Detailed information for compound 5164

Basic information

Technical information
  • TDR Targets ID: 5164
  • Name: 1,4-bis[4-(4,5-dihydro-1H-imidazol-2-yl)pheny l]piperazine
  • MW: 374.482 | Formula: C22H26N6
  • H donors: 2 H acceptors: 0 LogP: 1.56 Rotable bonds: 4 Rule of 5 violations (Lipinski): 1
  • SMILES: C1CN=C(N1)c1ccc(cc1)N1CCN(CC1)c1ccc(cc1)C1=NCCN1
  • InChi: 1S/C22H26N6/c1-5-19(6-2-17(1)21-23-9-10-24-21)27-13-15-28(16-14-27)20-7-3-18(4-8-20)22-25-11-12-26-22/h1-8H,9-16H2,(H,23,24)(H,25,26)
  • InChiKey: SBVUTMQIJNCYIG-UHFFFAOYSA-N  

Network

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Synonyms

  • 1,4-bis[4-(2-imidazolin-2-yl)phenyl]piperazine
  • 1,4-Bis(4-(2-imidazolin-2-yl)phenyl)piperazine
  • AIDS-095276
  • AIDS095276

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Glutamate NMDA 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
No druggable targets predicted by sequence similarity

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species

Activities

Activity type Activity value Assay description Source Reference
DNA binding (binding) = 15 degrees C DNA binding affinity using calf thymus DNA. ChEMBL. 12620080
DNA binding (binding) = 19.4 degrees C DNA binding affinity using poly(dA-dT). ChEMBL. 12620080
IC50 (binding) Displacement of [3H]-ifenprodil from rat cortical membranes NMDA receptor by beta counting analysis in absence of spermine ChEMBL. 26117647
IC50 (functional) = 13 nM In vitro inhibitory concentration of the compound against mouse infected with Trypanosoma brucei rhodesiense (KETRI 269) ChEMBL. 12620080
IC50 (functional) = 13 nM In vitro inhibitory concentration of the compound against mouse infected with Trypanosoma brucei rhodesiense (KETRI 269) ChEMBL. 12620080
IC50 (functional) = 13.5 nM In vitro inhibitory concentration against mice infected with Trypanosoma brucei rhodesiense (KETRI 243). ChEMBL. 12620080
IC50 (functional) = 13.5 nM In vitro inhibitory concentration against mice infected with Trypanosoma brucei rhodesiense (KETRI 243). ChEMBL. 12620080
IC50 (functional) = 18.5 nM In vitro inhibitory concentration against mice infected with Trypanosoma brucei pentamidine-sensitive strain (EATRO Lab 110). ChEMBL. 12620080
IC50 (functional) = 18.5 nM In vitro inhibitory concentration against mice infected with Trypanosoma brucei pentamidine-sensitive strain (EATRO Lab 110). ChEMBL. 12620080
IC50 (functional) = 100 nM In vitro inhibitory concentration of the compound against mouse infected with Trypanosoma brucei rhodesiense (kETRI 243As-10-3) ChEMBL. 12620080
IC50 (functional) = 100 nM In vitro inhibitory concentration of the compound against mouse infected with Trypanosoma brucei rhodesiense (kETRI 243As-10-3) ChEMBL. 12620080
IC50 (binding) = 6.43 uM Displacement of [3H]-MK-801 from rat cortical membranes NMDA receptor by beta counting analysis in absence of spermine ChEMBL. 26117647
IC50 (binding) = 18.2 uM Inhibition of [3H]-dizocilpine binding to N-methyl-D-aspartate (NMDA) receptor complex in rat brain membranes ChEMBL. 10340618
IC50 (binding) = 18.2 uM Inhibition of [3H]-dizocilpine binding to N-methyl-D-aspartate (NMDA) receptor complex in rat brain membranes ChEMBL. 10340618
IC50 (binding) = 106 uM Displacement of [3H]-MK-801 from rat cortical membranes NMDA receptor by beta counting analysis in presence of 30 uM spermine ChEMBL. 26117647
MSD (functional) day Mean survival dose (10.0 mg/kg) after intraperitoneal administration of the compound once a day for 3 days in mouse infected with Trypanosoma brucei (EATRO Lab 110); All animals were cured. ChEMBL. 12620080
MSD (functional) day Mean survival dose (5.0 mg/kg) after intraperitoneal administration of the compound once a day for 3 days in mouse infected with Trypanosoma brucei (EATRO Lab 110); All animals were cured. ChEMBL. 12620080
MSD (functional) day Mean survival dose (2.5 mg/kg) after intraperitoneal administration of the compound once a day for 3 days in mouse infected with Trypanosoma brucei (EATRO Lab 110); All animals were cured. ChEMBL. 12620080
MSD (functional) 0 day Mean survival dose (2.5 mg/kg) after intraperitoneal administration of the compound once a day for 3 days in mouse infected with Trypanosoma brucei (EATRO Lab 110); All animals were cured. ChEMBL. 12620080
MSD (functional) 0 day Mean survival dose (5.0 mg/kg) after intraperitoneal administration of the compound once a day for 3 days in mouse infected with Trypanosoma brucei (EATRO Lab 110); All animals were cured. ChEMBL. 12620080
