Detailed information for compound 333787

Basic information

Technical information
  • TDR Targets ID: 333787
  • Name: 6-(2-chlorophenyl)-3-[2-[4-(2-chlorophenyl)pi perazin-1-yl]ethyl]-1,5-dihydropyrrolo[3,2-d] pyrimidine-2,4-dione
  • MW: 484.378 | Formula: C24H23Cl2N5O2
  • H donors: 2 H acceptors: 2 LogP: 4.3 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccccc1N1CCN(CC1)CCn1c(=O)[nH]c2c(c1=O)[nH]c(c2)c1ccccc1Cl
  • InChi: 1S/C24H23Cl2N5O2/c25-17-6-2-1-5-16(17)19-15-20-22(27-19)23(32)31(24(33)28-20)14-11-29-9-12-30(13-10-29)21-8-4-3-7-18(21)26/h1-8,15,27H,9-14H2,(H,28,33)
  • InChiKey: FMDAKEXJKXHJKI-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 6-(2-chlorophenyl)-3-[2-[4-(2-chlorophenyl)-1-piperazinyl]ethyl]-1,5-dihydropyrrolo[3,2-d]pyrimidine-2,4-dione
  • 6-(2-chlorophenyl)-3-[2-[4-(2-chlorophenyl)piperazino]ethyl]-1,5-dihydropyrrolo[3,2-d]pyrimidine-2,4-quinone
  • 6-(2-chlorophenyl)-3-[2-[4-(2-chlorophenyl)piperazin-1-yl]ethyl]-1,5-dihydropyrrolo[2,3-e]pyrimidine-2,4-dione
  • 6-(2-chlorophenyl)-3-[2-[4-(2-chlorophenyl)-1-piperazinyl]ethyl]-1,5-dihydropyrrolo[2,3-e]pyrimidine-2,4-dione
  • 6-(2-chlorophenyl)-3-[2-[4-(2-chlorophenyl)piperazin-1-yl]ethyl]-1,5-dihydropyrrolo[2,3-e]pyrimidine-2,4-quinone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Adrenergic receptor alpha-1 Starlite/ChEMBL References
Rattus norvegicus Dopamine D2 receptor Starlite/ChEMBL References
Rattus norvegicus Serotonin 1a (5-HT1a) receptor Starlite/ChEMBL References
Rattus norvegicus Dopamine D1 receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum 5-hydroxytryptamine receptor, putative Get druggable targets OG5_132667 All targets in OG5_132667
Schistosoma mansoni biogenic amine (5HT) receptor Get druggable targets OG5_133249 All targets in OG5_133249
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma japonicum expressed protein Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma japonicum 5-hydroxytryptamine receptor 1, putative Get druggable targets OG5_132667 All targets in OG5_132667
Schistosoma japonicum ko:K04153 5-hydroxytryptamine (serotonin) receptor 1A, putative Get druggable targets OG5_133249 All targets in OG5_133249
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma japonicum Octopamine receptor, putative Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus multilocularis serotonin receptor Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus granulosus biogenic amine 5HT receptor Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus multilocularis serotonin receptor Get druggable targets OG5_133249 All targets in OG5_133249
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus granulosus orexin receptor type 2 Serotonin 1a (5-HT1a) receptor   422 aa 369 aa 22.0 %
Echinococcus granulosus alpha 1A adrenergic receptor Serotonin 1a (5-HT1a) receptor   422 aa 452 aa 21.0 %
Echinococcus multilocularis g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 23.6 %
Loa Loa (eye worm) hypothetical protein Dopamine D1 receptor   446 aa 370 aa 24.9 %
Echinococcus multilocularis serotonin receptor Dopamine D2 receptor   444 aa 428 aa 31.3 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 407 aa 23.3 %
Schistosoma mansoni biogenic amine (dopamine) receptor Dopamine D2 receptor   444 aa 494 aa 26.3 %
Onchocerca volvulus Dopamine D1 receptor   446 aa 357 aa 21.0 %
Schistosoma japonicum IPR000276,Rhodopsin-like GPCR superfamily,domain-containing Serotonin 1a (5-HT1a) receptor   422 aa 417 aa 21.1 %
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Dopamine D2 receptor   444 aa 474 aa 23.4 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Dopamine D1 receptor   446 aa 366 aa 35.2 %
Loa Loa (eye worm) TYRA-2 protein Serotonin 1a (5-HT1a) receptor   422 aa 491 aa 27.3 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 390 aa 33.6 %
Schistosoma mansoni biogenic amine (5HT) receptor Dopamine D1 receptor   446 aa 394 aa 29.9 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Dopamine D1 receptor   446 aa 373 aa 25.5 %
Echinococcus granulosus g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 24.3 %
