Detailed information for compound 175153

Basic information

Technical information
  • TDR Targets ID: 175153
  • Name: 7-benzyl-8-(cyclopentylamino)-1,3-diethylpuri ne-2,6-dione
  • MW: 381.471 | Formula: C21H27N5O2
  • H donors: 1 H acceptors: 3 LogP: 3.48 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCn1c(=O)c2n(Cc3ccccc3)c(nc2n(c1=O)CC)NC1CCCC1
  • InChi: 1S/C21H27N5O2/c1-3-24-18-17(19(27)25(4-2)21(24)28)26(14-15-10-6-5-7-11-15)20(23-18)22-16-12-8-9-13-16/h5-7,10-11,16H,3-4,8-9,12-14H2,1-2H3,(H,22,23)
  • InChiKey: YUKFMPPPKQPGLW-UHFFFAOYSA-N  

Network

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Synonyms

  • 7-benzyl-8-(cyclopentylamino)-1,3-diethyl-purine-2,6-dione
  • 8-(cyclopentylamino)-1,3-diethyl-7-(phenylmethyl)purine-2,6-dione
  • 7-benzyl-8-(cyclopentylamino)-1,3-diethyl-xanthine
  • 7-(benzyl)-8-(cyclopentylamino)-1,3-diethyl-xanthine

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
Trypanosoma congolense 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 cAMP-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
Schistosoma japonicum expressed protein 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
Trypanosoma cruzi 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
Trichomonas vaginalis cAMP and cAMP-inhibited cGMP 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
Echinococcus multilocularis dual 3',5' cyclic AMP and GMP phosphodiesterase 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
Leishmania donovani cAMP specific 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
Trichomonas vaginalis cGMP-inhibited 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 conserved hypothetical protein 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 calcium/calmodulin-dependent 3,5-cyclic nucleotide 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 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
Echinococcus granulosus dual 3'5' cyclic AMP and GMP phosphodiesterase 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 rod cGMP-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
Trichomonas vaginalis cGMP-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 rod 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
Candida albicans similar to S. cerevisiae PDE2 (YOR360C) cAMP 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
Schistosoma japonicum Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11, 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
Toxoplasma gondii hypothetical protein 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
Trypanosoma brucei gambiense 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 conserved hypothetical protein 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 high-affinity cGMP-specific 3,5-cyclic 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 high-affinity cGMP-specific 3,5-cyclic 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
Trichomonas vaginalis high-affinity cGMP-specific 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 conserved 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
Trypanosoma cruzi 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
Trichomonas vaginalis cone 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
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-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
Trichomonas vaginalis cAMP-specific 3,5-cyclic 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 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
Trypanosoma brucei cAMP-specific phosphodiesterase 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

