Detailed information for compound 110333

Basic information

Technical information
  • TDR Targets ID: 110333
  • Name: 4-chloro-2-[4-[4-(2-chlorophenyl)piperazin-1- yl]butyl]-5-[4-(furan-2-carbonyl)piperazin-1- yl]pyridazin-3-one
  • MW: 559.487 | Formula: C27H32Cl2N6O3
  • H donors: 0 H acceptors: 2 LogP: 3.94 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 2
  • SMILES: O=C(c1ccco1)N1CCN(CC1)c1cnn(c(=O)c1Cl)CCCCN1CCN(CC1)c1ccccc1Cl
  • InChi: 1S/C27H32Cl2N6O3/c28-21-6-1-2-7-22(21)32-13-11-31(12-14-32)9-3-4-10-35-27(37)25(29)23(20-30-35)33-15-17-34(18-16-33)26(36)24-8-5-19-38-24/h1-2,5-8,19-20H,3-4,9-18H2
  • InChiKey: MYQFHBMUOPPVPJ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 4-chloro-2-[4-[4-(2-chlorophenyl)-1-piperazinyl]butyl]-5-[4-[2-furyl(oxo)methyl]-1-piperazinyl]-3-pyridazinone
  • 4-chloro-2-[4-[4-(2-chlorophenyl)piperazin-1-yl]butyl]-5-[4-(furan-2-ylcarbonyl)piperazin-1-yl]pyridazin-3-one
  • 4-chloro-2-[4-[4-(2-chlorophenyl)piperazino]butyl]-5-[4-(2-furoyl)piperazino]pyridazin-3-one
  • 4-chloro-2-[4-[4-(2-chlorophenyl)-1-piperazinyl]butyl]-5-[4-(2-furyl-oxomethyl)-1-piperazinyl]-3-pyridazinone
  • 4-chloro-2-[4-[4-(2-chlorophenyl)piperazin-1-yl]butyl]-5-(4-furan-2-ylcarbonylpiperazin-1-yl)pyridazin-3-one

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Adrenergic receptor alpha-2 Starlite/ChEMBL References
Rattus norvegicus Adrenergic receptor alpha-1 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 Adrenergic receptor alpha-2   450 aa 467 aa 25.1 %
Echinococcus multilocularis serotonin receptor Adrenergic receptor alpha-2   450 aa 426 aa 31.9 %
Onchocerca volvulus Adrenergic receptor alpha-2   450 aa 420 aa 19.8 %
Loa Loa (eye worm) TYRA-2 protein Adrenergic receptor alpha-2   450 aa 488 aa 23.8 %
Schistosoma mansoni biogenic amine (5HT) receptor Adrenergic receptor alpha-2   450 aa 433 aa 27.9 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Adrenergic receptor alpha-2   450 aa 473 aa 24.1 %
Echinococcus multilocularis neuropeptides capa receptor Adrenergic receptor alpha-2   450 aa 486 aa 20.6 %
Echinococcus granulosus biogenic amine 5HT receptor Adrenergic receptor alpha-2   450 aa 423 aa 31.7 %
Schistosoma japonicum ko:K04207 neuropeptide Y receptor Y5, putative Adrenergic receptor alpha-2   450 aa 378 aa 20.9 %
Echinococcus multilocularis alpha 1A adrenergic receptor Adrenergic receptor alpha-2   450 aa 478 aa 20.7 %
Echinococcus multilocularis fmrfamide receptor Adrenergic receptor alpha-2   450 aa 366 aa 19.9 %
Echinococcus granulosus alpha 1A adrenergic receptor Adrenergic receptor alpha-2   450 aa 476 aa 21.0 %
Schistosoma mansoni amine GPCR Adrenergic receptor alpha-2   450 aa 439 aa 29.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis guanylate cyclase, putative 0.0064 0.0471 0.1314
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0125 0.1232 0.266
Onchocerca volvulus 0.0209 0.2278 0.4486
Trichomonas vaginalis conserved hypothetical protein 0.0064 0.0471 0.1314
Trypanosoma cruzi metacaspase 5, putative 0.0225 0.247 0.5755
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0225 0.247 1
Leishmania major 3-oxoacyl-(acyl-carrier protein) reductase, putative 0.0122 0.1192 0.2559