Echinococcus granulosus biogenic amine 5HT receptor Dopamine D2 receptor   444 aa 429 aa 31.7 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Dopamine D1 receptor   446 aa 407 aa 33.7 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 426 aa 29.6 %
Schistosoma japonicum IPR000276,Rhodopsin-like GPCR superfamily,domain-containing Serotonin 1a (5-HT1a) receptor   422 aa 392 aa 20.7 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Serotonin 1a (5-HT1a) receptor   422 aa 477 aa 24.3 %
Schistosoma mansoni amine GPCR Serotonin 1a (5-HT1a) receptor   422 aa 440 aa 31.6 %
Schistosoma japonicum Octopamine receptor 1, putative Serotonin 1a (5-HT1a) receptor   422 aa 424 aa 24.3 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Serotonin 1a (5-HT1a) receptor   422 aa 383 aa 30.5 %
Echinococcus multilocularis orexin receptor type 2 Serotonin 1a (5-HT1a) receptor   422 aa 369 aa 22.2 %
Schistosoma japonicum Octopamine receptor, putative Dopamine D2 receptor   444 aa 456 aa 29.4 %
Echinococcus multilocularis neuropeptides capa receptor Serotonin 1a (5-HT1a) receptor   422 aa 430 aa 20.0 %
Echinococcus granulosus g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 23.4 %
Echinococcus multilocularis g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 433 aa 22.4 %
Schistosoma mansoni peptide (FMRFamide/neurokinin-3)-like receptor Serotonin 1a (5-HT1a) receptor   422 aa 350 aa 20.6 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 436 aa 23.9 %
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Dopamine D2 receptor   444 aa 487 aa 23.8 %
Schistosoma mansoni biogenic amine receptor Dopamine D2 receptor   444 aa 452 aa 30.1 %
Schistosoma japonicum ko:K04207 neuropeptide Y receptor Y5, putative Serotonin 1a (5-HT1a) receptor   422 aa 339 aa 23.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0165 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0165 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0165 1 1
Echinococcus multilocularis aldo keto reductase 0.0165 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0165 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0165 1 0.5
Leishmania major prostaglandin f2-alpha synthase/D-arabinose dehydrogenase 0.0165 1 0.5
Echinococcus multilocularis aldo keto reductase 0.0165 1 1
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0165 1 0.5
Trichomonas vaginalis aldo/keto reductase, putative 0.0165 1 0.5
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0165 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0165 1 1
Echinococcus granulosus hypothetical protein 0.0165 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0165 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0165 1 1
Schistosoma mansoni pol-related 0.0165 1 1
Loa Loa (eye worm) oxidoreductase 0.0165 1 1
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0165 1 0.5
Giardia lamblia Aldose reductase 0.0165 1 0.5
Schistosoma mansoni aldo-keto reductase 0.0165 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0165 1 0.5
Echinococcus multilocularis serotonin receptor 0.0161 0.9172 0.9172
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0165 1 1
Onchocerca volvulus 0.0165 1 0.5
Entamoeba histolytica aldose reductase, putative 0.0165 1 0.5
Toxoplasma gondii aldose reductase, putative 0.0165 1 0.5
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0165 1 0.5
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0165 1 0.5
Entamoeba histolytica aldose reductase, putative 0.0165 1 0.5
Onchocerca volvulus 0.0165 1 0.5
Loa Loa (eye worm) oxidoreductase 0.0165 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0165 1 1
Echinococcus multilocularis serotonin receptor 0.0161 0.9172 0.9172
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0165 1 0.5
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0165 1 1
Trypanosoma cruzi aldo/keto reductase, putative 0.0165 1 0.5
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0165 1 0.5
Onchocerca volvulus 0.0165 1 0.5
