 uM Inhibitory activity against recombinant phosphodiesterase 4B (PDE4B) of human mononuclear lymphocytes ChEMBL. 11844693
IC50 (binding) = 0.0565 uM Inhibitory activity against recombinant phosphodiesterase 4B (PDE4B) of human mononuclear lymphocytes ChEMBL. 11844693
Inhibition (functional) = 38 % Evaluated for antiinflammatory activity in the TPA induced ear inflammation model at a dose 1 mg/kg (25 ug) ChEMBL. 11844693
Inhibition (functional) = 38 % Evaluated for antiinflammatory activity in the TPA induced ear inflammation model at a dose 1 mg/kg (25 ug) ChEMBL. 11844693
Inhibition (functional) = 78 % Evaluated for antiinflammatory activity in the TPA induced ear inflammation model at a dose 2 mg/kg (50 ug) ChEMBL. 11844693
Inhibition (functional) = 78 % Evaluated for antiinflammatory activity in the TPA induced ear inflammation model at a dose 2 mg/kg (50 ug) ChEMBL. 11844693
LAD (functional) = 1.25 mg kg-1 Tested in vivo for lowest active dose that induced inhibitory effect on gastric emptying in rats ChEMBL. 11844693

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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