Detailed information for compound 114402

Basic information

Technical information
  • TDR Targets ID: 114402
  • Name: 2-benzyl-3,5-dimethylspiro[8H-imidazo[2,1-b]p urine-7,1'-cyclopentane]-4-one
  • MW: 349.43 | Formula: C20H23N5O
  • H donors: 0 H acceptors: 2 LogP: 2.27 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: Cn1c(Cc2ccccc2)nc2c1c(=O)n(c1=NC3(Cn21)CCCC3)C
  • InChi: 1S/C20H23N5O/c1-23-15(12-14-8-4-3-5-9-14)21-17-16(23)18(26)24(2)19-22-20(13-25(17)19)10-6-7-11-20/h3-5,8-9H,6-7,10-13H2,1-2H3
  • InChiKey: FDLNSFZSXCHIGD-UHFFFAOYSA-N  

Network

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Synonyms

  • 2-benzyl-3,5-dimethyl-spiro[8H-imidazo[2,1-b]purine-7,1'-cyclopentane]-4-one
  • 2-benzyl-3,5-dimethyl-4-spiro[8H-imidazo[2,1-b]purine-7,1'-cyclopentane]one
  • 3,5-dimethyl-2-(phenylmethyl)spiro[8H-imidazo[2,1-b]purine-7,1'-cyclopentane]-4-one
  • 3,5-dimethyl-2-(phenylmethyl)-4-spiro[8H-imidazo[2,1-b]purine-7,1'-cyclopentane]one
  • 2-(benzyl)-3,5-dimethyl-spiro[8H-imidazo[2,1-b]purine-7,1'-cyclopentane]-4-one

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Bos taurus Phosphodiesterase 5A Starlite/ChEMBL References
Homo sapiens phosphodiesterase 5A, cGMP-specific Starlite/ChEMBL References
Bos taurus Phosphodiesterase 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic 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 conserved hypothetical protein 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 expressed 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 cyclic nucleotide 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 cGMP-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
Trypanosoma brucei gambiense cAMP-specific phosphodiesterase, putative 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
Schistosoma japonicum Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11, 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
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 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 cAMP-specific phosphodiesterase, putative 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
Schistosoma mansoni camp/cgmp cyclic nucleotide phosphodiesterase 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 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
Leishmania donovani 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-dependent 3,5-cyclic 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 brucei gambiense 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
Trichomonas vaginalis cAMP-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
Trichomonas vaginalis cGMP-specific 3,5-cyclic 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 calcium/calmodulin-dependent 3,5-cyclic nucleotide 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 brucei cAMP-specific 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
Echinococcus granulosus 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
Echinococcus multilocularis dual 3',5' cyclic AMP and GMP phosphodiesterase 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
Leishmania infantum 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
Schistosoma japonicum Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11, 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
Leishmania infantum 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
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
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide 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
Trypanosoma cruzi cAMP specific 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 cyclic nucleotide 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
Leishmania mexicana cAMP specific 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
Schistosoma japonicum Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11, 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
Trypanosoma cruzi 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