Echinococcus granulosus tumor protein p63 0.0332 0.3809 0.5385
Schistosoma mansoni ubiquitin-specific peptidase 8 (C19 family) 0.0152 0.1572 0.2222
Onchocerca volvulus Cell death protein 3 homolog 0.0434 0.5078 1
Schistosoma mansoni ubiquitin-specific peptidase 2 (C19 family) 0.0152 0.1572 0.2222
Echinococcus multilocularis Aryl hydrocarbon receptor nuclear 0.0064 0.0471 0.0665
Onchocerca volvulus 0.0183 0.1949 0.3839
Schistosoma mansoni caspase-7 (C14 family) 0.0434 0.5078 0.7179
Echinococcus granulosus ubiquitin specific protease 41 0.0152 0.1572 0.2222
Brugia malayi Ubiquitin carboxyl-terminal hydrolase family protein 0.0152 0.1572 0.1572
Trypanosoma brucei metacaspase 0.0225 0.247 0.5755
Brugia malayi 3-hydroxyacyl-CoA dehydrogenase type II 0.0122 0.1192 0.1192
Trichomonas vaginalis Clan CA, family C19, ubiquitin hydrolase-like cysteine peptidase 0.0152 0.1572 0.6097
Echinococcus granulosus caspase 2 0.0434 0.5078 0.7179
Onchocerca volvulus 0.0064 0.0471 0.0927
Echinococcus granulosus inositol monophosphatase 1 0.004 0.0168 0.0238
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0225 0.247 1
Echinococcus multilocularis ubiquitin specific protease 41 0.0152 0.1572 0.2222
Mycobacterium ulcerans short-chain type dehydrogenase/reductase 0.0122 0.1192 0.5747
Mycobacterium ulcerans aldehyde dehydrogenase 0.0125 0.1232 0.5974
Brugia malayi Cell death protein 3 precursor 0.0434 0.5078 0.5078
Echinococcus granulosus aryl hydrocarbon receptor 0.0064 0.0471 0.0665
Leishmania major cytochrome p450-like protein 0.0062 0.0437 0.0673
Brugia malayi Hint module family protein 0.0104 0.097 0.097
Trichomonas vaginalis adenylate and guanylate cyclases, putative 0.0064 0.0471 0.1314
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0225 0.247 1
Trichomonas vaginalis soluble guanylate cyclase gcy, putative 0.0064 0.0471 0.1314
Schistosoma mansoni aldehyde dehydrogenase 0.0125 0.1232 0.1742
Loa Loa (eye worm) hypothetical protein 0.0064 0.0471 0.0471
Toxoplasma gondii ICE family protease (caspase) p20 domain-containing protein 0.0225 0.247 1
Trypanosoma brucei ubiquitin carboxyl-terminal hydrolase, putative 0.0152 0.1572 0.3509
Schistosoma mansoni cellular tumor antigen P53 0.0049 0.0276 0.039
Echinococcus granulosus single minded 2 0.0183 0.1949 0.2756
Trichomonas vaginalis guanylate cyclase, putative 0.0064 0.0471 0.1314
Schistosoma mansoni hypothetical protein 0.028 0.3155 0.4461
Echinococcus granulosus apoptotic protease activating factor 1 0.0209 0.2278 0.3221
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0225 0.247 1
Leishmania major protein kinase, putative 0.0064 0.0471 0.0756
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0125 0.1232 0.1742
Echinococcus multilocularis transfer RNA-Lys 0.0183 0.1949 0.2756
Chlamydia trachomatis two component regulatory system sensor histidine kinase 0.0064 0.0471 0.5
Leishmania major ubiquitin hydrolase, putative,cysteine peptidase, Clan CA, family C19, putative 0.0152 0.1572 0.3509
Onchocerca volvulus 0.0049 0.0276 0.0544
Trypanosoma cruzi ubiquitin carboxyl-terminal hydrolase, putative 0.0152 0.1572 0.3509
