TDR Targets

Basic information

Technical information

TDR Targets ID: 143488
Name: 7,8-dichloro-2-methyl-4-(4-methylpiperazin-1- yl)-1H-pyrazolo[4,3-c][1,5]benzodiazepine
MW: 365.26 | Formula: C16H18Cl2N6
H donors: 1 H acceptors: 2 LogP: 3.21 Rotable bonds: 1
Rule of 5 violations (Lipinski): 1
SMILES: CN1CCN(CC1)c1nc2cc(Cl)c(cc2[nH]c2c1cn(n2)C)Cl
InChi: 1S/C16H18Cl2N6/c1-22-3-5-24(6-4-22)16-10-9-23(2)21-15(10)19-13-7-11(17)12(18)8-14(13)20-16/h7-9H,3-6H2,1-2H3,(H,19,21)
InChiKey: YRASTUQIHBHSPV-UHFFFAOYSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

7,8-dichloro-2-methyl-4-(4-methyl-1-piperazinyl)-1H-pyrazolo[4,3-c][1,5]benzodiazepine
7,8-dichloro-2-methyl-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	Dopamine D2 receptor	Starlite/ChEMBL	References
Rattus norvegicus	Muscarinic acetylcholine 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	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 %
Echinococcus granulosus	alpha 1A adrenergic receptor	Muscarinic acetylcholine receptor	466 aa	459 aa	20.0 %
Echinococcus multilocularis	alpha 1A adrenergic receptor	Muscarinic acetylcholine receptor	466 aa	459 aa	21.1 %
Loa Loa (eye worm)	hypothetical protein	Dopamine D2 receptor	444 aa	433 aa	21.2 %
Loa Loa (eye worm)	TYRA-2 protein	Muscarinic acetylcholine receptor	466 aa	497 aa	24.7 %
Schistosoma mansoni	ancient conserved domain protein 2 (cyclin m2)	Muscarinic acetylcholine receptor	466 aa	461 aa	26.0 %
Onchocerca volvulus		Muscarinic acetylcholine receptor	466 aa	472 aa	24.6 %
Echinococcus granulosus	biogenic amine 5HT receptor	Dopamine D2 receptor	444 aa	429 aa	31.7 %
Schistosoma japonicum	ko:K04136 adrenergic receptor, alpha 1b, putative	Dopamine D2 receptor	444 aa	440 aa	30.0 %
Echinococcus multilocularis	g protein coupled receptor	Dopamine D2 receptor	444 aa	465 aa	21.5 %
Schistosoma japonicum	ko:K04145 dopamine receptor D2, putative	Muscarinic acetylcholine receptor	466 aa	461 aa	23.9 %
Schistosoma mansoni	biogenic amine receptor	Muscarinic acetylcholine receptor	466 aa	484 aa	24.4 %
Schistosoma japonicum	ko:K04207 neuropeptide Y receptor Y5, putative	Dopamine D2 receptor	444 aa	386 aa	19.7 %
Onchocerca volvulus	RB1-inducible coiled-coil protein 1 homolog	Dopamine D2 receptor	444 aa	474 aa	23.4 %
Schistosoma mansoni	growth hormone secretagogue receptor	Muscarinic acetylcholine receptor	466 aa	462 aa	19.9 %
Echinococcus granulosus	g protein coupled receptor	Dopamine D2 receptor	444 aa	457 aa	21.0 %
Schistosoma mansoni	amine GPCR	Dopamine D2 receptor	444 aa	424 aa	32.1 %
Schistosoma japonicum	Octopamine receptor 1, putative	Muscarinic acetylcholine receptor	466 aa	412 aa	22.6 %
Schistosoma mansoni	biogenic amine receptor	Dopamine D2 receptor	444 aa	452 aa	30.1 %
Onchocerca volvulus		Dopamine D2 receptor	444 aa	418 aa	23.0 %
Schistosoma japonicum	Octopamine receptor, putative	Dopamine D2 receptor	444 aa	456 aa	29.4 %
Schistosoma japonicum	ko:K04145 dopamine receptor D2, putative	Dopamine D2 receptor	444 aa	432 aa	30.8 %
Schistosoma mansoni	biogenic amine (dopamine) receptor	Dopamine D2 receptor	444 aa	494 aa	26.3 %
Echinococcus multilocularis	serotonin receptor	Dopamine D2 receptor	444 aa	428 aa	31.3 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Chlamydia trachomatis	ATP-dependent Clp protease proteolytic subunit	0.0085	0.1202	0.5
Brugia malayi	Smad1	0.0035	0.0177	0.0177
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.0033	0.0143	0.0192
Schistosoma mansoni	smad1 5 8 and	0.0035	0.0177	0.0289
Plasmodium vivax	ATP-dependent Clp protease proteolytic subunit, putative	0.0085	0.1202	1
Schistosoma mansoni	hypothetical protein	0.0035	0.0176	0.0288
Brugia malayi	Pre-SET motif family protein	0.003	0.0075	0.0075
Brugia malayi	MH2 domain containing protein	0.0035	0.0177	0.0177
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0111	0.1728	0.1728
Brugia malayi	RNA binding protein	0.0203	0.36	0.36
Onchocerca volvulus		0.0239	0.4351	1