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus multilocularis calcium:calmodulin dependent 3',5' cyclic Phosphodiesterase 1   530 aa 488 aa 45.9 %
Echinococcus granulosus calcium:calmodulin dependent 3'5' cyclic Phosphodiesterase 1   530 aa 478 aa 48.1 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0161 0.0381 1
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0161 0.0381 1
Echinococcus multilocularis calcium:calmodulin dependent 3',5' cyclic 0.0259 0.1176 1
Mycobacterium ulcerans 3-oxoacyl-ACP synthase 0.1347 1 0.5
Wolbachia endosymbiont of Brugia malayi 3-oxoacyl-ACP synthase 0.1347 1 0.5
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0161 0.0381 1
Toxoplasma gondii hypothetical protein 0.0129 0.0124 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0161 0.0381 1
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0161 0.0381 1
Entamoeba histolytica fatty acid elongase, putative 0.0175 0.0494 0.5
Brugia malayi Probable 3',5'-cyclic phosphodiesterase T04D3.3, putative 0.0259 0.1176 0.5
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0161 0.0381 1
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.0161 0.0381 1
Trypanosoma brucei cAMP-specific phosphodiesterase 0.0161 0.0381 0.5
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0161 0.0381 1
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0161 0.0381 1
Plasmodium vivax beta-ketoacyl-acyl carrier protein synthase III precursor, putative 0.1347 1 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0129 0.0124 0.3247
Echinococcus granulosus calcium:calmodulin dependent 3'5' cyclic 0.0259 0.1176 1
Schistosoma mansoni calcium/calmodulin-dependent 35-cyclic nucleotide phosphodiesterase 0.0259 0.1176 1
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0161 0.0381 1
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0161 0.0381 1
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.0161 0.0381 1
Loa Loa (eye worm) PDE1B protein 0.0259 0.1176 0.5
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0161 0.0381 1
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.0161 0.0381 1
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0161 0.0381 1
Entamoeba histolytica fatty acid elongase, putative 0.0175 0.0494 0.5
Trichomonas vaginalis cAMP/cGMP cyclic nucleotide phosphodiesterase, putative 0.0161 0.0381 1
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0161 0.0381 1
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0161 0.0381 1
Mycobacterium tuberculosis 3-oxoacyl-[acyl-carrier-protein] synthase III FabH (beta-ketoacyl-ACP synthase III) (KAS III) 0.1347 1 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0129 0.0124 0.3247
Mycobacterium ulcerans beta-ketoacyl synthase-like protein 0.1347 1 0.5
Entamoeba histolytica fatty acid elongase, putative 0.0175 0.0494 0.5
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0161 0.0381 1
Entamoeba histolytica fatty acid elongase, putative 0.0175 0.0494 0.5
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0161 0.0381 1
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0161 0.0381 1
Mycobacterium ulcerans 3-oxoacyl-ACP synthase 0.1347 1 0.5
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0161 0.0381 1
Trichomonas vaginalis cGMP-inhibited 3,5-cyclic phosphodiesterase, putative 0.0161 0.0381 1
Entamoeba histolytica fatty acid elongase, putative 0.0175 0.0494 0.5
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0161 0.0381 1
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.0161 0.0381 1
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0161 0.0381 1
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.0161 0.0381 1
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.0161 0.0381 1
Plasmodium falciparum beta-ketoacyl-ACP synthase III 0.1347 1 0.5
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.0161 0.0381 1
Trypanosoma brucei cAMP-specific phosphodiesterase 0.0161 0.0381 0.5
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0161 0.0381 1
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0161 0.0381 1
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0161 0.0381 1
Trichomonas vaginalis conserved hypothetical protein 0.0129 0.0124 0.3247

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1900 nM Evaluated for inhibitory activity against Phosphodiesterase 1 (PDE1) purified from bovine aorta ChEMBL. 9216839
IC50 (binding) = 1900 nM Evaluated for inhibitory activity against Phosphodiesterase 1 (PDE1) purified from bovine aorta ChEMBL. 9216839
IC50 (binding) = 4500 nM Evaluated for inhibitory activity against Phosphodiesterase 5 (PDE5) purified from bovine lung ChEMBL. 9216839
IC50 (binding) = 4500 nM Evaluated for inhibitory activity against Phosphodiesterase 5 (PDE5) purified from bovine lung ChEMBL. 9216839
IC50 (binding) = 4500 nM Inhibition of PDE5 (unknown origin) ChEMBL. 24856068
IC50 (binding) = 90000 nM Inhibitory activity against phosphodiesterase 3 (PDE3) purified from bovine heart ChEMBL. 9216839
IC50 (binding) = 90000 nM Inhibitory activity against phosphodiesterase 3 (PDE3) purified from bovine heart ChEMBL. 9216839

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

2 literature references were collected for this gene.

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