MSD (functional) 0 day Mean survival dose (10.0 mg/kg) after intraperitoneal administration of the compound once a day for 3 days in mouse infected with Trypanosoma brucei (EATRO Lab 110); All animals were cured. ChEMBL. 12620080
MSD (functional) = 10.3 day Mean survival dose (1.0 mg/kg) after intraperitoneal administration of the compound once a day for 3 days in mouse infected with Trypanosoma brucei (EATRO Lab 110) ChEMBL. 12620080
MSD (functional) = 10.3 day Mean survival dose (1.0 mg/kg) after intraperitoneal administration of the compound once a day for 3 days in mouse infected with Trypanosoma brucei (EATRO Lab 110) ChEMBL. 12620080
MSD (functional) = 19.7 day Mean survival dose (25.0 mg/kg) after intraperitoneal administration of the compound once a day for 3 days in mouse infected with Trypanosoma brucei (EATRO Lab 110); Compound was toxic. ChEMBL. 12620080
MSD (functional) = 19.7 day Mean survival dose (25.0 mg/kg) after intraperitoneal administration of the compound once a day for 3 days in mouse infected with Trypanosoma brucei (EATRO Lab 110); Compound was toxic. ChEMBL. 12620080
Ratio (functional) Ratio of number of cured to that of total after intraperitoneal administration of the compound (1.0 mg/kg) once a day for 3 days in mouse infected with Trypanosoma brucei (EATRO Lab 110); (0/3 of animals were cured) ChEMBL. 12620080
Ratio (functional) Ratio of number of cured to that of total after intraperitoneal administration of the compound (5.0 mg/kg) once a day for 3 days in mouse infected with Trypanosoma brucei (EATRO Lab 110); (3/3 of animals were cured) ChEMBL. 12620080
Ratio (functional) Ratio of number of cured to that of total after intraperitoneal administration of the compound (10.0 mg/kg) once a day for 3 days in mouse infected with Trypanosoma brucei (EATRO Lab 110); (3/3 of animals were cured) ChEMBL. 12620080
Ratio (functional) Ratio of number of cured to that of total after intraperitoneal administration of the compound (2.5 mg/kg) once a day for 3 days in mouse infected with Trypanosoma brucei (EATRO Lab 110); (3/3 of animals were cured) ChEMBL. 12620080
Ratio (functional) Ratio of number of cured to that of total after intraperitoneal administration of the compound (25 mg/kg) once a day for 3 days in mouse infected with Trypanosoma brucei (EATRO Lab 110); (0/3 of animals were cured) ChEMBL. 12620080
Ratio (functional) 0 Ratio of number of cured to that of total after intraperitoneal administration of the compound (1.0 mg/kg) once a day for 3 days in mouse infected with Trypanosoma brucei (EATRO Lab 110); (0/3 of animals were cured) ChEMBL. 12620080
Ratio (functional) 0 Ratio of number of cured to that of total after intraperitoneal administration of the compound (2.5 mg/kg) once a day for 3 days in mouse infected with Trypanosoma brucei (EATRO Lab 110); (3/3 of animals were cured) ChEMBL. 12620080
Ratio (functional) 0 Ratio of number of cured to that of total after intraperitoneal administration of the compound (5.0 mg/kg) once a day for 3 days in mouse infected with Trypanosoma brucei (EATRO Lab 110); (3/3 of animals were cured) ChEMBL. 12620080
Ratio (functional) 0 Ratio of number of cured to that of total after intraperitoneal administration of the compound (10.0 mg/kg) once a day for 3 days in mouse infected with Trypanosoma brucei (EATRO Lab 110); (3/3 of animals were cured) ChEMBL. 12620080
Ratio (functional) 0 Ratio of number of cured to that of total after intraperitoneal administration of the compound (25 mg/kg) once a day for 3 days in mouse infected with Trypanosoma brucei (EATRO Lab 110); (0/3 of animals were cured) ChEMBL. 12620080
Ratio IC50 (binding) = 15.1 Ratio of IC50 for displacement of [3H]-MK-801 from rat cortical membranes NMDA receptor in presence of 30 uM spermine to IC50 for displacement of [3H]-MK-801 from rat cortical membranes NMDA receptor in absence of 30 spermine ChEMBL. 26117647

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Trypanosoma brucei ChEMBL23 12620080
Mus musculus ChEMBL23 12620080
Trypanosoma brucei gambiense 12620080

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.
 
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External resources for this compound

Bibliographic References

2 literature references were collected for this gene.

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