Detailed information for compound 142676

Basic information

Technical information
  • TDR Targets ID: 142676
  • Name: 7-chloro-2-ethyl-4-(4-methylpiperazin-1-yl)-1 H-pyrazolo[4,3-c][1,5]benzodiazepine
  • MW: 344.842 | Formula: C17H21ClN6
  • H donors: 1 H acceptors: 2 LogP: 2.89 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCn1nc2c(c1)c(nc1c([nH]2)ccc(c1)Cl)N1CCN(CC1)C
  • InChi: 1S/C17H21ClN6/c1-3-24-11-13-16(21-24)19-14-5-4-12(18)10-15(14)20-17(13)23-8-6-22(2)7-9-23/h4-5,10-11H,3,6-9H2,1-2H3,(H,19,21)
  • InChiKey: DOZKGRLEQYKHHD-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 7-chloro-2-ethyl-4-(4-methyl-1-piperazinyl)-1H-pyrazolo[4,3-c][1,5]benzodiazepine
  • 7-chloro-2-ethyl-4-(4-methylpiperazino)-1H-pyrazolo[4,3-c][1,5]benzodiazepine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Muscarinic acetylcholine receptor Starlite/ChEMBL References
Rattus norvegicus Dopamine D2 receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Dopamine D2 receptor   444 aa 418 aa 23.0 %
Echinococcus granulosus g protein coupled receptor Dopamine D2 receptor   444 aa 457 aa 21.0 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Dopamine D2 receptor   444 aa 476 aa 24.2 %
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Dopamine D2 receptor   444 aa 487 aa 23.8 %
Schistosoma mansoni growth hormone secretagogue receptor Muscarinic acetylcholine receptor   466 aa 462 aa 19.9 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Dopamine D2 receptor   444 aa 440 aa 30.0 %
Loa Loa (eye worm) hypothetical protein Dopamine D2 receptor   444 aa 433 aa 21.2 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Dopamine D2 receptor   444 aa 432 aa 30.8 %
Echinococcus multilocularis g protein coupled receptor Dopamine D2 receptor   444 aa 465 aa 21.5 %
Echinococcus granulosus alpha 1A adrenergic receptor Muscarinic acetylcholine receptor   466 aa 459 aa 20.0 %
Schistosoma mansoni amine GPCR Dopamine D2 receptor   444 aa 424 aa 32.1 %
Schistosoma japonicum ko:K04207 neuropeptide Y receptor Y5, putative Dopamine D2 receptor   444 aa 386 aa 19.7 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Muscarinic acetylcholine receptor   466 aa 461 aa 23.9 %
Echinococcus multilocularis serotonin receptor Dopamine D2 receptor   444 aa 428 aa 31.3 %
Schistosoma mansoni biogenic amine receptor Dopamine D2 receptor   444 aa 452 aa 30.1 %
Schistosoma japonicum Octopamine receptor, putative Dopamine D2 receptor   444 aa 456 aa 29.4 %
Schistosoma mansoni biogenic amine (dopamine) receptor Dopamine D2 receptor   444 aa 494 aa 26.3 %
Echinococcus multilocularis alpha 1A adrenergic receptor Muscarinic acetylcholine receptor   466 aa 459 aa 21.1 %
Echinococcus granulosus biogenic amine 5HT receptor Dopamine D2 receptor   444 aa 429 aa 31.7 %
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Dopamine D2 receptor   444 aa 474 aa 23.4 %
Schistosoma japonicum Octopamine receptor 1, putative Muscarinic acetylcholine receptor   466 aa 412 aa 22.6 %
Onchocerca volvulus Muscarinic acetylcholine receptor   466 aa 472 aa 24.6 %
Schistosoma mansoni biogenic amine receptor Muscarinic acetylcholine receptor   466 aa 484 aa 24.4 %
Schistosoma mansoni ancient conserved domain protein 2 (cyclin m2) Muscarinic acetylcholine receptor   466 aa 461 aa 26.0 %
Loa Loa (eye worm) TYRA-2 protein Muscarinic acetylcholine receptor   466 aa 497 aa 24.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0017 0.0329 0.0565
Brugia malayi Immunoglobulin I-set domain containing protein 0.0017 0.0323 0.0555
Schistosoma mansoni hypothetical protein 0.0041 0.1335 0.1759
Echinococcus granulosus Ankyrin 0.0017 0.0329 0.0329
Schistosoma mansoni transcription factor LCR-F1 0.0041 0.1335 0.1759
Entamoeba histolytica DEAD/DEAH box helicase, putative 0.0152 0.5825 1
Onchocerca volvulus Eukaryotic initiation factor 4A homolog 0.0152 0.5825 1
Treponema pallidum ATP-dependent RNA helicase 0.0152 0.5825 0.5
Echinococcus granulosus netrin receptor unc 5 0.0017 0.0323 0.0323
Plasmodium vivax RNA helicase-1, putative 0.0152 0.5825 1
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0041 0.1335 0.1335
Echinococcus multilocularis netrin receptor unc 5 0.0017 0.0323 0.0323
Loa Loa (eye worm) hypothetical protein 0.0152 0.5825 1
Echinococcus granulosus eukaryotic initiation factor 4A 0.0152 0.5825 0.5825
Toxoplasma gondii eukaryotic initiation factor-4A, putative 0.0152 0.5825 1
Schistosoma mansoni retinoblastoma-binding protein 4 (rbbp4) 0.0017 0.0329 0.0433
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.0018 0.039 0.039
Schistosoma mansoni DEAD box ATP-dependent RNA helicase 0.0152 0.5825 0.7676
Brugia malayi eukaryotic initiation factor 4A 0.0152 0.5825 1
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0041 0.1335 0.1335
Brugia malayi Uncoordinated protein 44 0.0017 0.0323 0.0555
Trypanosoma brucei Eukaryotic initiation factor 4A-1 0.0152 0.5825 1
Echinococcus multilocularis isocitrate dehydrogenase 0.0018 0.039 0.039
Trypanosoma cruzi Eukaryotic initiation factor 4A-1 0.0152 0.5825 1
Echinococcus granulosus death domain containing protein 0.0017 0.0323 0.0323
Loa Loa (eye worm) isocitrate dehydrogenase 0.0018 0.039 0.0669
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0018 0.039 0.039
Echinococcus multilocularis geminin 0.0195 0.7588 0.7588
Leishmania major eukaryotic initiation factor 4a, putative 0.0152 0.5825 1
Echinococcus multilocularis eukaryotic initiation factor 4A 0.0152 0.5825 0.5825
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0018 0.039 0.039
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.0018 0.039 0.039
Leishmania major eukaryotic initiation factor 4a, putative 0.0152 0.5825 1
Schistosoma mansoni hypothetical protein 0.0017 0.0323 0.0426
Loa Loa (eye worm) immunoglobulin I-set domain-containing protein 0.0017 0.0323 0.0555
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0018 0.039 0.0514
Echinococcus multilocularis nuclear factor of activated T cells 5 0.0254 1 1
Brugia malayi hypothetical protein 0.0041 0.1335 0.2292
Trichomonas vaginalis DEAD box ATP-dependent RNA helicase, putative 0.0152 0.5825 0.5
Trypanosoma cruzi Eukaryotic initiation factor 4A-1 0.0152 0.5825 1
Brugia malayi Protein kinase domain containing protein 0.0017 0.0323 0.0555
Brugia malayi Isocitrate dehydrogenase 0.0018 0.039 0.0669
Mycobacterium tuberculosis Probable cold-shock DeaD-box protein A homolog DeaD (ATP-dependent RNA helicase dead homolog) 0.0152 0.5825 1
Onchocerca volvulus Netrin receptor homolog 0.0017 0.0323 0.0555
Echinococcus multilocularis Ankyrin 0.0017 0.0329 0.0329
Brugia malayi Death domain containing protein 0.0017 0.0323 0.0555
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0018 0.039 0.039
Schistosoma mansoni hypothetical protein 0.0195 0.7588 1
Loa Loa (eye worm) hypothetical protein 0.0017 0.0323 0.0555
Schistosoma mansoni DEAD box ATP-dependent RNA helicase 0.0152 0.5825 0.7676
Brugia malayi isocitrate dehydrogenase 0.0018 0.039 0.0669
Echinococcus multilocularis eukaryotic initiation factor 4A III 0.0152 0.5825 0.5825
Schistosoma mansoni netrin receptor unc5 0.0017 0.0323 0.0426
Trichomonas vaginalis DEAD box ATP-dependent RNA helicase, putative 0.0152 0.5825 0.5
Echinococcus granulosus eukaryotic initiation factor 4A III 0.0152 0.5825 0.5825
Echinococcus multilocularis ankyrin repeat and death domain containing protein 0.0017 0.0323 0.0323
Giardia lamblia Translation initiation factor eIF-4A, putative 0.0152 0.5825 0.5
Echinococcus granulosus geminin 0.0195 0.7588 0.7588
Trichomonas vaginalis DEAD box ATP-dependent RNA helicase, putative 0.0152 0.5825 0.5
Schistosoma mansoni ankyrin 23/unc44 0.0017 0.0323 0.0426
Schistosoma mansoni hypothetical protein 0.0195 0.7588 1
Plasmodium falciparum eukaryotic initiation factor 4A 0.0152 0.5825 1
Echinococcus granulosus ankyrin repeat and death domain containing protein 0.0017 0.0323 0.0323