Schistosoma mansoni	hypothetical protein	0.0035	0.0176	0.0288
Loa Loa (eye worm)	hypothetical protein	0.0035	0.0176	0.0176
Schistosoma mansoni	smad1 5 8 and	0.0035	0.0177	0.0289
Schistosoma mansoni	Smad4	0.0035	0.0177	0.0289
Echinococcus multilocularis	tar DNA binding protein	0.0203	0.36	1
Brugia malayi	TAR-binding protein	0.0203	0.36	0.36
Loa Loa (eye worm)	hypothetical protein	0.0076	0.101	0.101
Brugia malayi	MH1 domain containing protein	0.0035	0.0177	0.0177
Schistosoma mansoni	smad	0.0035	0.0177	0.0289
Schistosoma mansoni	tar DNA-binding protein	0.0203	0.36	1
Plasmodium falciparum	ATP-dependent Clp protease proteolytic subunit	0.0085	0.1202	1
Loa Loa (eye worm)	hypothetical protein	0.0085	0.1202	0.1202
Trypanosoma cruzi	isocitrate dehydrogenase [NADP], mitochondrial precursor, putative	0.0033	0.0143	1
Schistosoma mansoni	tar DNA-binding protein	0.0203	0.36	1
Echinococcus multilocularis	GPCR, family 2	0.0035	0.0176	0.0288
Loa Loa (eye worm)	hypothetical protein	0.003	0.0075	0.0075
Treponema pallidum	ATP-dependent Clp protease proteolytic subunit	0.0085	0.1202	1
Echinococcus multilocularis	isocitrate dehydrogenase	0.0033	0.0143	0.0192
Brugia malayi	Probable ClpP-like protease	0.0085	0.1202	0.1202
Echinococcus multilocularis	mothers against decapentaplegic 5	0.0035	0.0177	0.0289
Echinococcus multilocularis	smad	0.0035	0.0177	0.0289
Loa Loa (eye worm)	MH1 domain-containing protein	0.0035	0.0177	0.0177
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.0033	0.0143	0.0192
Mycobacterium tuberculosis	Probable ATP-dependent CLP protease proteolytic subunit 2 ClpP2 (endopeptidase CLP 2)	0.0056	0.0601	1
Brugia malayi	MH2 domain containing protein	0.0035	0.0177	0.0177
Schistosoma mansoni	tar DNA-binding protein	0.0203	0.36	1
Schistosoma mansoni	fatty-acid amide hydrolase	0.0103	0.1564	0.4224
Toxoplasma gondii	hypothetical protein	0.0029	0.0059	0.0492
Trypanosoma cruzi	isocitrate dehydrogenase, putative	0.0033	0.0143	1
Mycobacterium tuberculosis	Probable ATP-dependent CLP protease proteolytic subunit 1 ClpP1 (endopeptidase CLP)	0.0056	0.0601	1
Toxoplasma gondii	ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein	0.0085	0.1202	1
Loa Loa (eye worm)	Smad1	0.0035	0.0177	0.0177
Schistosoma mansoni	hypothetical protein	0.0035	0.0176	0.0288
Brugia malayi	latrophilin 2 splice variant baaae	0.0076	0.101	0.101
Echinococcus multilocularis	ATP dependent Clp protease proteolytic subunit	0.0085	0.1202	0.3199
Loa Loa (eye worm)	pre-SET domain-containing protein family protein	0.021	0.3757	0.3757
Echinococcus granulosus	diuretic hormone 44 receptor GPRdih2	0.0035	0.0176	0.035
Toxoplasma gondii	histone lysine methyltransferase SET/SUV39	0.003	0.0075	0.0623
Brugia malayi	MH1 domain containing protein	0.0035	0.0177	0.0177
Echinococcus multilocularis	cadherin EGF LAG seven pass G type receptor	0.0035	0.0176	0.0288
Schistosoma mansoni	amidase	0.0103	0.1564	0.4224
Plasmodium vivax	isocitrate dehydrogenase [NADP], mitochondrial, putative	0.0033	0.0143	0.1187
Schistosoma mansoni	tar DNA-binding protein	0.0203	0.36	1
Echinococcus multilocularis	isocitrate dehydrogenase 2 (NADP+)	0.0033	0.0143	0.0192
Loa Loa (eye worm)	hypothetical protein	0.0103	0.1564	0.1564
Schistosoma mansoni	hypothetical protein	0.0076	0.101	0.2653
Plasmodium vivax	SET domain protein, putative	0.003	0.0075	0.0623
Echinococcus multilocularis	TGF beta signal transducer SmadC	0.0035	0.0177	0.0289
Chlamydia trachomatis	ATP-dependent Clp protease proteolytic subunit	0.0085	0.1202	0.5
Brugia malayi	Latrophilin receptor protein 2	0.0035	0.0176	0.0176
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.0033	0.0143	0.0192
Echinococcus multilocularis	peptidase Clp (S14 family)	0.0056	0.0601	0.1494
Echinococcus granulosus	mothers against decapentaplegic 5	0.0035	0.0177	0.0351
Trichomonas vaginalis	set domain proteins, putative	0.0239	0.4351	0.5
Plasmodium falciparum	ATP-dependent Clp protease proteolytic subunit	0.0029	0.0059	0.0492
