Detailed information for compound 60763

Basic information

Technical information
  • TDR Targets ID: 60763
  • Name: 2-[4-[4-[3-(trifluoromethyl)phenyl]piperazin- 1-yl]butyl]-6,7,8,8a-tetrahydro-5H-imidazo[1, 5-a]pyridine-1,3-dione
  • MW: 438.486 | Formula: C22H29F3N4O2
  • H donors: 0 H acceptors: 2 LogP: 3.43 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1N2CCCCC2C(=O)N1CCCCN1CCN(CC1)c1cccc(c1)C(F)(F)F
  • InChi: 1S/C22H29F3N4O2/c23-22(24,25)17-6-5-7-18(16-17)27-14-12-26(13-15-27)9-3-4-11-29-20(30)19-8-1-2-10-28(19)21(29)31/h5-7,16,19H,1-4,8-15H2
  • InChiKey: OEYDVYNTKKLWOG-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[4-[4-[3-(trifluoromethyl)phenyl]-1-piperazinyl]butyl]-6,7,8,8a-tetrahydro-5H-imidazo[1,5-a]pyridine-1,3-dione
  • 2-[4-[4-[3-(trifluoromethyl)phenyl]piperazino]butyl]-6,7,8,8a-tetrahydro-5H-imidazo[1,5-a]pyridine-1,3-quinone
  • 2-[4-[4-[3-(trifluoromethyl)phenyl]piperazin-1-yl]butyl]-6,7,8,8a-tetrahydro-5H-imidazo[1,5-a]pyridine-1,3-quinone
  • AP-685/41280893
  • 2-(4-{4-[3-(trifluoromethyl)phenyl]-1-piperazinyl}butyl)tetrahydroimidazo[1,5-a]pyridine-1,3(2H,5H)-dione
  • MLS001182595
  • SMR000477709