Echinococcus multilocularis hedgehog 0.0384 0.4455 0.6299
Schistosoma mansoni caspase-7 (C14 family) 0.0594 0.7073 1
Echinococcus granulosus ubiquitin carboxyl terminal hydrolase 8 0.0152 0.1572 0.2222
Trichomonas vaginalis adenylate cyclase, putative 0.0064 0.0471 0.1314
Schistosoma mansoni subfamily C14A unassigned peptidase (C14 family) 0.0225 0.247 0.3492
Loa Loa (eye worm) hypothetical protein 0.0152 0.1572 0.1572
Trichomonas vaginalis adenylate and guanylate cyclases, putative 0.0064 0.0471 0.1314
Plasmodium vivax hypothetical protein, conserved 0.0225 0.247 0.5
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0125 0.1232 0.1742
Trypanosoma cruzi PAS-domain containing phosphoglycerate kinase, putative 0.0064 0.0471 0.0756
Trichomonas vaginalis conserved hypothetical protein 0.0225 0.247 1
Leishmania major metacaspase, putative 0.0225 0.247 0.5755
Loa Loa (eye worm) hypothetical protein 0.0209 0.2278 0.2278
Trypanosoma cruzi metacaspase, putative 0.0225 0.247 0.5755
Trichomonas vaginalis adenylate and guanylate cyclases, putative 0.0064 0.0471 0.1314
Loa Loa (eye worm) hypothetical protein 0.0036 0.0118 0.0118
Brugia malayi hypothetical protein 0.0209 0.2278 0.2278
Trypanosoma cruzi STE group serine/threonine-protein kinase, putative 0.0064 0.0471 0.0756
Loa Loa (eye worm) hypothetical protein 0.0434 0.5078 0.5078
Echinococcus multilocularis 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0122 0.1192 0.1685
Trichomonas vaginalis conserved hypothetical protein 0.0225 0.247 1
Toxoplasma gondii aldehyde dehydrogenase 0.0125 0.1232 0.4622
Echinococcus multilocularis inositol monophosphatase 1 0.004 0.0168 0.0238
Schistosoma mansoni single-minded 0.0247 0.2749 0.3887
Trypanosoma cruzi ubiquitin carboxyl-terminal hydrolase, putative 0.0152 0.1572 0.3509
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 0.0062 0.0437 0.1512
Loa Loa (eye worm) hypothetical protein 0.0225 0.247 0.247
Echinococcus multilocularis apoptotic protease activating factor 1 0.0209 0.2278 0.3221
Leishmania major protein kinase, putative 0.0064 0.0471 0.0756
Trypanosoma cruzi STE/STE11 serine/threonine-protein kinase, putative 0.0064 0.0471 0.0756
Mycobacterium ulcerans aldehyde dehydrogenase 0.0125 0.1232 0.5974
Trypanosoma cruzi STE group serine/threonine-protein kinase, putative 0.0064 0.0471 0.0756
Loa Loa (eye worm) hypothetical protein 0.0184 0.1969 0.1969
Mycobacterium tuberculosis Probable short-chain type dehydrogenase/reductase 0.0122 0.1192 0.9637
Schistosoma mansoni aryl hydrocarbon receptor 0.0247 0.2749 0.3887
Mycobacterium ulcerans short-chain type dehydrogenase/reductase 0.0122 0.1192 0.5747
Echinococcus multilocularis Peptidase C19, ubiquitin carboxyl terminal hydrolase 2 0.0152 0.1572 0.2222
Trichomonas vaginalis conserved hypothetical protein 0.0225 0.247 1
Echinococcus multilocularis ubiquitin carboxyl terminal hydrolase 8 0.0152 0.1572 0.2222
Schistosoma mansoni hypothetical protein 0.0209 0.2278 0.3221
Mycobacterium ulcerans putative regulatory protein 0.0183 0.1949 1
Trypanosoma cruzi metacaspase, putative 0.0225 0.247 0.5755
Loa Loa (eye worm) CYP4Cod1 0.0062 0.0437 0.0437
Brugia malayi Hint module family protein 0.0104 0.097 0.097