Brugia malayi	Pre-SET motif family protein	0.021	0.3757	0.3757
Trypanosoma brucei	isocitrate dehydrogenase [NADP], mitochondrial precursor, putative	0.0033	0.0143	1
Loa Loa (eye worm)	transcription factor SMAD2	0.0515	1	1
Echinococcus granulosus	GPCR family 2	0.0035	0.0176	0.035
Mycobacterium ulcerans	ATP-dependent Clp protease proteolytic subunit	0.0085	0.1202	0.5
Wolbachia endosymbiont of Brugia malayi	ATP-dependent Clp protease proteolytic subunit	0.0085	0.1202	0.5
Loa Loa (eye worm)	hypothetical protein	0.0111	0.1728	0.1728
Trypanosoma brucei	isocitrate dehydrogenase, putative	0.0033	0.0143	1
Plasmodium falciparum	isocitrate dehydrogenase [NADP], mitochondrial	0.0033	0.0143	0.1187
Brugia malayi	isocitrate dehydrogenase	0.0033	0.0143	0.0143
Loa Loa (eye worm)	TAR-binding protein	0.0203	0.36	0.36
Loa Loa (eye worm)	RNA recognition domain-containing protein domain-containing protein	0.0203	0.36	0.36
Mycobacterium ulcerans	ATP-dependent Clp protease proteolytic subunit	0.0085	0.1202	0.5
Echinococcus granulosus	smad	0.0035	0.0177	0.0351
Schistosoma mansoni	peptidase Clp (S14 family)	0.0085	0.1202	0.3199
Echinococcus granulosus	histone lysine methyltransferase setb	0.003	0.0075	0.0064
Echinococcus granulosus	cadherin EGF LAG seven pass G type receptor	0.0035	0.0176	0.035
Loa Loa (eye worm)	MH2 domain-containing protein	0.0035	0.0177	0.0177
Loa Loa (eye worm)	isocitrate dehydrogenase	0.0033	0.0143	0.0143
Schistosoma mansoni	NADP-specific isocitrate dehydrogenase	0.0033	0.0143	0.0192
Schistosoma mansoni	tar DNA-binding protein	0.0203	0.36	1
Toxoplasma gondii	ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein	0.0085	0.1202	1
Plasmodium vivax	ATP-dependent Clp protease proteolytic subunit, putative	0.0029	0.0059	0.0492
Loa Loa (eye worm)	RNA binding protein	0.0203	0.36	0.36
Echinococcus granulosus	fatty acid amide hydrolase 1	0.0103	0.1564	0.4261
Echinococcus granulosus	fatty acid amide hydrolase 1	0.0103	0.1564	0.4261
Echinococcus granulosus	ATP dependent Clp protease proteolytic subunit	0.0085	0.1202	0.3242
Echinococcus granulosus	tar DNA binding protein	0.0203	0.36	1
Echinococcus multilocularis	Smad4	0.0035	0.0177	0.0289
Brugia malayi	Isocitrate dehydrogenase	0.0033	0.0143	0.0143
Schistosoma mansoni	smad1 5 8 and	0.0035	0.0177	0.0289
Brugia malayi	calcium-independent alpha-latrotoxin receptor 2, putative	0.0035	0.0176	0.0176
Mycobacterium leprae	PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 1 CLPP1 (ENDOPEPTIDASE CLP)	0.0056	0.0601	0.4744
Echinococcus granulosus	NADP dependent isocitrate dehydrogenase	0.0033	0.0143	0.0255
Echinococcus multilocularis	fatty acid amide hydrolase 1	0.0103	0.1564	0.4224
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0111	0.1728	0.1728
Toxoplasma gondii	isocitrate dehydrogenase	0.0033	0.0143	0.1187
Echinococcus multilocularis	diuretic hormone 44 receptor GPRdih2	0.0035	0.0176	0.0288
Leishmania major	isocitrate dehydrogenase [NADP], mitochondrial precursor, putative	0.0033	0.0143	1
Echinococcus multilocularis	fatty acid amide hydrolase 1	0.0103	0.1564	0.4224
Brugia malayi	amidase	0.0103	0.1564	0.1564
Echinococcus granulosus	Smad4	0.0035	0.0177	0.0351
Toxoplasma gondii	isocitrate dehydrogenase	0.0033	0.0143	0.1187
Loa Loa (eye worm)	latrophilin receptor protein 2	0.0035	0.0176	0.0176
Loa Loa (eye worm)	MH2 domain-containing protein	0.0515	1	1
Schistosoma mansoni	hypothetical protein	0.0035	0.0176	0.0288
Mycobacterium leprae	PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 2 CLPP2 (ENDOPEPTIDASE CLP 2)	0.0085	0.1202	1
Schistosoma mansoni	TGF-beta signal transducer Smad2	0.0035	0.0177	0.0289
Brugia malayi	RNA recognition motif domain containing protein	0.0203	0.36	0.36
Echinococcus granulosus	peptidase Clp S14 family	0.0056	0.0601	0.1548
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0111	0.1728	0.1728
Echinococcus granulosus	TGF beta signal transducer SmadC	0.0035	0.0177	0.0351