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens glycoprotein hormones, alpha polypeptide Starlite/ChEMBL No references
Homo sapiens GNAS complex locus Starlite/ChEMBL No references
Rattus norvegicus Serotonin 1a (5-HT1a) receptor Starlite/ChEMBL References
Rattus norvegicus Dopamine D2 receptor Starlite/ChEMBL References
Rattus norvegicus Adrenergic receptor alpha-1 Starlite/ChEMBL References
Homo sapiens adrenoceptor beta 2, surface Starlite/ChEMBL No references
Rattus norvegicus Alpha-1a adrenergic receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma japonicum expressed protein 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 multilocularis serotonin receptor Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma mansoni biogenic amine (5HT) 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
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma japonicum ko:K04153 5-hydroxytryptamine (serotonin) receptor 1A, putative Get druggable targets OG5_133249 All targets in OG5_133249
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma japonicum Octopamine receptor, 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
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133249 All targets in OG5_133249
Schistosoma japonicum ko:K04632 guanine nucleotide binding protein (G protein), alpha stimulating, putative Get druggable targets OG5_131088 All targets in OG5_131088
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus multilocularis neuropeptide Y receptor Alpha-1a adrenergic receptor   466 aa 419 aa 19.6 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 436 aa 23.9 %
Echinococcus granulosus g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 24.3 %
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 426 aa 29.6 %
Schistosoma japonicum IPR000276,Rhodopsin-like GPCR superfamily,domain-containing Serotonin 1a (5-HT1a) receptor   422 aa 392 aa 20.7 %
Schistosoma japonicum Octopamine receptor 1, putative Serotonin 1a (5-HT1a) receptor   422 aa 424 aa 24.3 %
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Dopamine D2 receptor   444 aa 474 aa 23.4 %
Echinococcus granulosus alpha 1A adrenergic receptor Serotonin 1a (5-HT1a) receptor   422 aa 452 aa 21.0 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 390 aa 33.6 %
Echinococcus granulosus rhodopsin orphan GPCR Alpha-1a adrenergic receptor   466 aa 418 aa 20.3 %
Echinococcus granulosus g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 23.4 %
Schistosoma japonicum ko:K04207 neuropeptide Y receptor Y5, putative Serotonin 1a (5-HT1a) receptor   422 aa 339 aa 23.0 %
Schistosoma mansoni GTP-binding protein alpha subunit gna GNAS complex locus 394 aa 450 aa 28.7 %
Schistosoma mansoni amine GPCR Serotonin 1a (5-HT1a) receptor   422 aa 440 aa 31.6 %
Echinococcus multilocularis serotonin receptor Dopamine D2 receptor   444 aa 428 aa 31.3 %
Echinococcus granulosus biogenic amine 5HT receptor Alpha-1a adrenergic receptor   466 aa 418 aa 30.4 %
Toxoplasma gondii intraflagellar transport protein 172, putative glycoprotein hormones, alpha polypeptide 116 aa 94 aa 26.6 %
Echinococcus multilocularis orexin receptor type 2 Serotonin 1a (5-HT1a) receptor   422 aa 369 aa 22.2 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Serotonin 1a (5-HT1a) receptor   422 aa 477 aa 24.3 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Serotonin 1a (5-HT1a) receptor   422 aa 448 aa 29.7 %
Schistosoma mansoni biogenic amine (dopamine) receptor Dopamine D2 receptor   444 aa 494 aa 26.3 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Serotonin 1a (5-HT1a) receptor   422 aa 383 aa 30.5 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Serotonin 1a (5-HT1a) receptor   422 aa 410 aa 27.8 %
Echinococcus multilocularis g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 433 aa 22.4 %
Echinococcus multilocularis g protein coupled receptor Serotonin 1a (5-HT1a) receptor   422 aa 432 aa 23.6 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Serotonin 1a (5-HT1a) receptor   422 aa 444 aa 29.3 %
Schistosoma japonicum FMRFamide receptor, putative Alpha-1a adrenergic receptor   466 aa 374 aa 19.5 %
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Dopamine D2 receptor   444 aa 487 aa 23.8 %
Schistosoma mansoni peptide (FMRFamide/neurokinin-3)-like receptor Serotonin 1a (5-HT1a) receptor   422 aa 350 aa 20.6 %
Schistosoma japonicum Octopamine receptor, putative Dopamine D2 receptor   444 aa 456 aa 29.4 %
Schistosoma japonicum IPR000276,Rhodopsin-like GPCR superfamily,domain-containing Serotonin 1a (5-HT1a) receptor   422 aa 417 aa 21.1 %
Echinococcus granulosus orexin receptor type 2 Serotonin 1a (5-HT1a) receptor   422 aa 369 aa 22.0 %
Onchocerca volvulus Serotonin 1a (5-HT1a) receptor   422 aa 407 aa 23.3 %
Loa Loa (eye worm) hypothetical protein Serotonin 1a (5-HT1a) receptor   422 aa 388 aa 26.5 %
Schistosoma mansoni biogenic amine receptor Dopamine D2 receptor   444 aa 452 aa 30.1 %
Echinococcus multilocularis neuropeptides capa receptor Serotonin 1a (5-HT1a) receptor   422 aa 430 aa 20.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis serotonin receptor 0.0168 0.0138 0.0138
Echinococcus multilocularis serotonin receptor 0.0168 0.0138 0.0138
Schistosoma mansoni hypothetical protein 0.2702 0.8645 1
Schistosoma mansoni kinesin eg-5 0.0403 0.0927 0.1073
Toxoplasma gondii kinesin motor domain-containing protein 0.0403 0.0927 0.5
Entamoeba histolytica kinesin, putative 0.0403 0.0927 0.5
Plasmodium vivax kinesin-5 0.0403 0.0927 0.5
Plasmodium falciparum kinesin-5 0.0403 0.0927 0.5
Giardia lamblia Kinesin-5 0.0403 0.0927 0.5
Echinococcus multilocularis kinesin family 1 0.3106 1 1
Brugia malayi Kinesin motor domain containing protein 0.0403 0.0927 0.5
Echinococcus granulosus biogenic amine 5HT receptor 0.0168 0.0138 0.0138
Schistosoma mansoni biogenic amine (5HT) receptor 0.0168 0.0138 0.016
Loa Loa (eye worm) kinesin-like protein KLP2 0.0403 0.0927 1