Trichomonas vaginalis adenylate cyclase, type VII, putative 0.0064 0.0471 0.1314
Mycobacterium ulcerans aldehyde dehydrogenase 0.0125 0.1232 0.5974
Loa Loa (eye worm) hypothetical protein 0.0104 0.097 0.097
Toxoplasma gondii ICE family protease (caspase) p20 domain-containing protein 0.0225 0.247 1
Echinococcus multilocularis aryl hydrocarbon receptor 0.0064 0.0471 0.0665
Mycobacterium leprae Possible regulatory protein 0.0064 0.0471 1
Echinococcus multilocularis caspase 0.0594 0.7073 1
Trypanosoma cruzi cytochrome P450, putative 0.0062 0.0437 0.0673
Trypanosoma cruzi PAS-domain containing phosphoglycerate kinase, putative 0.0064 0.0471 0.0756
Loa Loa (eye worm) hypothetical protein 0.0104 0.097 0.097
Plasmodium falciparum metacaspase-like protein 0.0225 0.247 0.5
Trypanosoma cruzi metacaspase, putative 0.0225 0.247 0.5755
Trypanosoma brucei Metacaspase-4 0.0225 0.247 0.5755
Trypanosoma cruzi metacaspase 5, putative 0.0225 0.247 0.5755
Plasmodium falciparum metacaspase 1 0.0225 0.247 0.5
Echinococcus granulosus caspase 8 0.0225 0.247 0.3492
Leishmania major C-8 sterol isomerase-like protein 0.0361 0.4168 1
Brugia malayi mucosa associated lymphoid tissue lymphoma translocation protein 1 0.0225 0.247 0.247
Echinococcus granulosus caspase 3 0.0369 0.4273 0.6042
Trichomonas vaginalis conserved hypothetical protein 0.0064 0.0471 0.1314
Schistosoma mansoni inositol monophosphatase 0.004 0.0168 0.0238
Trichomonas vaginalis conserved hypothetical protein 0.0225 0.247 1
Trypanosoma brucei metacaspase MCA3 0.0225 0.247 0.5755
Loa Loa (eye worm) hypothetical protein 0.0829 1 1
Trypanosoma brucei cytochrome P450, putative 0.0062 0.0437 0.0673
Trypanosoma cruzi metacaspase, putative 0.0225 0.247 0.5755
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0225 0.247 1
Trypanosoma cruzi C-8 sterol isomerase, putative 0.0361 0.4168 1
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0225 0.247 1
Trypanosoma brucei C-8 sterol isomerase, putative 0.0361 0.4168 1
Trichomonas vaginalis conserved hypothetical protein 0.0064 0.0471 0.1314
Brugia malayi ERG2 and Sigma1 receptor like protein 0.0361 0.4168 0.4168
Trypanosoma cruzi cytochrome P450, putative 0.0062 0.0437 0.0673
Trichomonas vaginalis Clan CA, family C19, ubiquitin hydrolase-like cysteine peptidase 0.0152 0.1572 0.6097
Echinococcus granulosus Aryl hydrocarbon receptor nuclear 0.0064 0.0471 0.0665
Brugia malayi bHLH-PAS transcription factor 0.0183 0.1949 0.1949
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0225 0.247 1
Trypanosoma cruzi STE/STE11 serine/threonine-protein kinase, putative 0.0064 0.0471 0.0756
Echinococcus multilocularis caspase 2 0.0434 0.5078 0.7179
Brugia malayi PAS domain containing protein 0.0247 0.2749 0.2749
Loa Loa (eye worm) inositol-1 0.004 0.0168 0.0168
Echinococcus multilocularis caspase 3 0.0369 0.4273 0.6042
Brugia malayi Cytochrome P450 family protein 0.0062 0.0437 0.0437
Loa Loa (eye worm) cytochrome P450 family protein 0.0062 0.0437 0.0437
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0225 0.247 1
Echinococcus multilocularis tumor protein p63 0.0332 0.3809 0.5385
Echinococcus granulosus Peptidase C19 ubiquitin carboxyl terminal hydrolase 2 0.0152 0.1572 0.2222