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (functional)	0	Compound behavior in rat; NT is Not Tested	ChEMBL.	2573732
ED (functional)	> 20 mg kg-1	Compound administered perorally was evaluated for the conditioned avoidance response in rats	ChEMBL.	2573732
ED (functional)	> 50 mg kg-1	Rotarod response in rat to assess muscular incoordination (following p.o. dosing)	ChEMBL.	2573732
EDmin (functional)	= 25 mg kg-1	Compound administered perorally was evaluated for the hypothermia (rectal temperature ) in mice	ChEMBL.	2573732
EDmin (functional)	= 25 mg kg-1	Compound administered perorally was evaluated for the hypothermia (rectal temperature ) in mice	ChEMBL.	2573732
EDmin (functional)	= 50 mg kg-1	Dose below which no catalepsy was observed at any time period (following p.o. dosing)	ChEMBL.	2573732
EDmin (functional)	= 50 mg kg-1	Dose below which no catalepsy was observed at any time period (following p.o. dosing)	ChEMBL.	2573732
IC50 (binding)	> 1 uM	Compound was evaluated for the inhibition of [3H]-QNB binding to Muscarinic acetylcholine receptor from male Olac rat brain.	ChEMBL.	2573732
IC50 (binding)	> 1 uM	Compound was evaluated for the inhibition of [3H]-QNB binding to Muscarinic acetylcholine receptor from male Olac rat brain.	ChEMBL.	2573732
IC50 (binding)	> 10 uM	Inhibition of [3H]-spiperone binding to Dopamine receptor D2 from striatum of the rat brain	ChEMBL.	2573732
IC50 (binding)	> 10 uM	Inhibition of [3H]-spiperone binding to Dopamine receptor D2 from striatum of the 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

ChEMBL: CHEMBL315131
PubChem: 12888792

Bibliographic References

1 literature reference was collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 143488