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) 0 Compound behavior in rat; NT is Not Tested ChEMBL. 2573732
ED (functional) > 15 mg kg-1 Compound administered perorally was evaluated for the conditioned avoidance response in rats ChEMBL. 2573732
ED (functional) = 20 mg kg-1 Rotarod response in rat to assess muscular incoordination (following p.o. dosing) ChEMBL. 2573732
EDmin (functional) = 6.25 mg kg-1 Compound administered perorally was evaluated for the hypothermia (rectal temperature) in mice ChEMBL. 2573732
EDmin (functional) = 6.25 mg kg-1 Compound administered perorally was evaluated for the hypothermia (rectal temperature) in mice ChEMBL. 2573732
EDmin (functional) > 400 mg kg-1 Dose below which no catalepsy was observed at any time period (following p.o. dosing) ChEMBL. 2573732
EDmin (functional) > 400 mg kg-1 Dose below which no catalepsy was observed at any time period (following p.o. dosing) ChEMBL. 2573732
IC50 (binding) = 0.34 uM Inhibition of [3H]-spiperone binding to dopamine receptor D2 from rat brain striatum ChEMBL. 2573732
IC50 (binding) = 0.34 uM Inhibition of [3H]-spiperone binding to dopamine receptor D2 from rat brain striatum ChEMBL. 2573732
IC50 (binding) > 1 uM Inhibition of [3H]-QNB binding to muscarinic cholinergic receptor from male Olac rat brain. ChEMBL. 2573732
IC50 (binding) > 1 uM Inhibition of [3H]-QNB binding to muscarinic cholinergic receptor from male Olac rat brain. ChEMBL. 2573732

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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