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
Trypanosoma brucei beta-ketoacyl-ACP synthase 0.0289 0.004 0.5
Mycobacterium tuberculosis Polyketide synthetase MbtD (polyketide synthase) 0.0354 0.0382 0.0505
Mycobacterium tuberculosis Probable fatty acid synthase Fas (fatty acid synthetase) 0.0361 0.0423 0.0558
Mycobacterium ulcerans Type I modular polyketide synthase 0.1151 0.4577 0.6023
Loa Loa (eye worm) AMP-binding enzyme family protein 0.1075 0.4179 0.4782
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.0926 0.3393 0.4452
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.1151 0.4577 0.6044
Mycobacterium tuberculosis Probable polyketide synthase Pks8 0.0941 0.3473 0.4587
Loa Loa (eye worm) acyl carrier protein 0.0529 0.1305 0.1462
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.1151 0.4577 0.6044
Mycobacterium leprae PROBABLE THIOESTERASE TESA 0.0959 0.3567 0.4398
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSC 0.1222 0.4953 0.6337
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsE 0.0761 0.2525 0.3299
Mycobacterium tuberculosis Probable polyketide synthase Pks1 0.0827 0.2871 0.3791
Schistosoma mansoni methyltransferase-related 0.0347 0.0345 1
Mycobacterium tuberculosis Probable polyketide synthase Pks9 0.0654 0.1963 0.2593
Onchocerca volvulus Fatty acid synthase homolog 0.2074 0.9438 1
Echinococcus multilocularis 3 oxoacyl (acyl carrier protein) synthase 0.0289 0.004 0.5
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsB 0.0926 0.3393 0.4452
Mycobacterium ulcerans thioesterase TesA 0.0959 0.3567 0.4682
Mycobacterium tuberculosis Probable multifunctional mycocerosic acid synthase membrane-associated Mas 0.1222 0.4953 0.6541
Mycobacterium ulcerans multifunctional mycocerosic acid synthase membrane-associated Mas 0.1222 0.4953 0.6522
Brugia malayi AMP-binding enzyme family protein 0.1075 0.4179 0.4155
Onchocerca volvulus 0.2003 0.9062 0.9285
Chlamydia trachomatis 3-oxoacyl-ACP synthase 0.0289 0.004 0.5
Mycobacterium ulcerans polyketide synthase Pks9 0.0761 0.2525 0.3299
Mycobacterium ulcerans Type I modular polyketide synthase 0.1151 0.4577 0.6023
Echinococcus granulosus 3 oxoacyl acyl carrier protein synthase 0.0289 0.004 0.5
Loa Loa (eye worm) hypothetical protein 0.1933 0.8695 1
Mycobacterium ulcerans polyketide synthase 0.1222 0.4953 0.6522
Mycobacterium leprae Probable multifunctional mycocerosic acid synthase membrane associated enzyme Mas 0.1222 0.4953 0.6337
Mycobacterium ulcerans Type I modular polyketide synthase 0.1151 0.4577 0.6023
Loa Loa (eye worm) hypothetical protein 0.0645 0.1914 0.2164
Mycobacterium tuberculosis Probable thioesterase TesA 0.0959 0.3567 0.4711
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSE 0.0761 0.2525 0.2941
Mycobacterium ulcerans polyketide synthase 0.1151 0.4577 0.6023
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSA 0.1151 0.4577 0.581
Toxoplasma gondii AMP-binding enzyme domain-containing protein 0.0582 0.1581 0.3136
Mycobacterium leprae Polyketide synthase Pks13 0.172 0.7572 1
Plasmodium falciparum 3-oxoacyl-acyl-carrier protein synthase I/II 0.0289 0.004 0.5
Mycobacterium tuberculosis Polyketide synthetase MbtC (polyketide synthase) 0.0396 0.0602 0.0795
Mycobacterium tuberculosis Probable polyketide synthase Pks5 0.1115 0.4391 0.5799
Trypanosoma cruzi beta-ketoacyl synthase family protein, putative 0.0289 0.004 0.5
Mycobacterium ulcerans polyketide synthase MbtD 0.0354 0.0382 0.0454
Mycobacterium tuberculosis Hypothetical protein 0.0347 0.0345 0.0455
Brugia malayi AMP-binding enzyme family protein 0.0354 0.0382 0.0343
Loa Loa (eye worm) fatty acid synthase 0.1135 0.4496 0.5149
Wolbachia endosymbiont of Brugia malayi 3-oxoacyl-ACP synthase 0.0289 0.004 0.5
Plasmodium vivax 3-oxoacyl-[acyl-carrier-protein] synthase i/ii, putative 0.0289 0.004 0.5
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSB 0.0926 0.3393 0.4155
Mycobacterium tuberculosis Phenyloxazoline synthase MbtB (phenyloxazoline synthetase) 0.1075 0.4179 0.5519
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.1151 0.4577 0.6044
Mycobacterium tuberculosis Polyketide synthase Pks12 0.1222 0.4953 0.6541
Mycobacterium leprae Probable polyketide synthase Pks1 0.1222 0.4953 0.6337
Mycobacterium tuberculosis Polyketide synthase Pks13 0.172 0.7572 1
Mycobacterium tuberculosis Probable membrane bound polyketide synthase Pks6 0.172 0.7572 1
Leishmania major hypothetical protein, conserved 0.0347 0.0345 1
Trichomonas vaginalis conserved hypothetical protein 0.0347 0.0345 0.5
Mycobacterium ulcerans fatty acid synthase Fas 0.0361 0.0423 0.0508
Mycobacterium tuberculosis Polyketide synthase Pks2 0.1115 0.4391 0.5799
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.1151 0.4577 0.6023
Giardia lamblia Methyltransferase like 2 0.0347 0.0345 0.5
Mycobacterium tuberculosis Probable polyketide synthase Pks7 0.1222 0.4953 0.6541
Mycobacterium ulcerans polyketide synthase Pks13 0.172 0.7572 1
Brugia malayi Methyltransferase-like protein 4 0.0347 0.0345 0.0306
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.1222 0.4953 0.6522
Brugia malayi Beta-ketoacyl synthase, N-terminal domain containing protein 0.1151 0.4577 0.4555
Toxoplasma gondii type I fatty acid synthase, putative 0.0819 0.2831 0.5682
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSD 0.1151 0.4577 0.581
Toxoplasma gondii type I fatty acid synthase, putative 0.1222 0.4953 1
Mycobacterium tuberculosis Conserved protein 0.0347 0.0345 0.0455
Trypanosoma cruzi beta-ketoacyl synthase family protein, putative 0.0289 0.004 0.5
Mycobacterium tuberculosis Probable polyketide synthase Pks15 0.0465 0.0969 0.128
Mycobacterium ulcerans thioesterase 0.0959 0.3567 0.4682
Toxoplasma gondii beta-ketoacyl synthase, N-terminal domain-containing protein 0.0747 0.2449 0.4903

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 10 nM Concentration required to inhibit phosphodiesterase type 5 (PDE5) isolated from corpus cavernosum by 50% was determined ChEMBL. 12372521
IC50 (binding) = 10 nM Concentration required to inhibit phosphodiesterase type 5 (PDE5) isolated from corpus cavernosum by 50% was determined ChEMBL. 12372521
Inhibition (binding) = 91 % Percentage inhibition against human phosphodiesterase type 5 isolated from corpus cavernosum at 100 nM. ChEMBL. 12372521
Inhibition (binding) = 91 % Percentage inhibition against human phosphodiesterase type 5 isolated from corpus cavernosum at 100 nM. ChEMBL. 12372521
Ratio (binding) 0 Relative inhibition of PDEs 1-4 and PDE5 (not available) ChEMBL. 12372521
Ratio (binding) = 21 Selectivity for PDE6 compared to PDE5. ChEMBL. 12372521

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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