Loa Loa (eye worm) aryl Hydrocarbon receptor Associated protein family member 0.0064 0.0471 0.0471
Echinococcus granulosus 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0122 0.1192 0.1685
Wolbachia endosymbiont of Brugia malayi fructose-1,6-bisphosphatase 0.004 0.0168 0.5
Loa Loa (eye worm) hypoxia-induced factor 1 0.0764 0.92 0.92
Echinococcus multilocularis caspase 3, apoptosis cysteine peptidase 0.0594 0.7073 1
Brugia malayi Inositol-1 0.004 0.0168 0.0168
Echinococcus granulosus caspase 0.0594 0.7073 1
Echinococcus multilocularis caspase 8 0.0225 0.247 0.3492
Schistosoma mansoni 3-hydroxyacyl-CoA dehydrogenase 0.0122 0.1192 0.1685
Brugia malayi Cytochrome P450 family protein 0.0062 0.0437 0.0437
Leishmania major PAS-domain containing phosphoglycerate kinase, putative 0.0064 0.0471 0.0756
Loa Loa (eye worm) 3-hydroxyacyl-CoA dehydrogenase type II 0.011 0.1045 0.1045
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0125 0.1232 1
Echinococcus granulosus caspase 3 apoptosis cysteine peptidase 0.0594 0.7073 1
Loa Loa (eye worm) hypothetical protein 0.0049 0.0276 0.0276
Echinococcus granulosus Desert hedgehog protein 0.0384 0.4455 0.6299
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0225 0.247 1
Trichomonas vaginalis conserved hypothetical protein 0.0225 0.247 1
Schistosoma mansoni caspase-3 (C14 family) 0.0594 0.7073 1
Giardia lamblia Ubiquitin carboxyl-terminal hydrolase 4 0.0152 0.1572 0.5
Trypanosoma brucei metacaspase 5, putative 0.0225 0.247 0.5755
Schistosoma mansoni aldehyde dehydrogenase 0.0125 0.1232 0.1742
Loa Loa (eye worm) cytochrome P450 family protein 0.0062 0.0437 0.0437
Trypanosoma brucei metacaspase MCA2 0.0225 0.247 0.5755
Entamoeba histolytica ubiquitin carboxyl-terminal hydrolase domain containing protein 0.0152 0.1572 1
Schistosoma mansoni inositol monophosphatase 0.004 0.0168 0.0238
Toxoplasma gondii ICE family protease (caspase) p20 domain-containing protein 0.0225 0.247 1
Trichomonas vaginalis conserved hypothetical protein 0.0152 0.1572 0.6097
Loa Loa (eye worm) hypothetical protein 0.0361 0.4168 0.4168
Plasmodium vivax metacaspase 1, putative 0.0225 0.247 0.5
Brugia malayi hypoxia-induced factor 1 0.0764 0.92 0.92
Trichomonas vaginalis conserved hypothetical protein 0.0225 0.247 1

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 19 nM Binding affinity towards alpha-1 adrenergic receptor in rat cortex membrane using [3H]-prazosin radioligand ChEMBL. 11405649
Ki (binding) = 19 nM Binding affinity towards alpha-1 adrenergic receptor in rat cortex membrane using [3H]-prazosin radioligand ChEMBL. 11405649
Ki (binding) = 280 nM Binding affinity towards alpha-2 adrenergic receptor in rat cortex membrane using [3H]-rauwolscine radioligand ChEMBL. 11405649
Ki (binding) = 280 nM Binding affinity towards alpha-2 adrenergic receptor in rat cortex membrane using [3H]-rauwolscine radioligand ChEMBL. 11405649
Ratio (binding) = 14.7 Ratio of binding affinity towards Alpha-2 and alpha-1 adrenergic receptor ChEMBL. 11405649

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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