TDR Targets

Basic information

Technical information

TDR Targets ID: 450773
Name: 4-(4-fluorobenzoyl)-1-[4-(3-piperidin-1-ylpro poxy)phenyl]piperazin-2-one; formic acid
MW: 485.548 | Formula: C26H32FN3O5
H donors: 1 H acceptors: 4 LogP: 3.36 Rotable bonds: 8
Rule of 5 violations (Lipinski): 1
SMILES: Fc1ccc(cc1)C(=O)N1CCN(C(=O)C1)c1ccc(cc1)OCCCN1CCCCC1.OC=O
InChi: 1S/C25H30FN3O3.CH2O2/c26-21-7-5-20(6-8-21)25(31)28-16-17-29(24(30)19-28)22-9-11-23(12-10-22)32-18-4-15-27-13-2-1-3-14-27;2-1-3/h5-12H,1-4,13-19H2;1H,(H,2,3)
InChiKey: RAGNKICHAZGMOB-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

4-(4-fluorobenzoyl)-1-[4-[3-(1-piperidyl)propoxy]phenyl]piperazin-2-one; formic acid
4-[(4-fluorophenyl)-oxomethyl]-1-[4-[3-(1-piperidyl)propoxy]phenyl]-2-piperazinone; formic acid
4-(4-fluorophenyl)carbonyl-1-[4-(3-piperidin-1-ylpropoxy)phenyl]piperazin-2-one; methanoic acid
4-(4-fluorobenzoyl)-1-[4-(3-piperidinopropoxy)phenyl]piperazin-2-one; formic acid

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	histamine receptor H3	Starlite/ChEMBL	References
Homo sapiens	histamine receptor H1	Starlite/ChEMBL	References
Homo sapiens	adrenoceptor alpha 1B	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Schistosoma mansoni	amine GPCR	Get druggable targets OG5_128924	All targets in OG5_128924
Schistosoma japonicum	ko:K04135 adrenergic receptor, alpha 1a, putative	Get druggable targets OG5_128924	All targets in OG5_128924
Schistosoma japonicum	Alpha-1D adrenergic receptor, putative	Get druggable targets OG5_128924	All targets in OG5_128924