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 2.52 uM PUBCHEM_BIOASSAY: Dose response for HTS for Beta-2AR agonists via FAP method from CP1. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID485366, AID492947, AID504448] ChEMBL. No reference
ED50 (functional) = 1.25 mg kg-1 Effect of the compound in the social interaction behavioral test in mice ChEMBL. 8893838
ED50 (functional) = 1.25 mg kg-1 Effect of the compound in the social interaction behavioral test in mice ChEMBL. 8893838
Ki (binding) = 9.9 nM Binding affinity at 5-hydroxytryptamine 1A receptor in rat cerebral cortex membranes by [3H]-8-OH-DPAT displacement. ChEMBL. No reference
Ki (binding) = 9.9 nM Tested in vitro for binding affinity by measuring its ability to inhibit [3H]-8-OH-DPAT binding at 5-hydroxytryptamine 1A receptor in rat cerebral cortex membranes. ChEMBL. 9171874
Ki (binding) = 9.9 nM Binding affinity towards rat 5-hydroxytryptamine 1A receptor using [3H]-8-OH-DPAT radioligand. ChEMBL. 8893838
Ki (binding) = 9.9 nM Binding affinities against 5-hydroxytryptamine 1A receptor using [3H]-8-OH-DPAT as radioligand in rat cerebral cortex membrane ChEMBL. 9258372
Ki (binding) = 9.9 nM Binding affinity at 5-hydroxytryptamine 1A receptor in rat cerebral cortex membranes by [3H]-8-OH-DPAT displacement. ChEMBL. No reference
Ki (binding) = 9.9 nM Tested in vitro for binding affinity by measuring its ability to inhibit [3H]-8-OH-DPAT binding at 5-hydroxytryptamine 1A receptor in rat cerebral cortex membranes. ChEMBL. 9171874
Ki (binding) = 9.9 nM Binding affinity towards rat 5-hydroxytryptamine 1A receptor using [3H]-8-OH-DPAT radioligand. ChEMBL. 8893838
Ki (binding) = 9.9 nM Binding affinities against 5-hydroxytryptamine 1A receptor using [3H]-8-OH-DPAT as radioligand in rat cerebral cortex membrane ChEMBL. 9258372
Ki (binding) = 72.4 nM Binding affinity at Alpha-1 adrenergic receptor in rat cerebral cortex membranes by [3H]-prazosin displacement. ChEMBL. No reference
Ki (binding) = 72.4 nM Tested in vitro for binding affinity by measuring its ability to inhibit [3H]-prazosin binding at alpha-1 adrenergic receptor in rat cerebral cortex membranes. ChEMBL. 9171874
Ki (binding) = 72.4 nM Binding affinity towards alpha-1 adrenergic receptor using [3H]-prazosin radioligand. ChEMBL. 8893838
Ki (binding) = 72.4 nM Binding affinities against Alpha-1 adrenergic receptor (alpha1 adrenoceptor) using [3H]-prazosin as radioligand in rat cerebral cortex membrane ChEMBL. 9258372
Ki (binding) = 72.4 nM Binding affinity at Alpha-1 adrenergic receptor in rat cerebral cortex membranes by [3H]-prazosin displacement. ChEMBL. No reference
Ki (binding) = 72.4 nM Tested in vitro for binding affinity by measuring its ability to inhibit [3H]-prazosin binding at alpha-1 adrenergic receptor in rat cerebral cortex membranes. ChEMBL. 9171874
Ki (binding) = 72.4 nM Binding affinity towards alpha-1 adrenergic receptor using [3H]-prazosin radioligand. ChEMBL. 8893838
Ki (binding) = 72.4 nM Binding affinities against Alpha-1 adrenergic receptor (alpha1 adrenoceptor) using [3H]-prazosin as radioligand in rat cerebral cortex membrane ChEMBL. 9258372
Ki (binding) = 90.6 nM Binding affinity towards dopamine receptor D2 using [3H]-raclopride radioligand. ChEMBL. 8893838
Ki (binding) = 90.6 nM Binding affinity towards dopamine receptor D2 using [3H]-raclopride radioligand. ChEMBL. 8893838
Ki ratio (binding) = 7.3 Selectivity ratio of serotonin and alpha receptor ChEMBL. 9258372
Max effect (functional) = 56.5 s Effect of the compound in the social interaction behavioral test in mice ChEMBL. 8893838