Schistosoma mansoni aldo-keto reductase 0.0165 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0165 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0165 1 0.5
Trypanosoma brucei prostaglandin f synthase 0.0165 1 0.5
Trichomonas vaginalis aldo-keto reductase, putative 0.0165 1 0.5
Loa Loa (eye worm) oxidoreductase 0.0165 1 1
Echinococcus multilocularis aldo keto reductase 0.0165 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0165 1 1
Echinococcus granulosus aldo keto reductase 0.0165 1 1
Onchocerca volvulus 0.0165 1 0.5
Leishmania major prostaglandin f synthase, putative 0.0165 1 0.5
Trichomonas vaginalis aldo/keto reductase, putative 0.0165 1 0.5
Trypanosoma brucei aldo-keto reductase, putative 0.0165 1 0.5
Echinococcus multilocularis aldo keto reductase 0.0165 1 1
Mycobacterium ulcerans oxidoreductase 0.0165 1 0.5
Loa Loa (eye worm) oxidoreductase 0.0165 1 1
Echinococcus granulosus aldo keto reductase 0.0165 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0165 1 0.5
Trichomonas vaginalis aldo-keto reductase, putative 0.0165 1 0.5
Onchocerca volvulus 0.0165 1 0.5
Echinococcus granulosus biogenic amine 5HT receptor 0.0161 0.9172 0.9172
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0165 1 1
Trichomonas vaginalis aldo/keto reductase, putative 0.0165 1 0.5
Trichomonas vaginalis aldo-keto reductase, putative 0.0165 1 0.5
Trichomonas vaginalis aldo-keto reductase, putative 0.0165 1 0.5
Trypanosoma cruzi aldo-keto reductase 0.0165 1 0.5
Trichomonas vaginalis aldo-keto reductase, putative 0.0165 1 0.5
Leishmania major aldehyde reductase, putative,oxidoreductase, putative 0.0165 1 0.5
Mycobacterium leprae PROBABLE OXIDOREDUCTASE 0.0165 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0165 1 1
Loa Loa (eye worm) hypothetical protein 0.0165 1 1
Entamoeba histolytica aldose reductase, putative 0.0165 1 0.5
Leishmania major aldo-keto reductase-like protein 0.0165 1 0.5
Mycobacterium tuberculosis Probable oxidoreductase 0.0165 1 0.5
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0165 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0165 1 0.5
Onchocerca volvulus 0.0165 1 0.5
Loa Loa (eye worm) oxidoreductase 0.0165 1 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0165 1 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0165 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0165 1 0.5
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0165 1 1
Echinococcus granulosus aldo keto reductase 0.0165 1 1
Giardia lamblia Aldose reductase 0.0165 1 0.5
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0165 1 1
Trichomonas vaginalis aldo-keto reductase, putative 0.0165 1 0.5

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 0.46 nM Inhibition of [3H]-prazosin binding to Alpha-1 adrenergic receptor from rat cotex ChEMBL. 15801833
Ki (binding) = 0.46 nM Inhibition of [3H]-prazosin binding to Alpha-1 adrenergic receptor from rat cotex ChEMBL. 15801833
Ki (binding) = 27.79 nM Inhibition of [3H]-spiperone binding to Dopamine receptor D2 from rat striatum ChEMBL. 15801833
Ki (binding) = 27.79 nM Inhibition of [3H]-spiperone binding to Dopamine receptor D2 from rat striatum ChEMBL. 15801833
Ki (binding) > 10000 nM Inhibtion of [3H]-8-OH-DPAT binding to 5-hydroxytryptamine 1A receptor from rat hippocampus ChEMBL. 15801833
Ki (binding) > 10000 nM Inhibition of [3H]-SCH-23,390 binding to Dopamine receptor D1 from rat striatum ChEMBL. 15801833
Ki (binding) > 10000 nM Inhibtion of [3H]-8-OH-DPAT binding to 5-hydroxytryptamine 1A receptor from rat hippocampus ChEMBL. 15801833
Ki (binding) > 10000 nM Inhibition of [3H]-SCH-23,390 binding to Dopamine receptor D1 from rat striatum ChEMBL. 15801833
Ratio (binding) = 60 Relative binding affinity for Dopamine D2 and Alpha-1 adrenergic receptors ChEMBL. 15801833
Ratio (binding) > 20000 Relative binding affinity for 5-hydroxytryptamine 1A and Alpha-1 adrenergic receptors ChEMBL. 15801833
Ratio (binding) > 20000 Relative binding affinity for Dopamine D1 and Alpha-1 adrenergic receptors ChEMBL. 15801833

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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