Max effect (functional) = 56.5 s Effect of the compound in the social interaction behavioral test in mice ChEMBL. 8893838
Potency (functional) 0.3162 uM PubChem BioAssay. qHTS for Activators of Integrin-Mediated Alleviation for Muscular Dystrophy. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 8.9125 uM PubChem BioAssay. qHTS for Agonist of gsp, the Etiologic Mutation Responsible for Fibrous Dysplasia/McCune-Albright Syndrome: qHTS. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 29.0929 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 31.6228 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 44.6684 uM PubChem BioAssay. qHTS of PTHR Inhibitors: Primary Screen. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 89.1251 uM PUBCHEM_BIOASSAY: Inhibitors of the vitamin D receptor (VDR): qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504855] ChEMBL. No reference
T decrease (functional) = -2.73 degrees C Effect of the compound on rectal temperature in mice at dose of 20 mg/kg sc. ChEMBL. 8893838
T decrease (functional) = -2.73 degrees C Effect of the compound on rectal temperature in mice at dose of 20 mg/kg sc. ChEMBL. 8893838
T decrease (functional) = -1.55 degrees C Effect of the compound on rectal temperature in mice at dose of 10 mg/kg sc. ChEMBL. 8893838
T decrease (functional) = -1.55 degrees C Effect of the compound on rectal temperature in mice at dose of 10 mg/kg sc. ChEMBL. 8893838
T decrease (functional) = -1.23 degrees C Effect of the compound on rectal temperature in mice at dose of 30 mg/kg po ChEMBL. 8893838
T decrease (functional) = -1.23 degrees C Effect of the compound on rectal temperature in mice at dose of 30 mg/kg po ChEMBL. 8893838
T decrease (functional) = -1 degrees C Effect of the compound on rectal temperature in mice at dose of 40 mg/kg po ChEMBL. 8893838
T decrease (functional) = -1 degrees C Effect of the compound on rectal temperature in mice at dose of 40 mg/kg po ChEMBL. 8893838
T decrease (functional) = -0.92 degrees C Effect of the compound on rectal temperature in mice at dose of 5 mg/kg sc. ChEMBL. 8893838
T decrease (functional) = -0.92 degrees C Effect of the compound on rectal temperature in mice at dose of 5 mg/kg sc. ChEMBL. 8893838
T decrease (functional) = -0.77 degrees C Effect of the compound on rectal temperature in mice at dose of 2.5 mg/kg sc. ChEMBL. 8893838
T decrease (functional) = -0.77 degrees C Effect of the compound on rectal temperature in mice at dose of 2.5 mg/kg sc. ChEMBL. 8893838
T decrease (functional) = -0.58 degrees C Effect of the compound on rectal temperature in mice at dose of 0.5 mg/kg sc. ChEMBL. 8893838
T decrease (functional) = -0.58 degrees C Effect of the compound on rectal temperature in mice at dose of 0.5 mg/kg sc. ChEMBL. 8893838
T decrease (functional) = -0.55 degrees C Effect of the compound on rectal temperature in mice at dose of 20 mg/kg po ChEMBL. 8893838
T decrease (functional) = -0.55 degrees C Effect of the compound on rectal temperature in mice at dose of 20 mg/kg po ChEMBL. 8893838
T decrease (functional) = 0.07 degrees C Effect of the compound on rectal temperature in mice at dose of 10 mg/kg po. ChEMBL. 8893838
T decrease (functional) = 0.07 degrees C Effect of the compound on rectal temperature in mice at dose of 10 mg/kg po. ChEMBL. 8893838

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

3 literature references were collected for this gene.

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