By sequence similarity to non orthologous known druggable targets

No druggable targets predicted by sequence similarity

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	inward rectifying k channel family protein 1	0.0166	0.6549	1
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Schistosoma mansoni	multidrug resistance protein	0.0042	0.0458	0.024
Echinococcus granulosus	multidrug resistance associated protein 1	0.0042	0.0458	1
Onchocerca volvulus		0.0037	0.0223	0.5
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Leishmania major	ATP-binding cassette protein subfamily C, member 6, putative	0.0042	0.0458	0.5
Loa Loa (eye worm)	neuropeptide F receptor	0.0037	0.0223	0.034
Onchocerca volvulus		0.0037	0.0223	0.5
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0041	0.0441	0.0674
Onchocerca volvulus		0.0037	0.0223	0.5
Schistosoma mansoni	multidrug resistance protein	0.0042	0.0458	0.024
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Trypanosoma brucei	multidrug resistance-associated protein, putative	0.0042	0.0458	0.5
Loa Loa (eye worm)	hypothetical protein	0.0166	0.6549	1
Onchocerca volvulus		0.0037	0.0223	0.5
Loa Loa (eye worm)	hypothetical protein	0.0166	0.6549	1
Toxoplasma gondii	hypothetical protein	0.0166	0.6549	1
Entamoeba histolytica	hypothetical protein	0.0042	0.0458	0.5
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Onchocerca volvulus		0.0037	0.0223	0.5
Loa Loa (eye worm)	neuropeptide F receptor	0.0037	0.0223	0.034
Giardia lamblia	Multidrug resistance-associated protein 1	0.0042	0.0458	1
Entamoeba histolytica	ATP-binding cassette protein, putative	0.0042	0.0458	0.5
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	TYRA-2 protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Leishmania major	ABC-thiol transporter	0.0042	0.0458	0.5
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Trypanosoma brucei	multidrug resistance-associated protein, putative	0.0042	0.0458	0.5
Entamoeba histolytica	multidrug resistance protein, putative	0.0042	0.0458	0.5
Leishmania major	p-glycoprotein e	0.0042	0.0458	0.5
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	ABC transporter transmembrane region family protein	0.0042	0.0458	0.0699
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	gonadotropin-releasing hormone receptor 2	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Leishmania major	pentamidine resistance protein 1	0.0042	0.0458	0.5
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Onchocerca volvulus		0.0037	0.0223	0.5
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Brugia malayi	ABC transporter transmembrane region family protein	0.0042	0.0458	1
Echinococcus multilocularis	multidrug resistance associated protein 1	0.0042	0.0458	1
Onchocerca volvulus		0.0037	0.0223	0.5
Loa Loa (eye worm)	5-hydroxytryptamine 2C receptor	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Entamoeba histolytica	ATP-binding cassette protein, putative	0.0042	0.0458	0.5
Leishmania major	ATP-binding cassette protein subfamily C, member 1, putative	0.0042	0.0458	0.5
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0042	0.0458	0.0699
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Onchocerca volvulus		0.0037	0.0223	0.5
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0042	0.0458	0.0699
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Echinococcus granulosus	multidrug resistance associated protein 7	0.0042	0.0458	1
Entamoeba histolytica	ABC transporter, putative	0.0042	0.0458	0.5
Onchocerca volvulus		0.0037	0.0223	0.5
Loa Loa (eye worm)	G-protein-linked acetylcholine receptor protein 2	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0166	0.6549	1
Schistosoma mansoni	multidrug resistance protein	0.0042	0.0458	0.024
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	follicle stimulating hormone receptor	0.0037	0.0223	0.034
Echinococcus multilocularis	multidrug resistance associated protein 7	0.0042	0.0458	1
Entamoeba histolytica	ATP-binding cassette protein, putative	0.0042	0.0458	0.5
Trypanosoma brucei	p-glycoprotein	0.0042	0.0458	0.5
Onchocerca volvulus	Neuropeptide F receptor homolog	0.0037	0.0223	0.5
Trypanosoma cruzi	multidrug resistance-associated protein, putative	0.0042	0.0458	0.5
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Onchocerca volvulus		0.0037	0.0223	0.5
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Brugia malayi	multidrug resistance related protein 1	0.0042	0.0458	1
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Entamoeba histolytica	ATP-binding cassette protein, putative	0.0042	0.0458	0.5
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Giardia lamblia	MRP-like ABC transporter	0.0042	0.0458	1
Onchocerca volvulus		0.0037	0.0223	0.5
Trypanosoma cruzi	multidrug resistance protein E, putative	0.0042	0.0458	0.5
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Onchocerca volvulus		0.0037	0.0223	0.5
Onchocerca volvulus		0.0037	0.0223	0.5
Onchocerca volvulus		0.0037	0.0223	0.5
Leishmania major	ATP-binding cassette protein subfamily C, member 2, putative	0.0042	0.0458	0.5
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Onchocerca volvulus	Dopamine\/Ecdysteroid receptor homolog	0.0037	0.0223	0.5
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Trypanosoma brucei	multidrug resistance protein E	0.0042	0.0458	0.5
Giardia lamblia	Multidrug resistance-associated protein 1	0.0042	0.0458	1
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Giardia lamblia	ABC transporter, putative	0.0042	0.0458	1
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	melatonin receptor type 1A	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Onchocerca volvulus		0.0037	0.0223	0.5
Trypanosoma cruzi	multidrug resistance-associated protein, putative	0.0042	0.0458	0.5
Loa Loa (eye worm)	G-protein coupled receptor	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034
Leishmania major	ATP-binding cassette protein subfamily C, member 5, putative	0.0042	0.0458	0.5
Loa Loa (eye worm)	unidentified vitellogenin-linked transcript protein 6	0.0037	0.0223	0.034
Schistosoma mansoni	multidrug resistance protein	0.0042	0.0458	0.024
Onchocerca volvulus		0.0037	0.0223	0.5
Loa Loa (eye worm)	G-protein coupled receptor	0.0037	0.0223	0.034
Onchocerca volvulus		0.0037	0.0223	0.5
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0223	0.034

Activities

Activity type	Activity value	Assay description	Source	Reference
AUC (ADMET)	= 437 ng.hr/ml	AUC in CD Sprague-Dawley rat at 1.0 mg/kg, iv	ChEMBL.	18052318
AUC (ADMET)	= 805 ng.hr/ml	AUC in CD Sprague-Dawley rat at 3.0 mg/kg, po	ChEMBL.	18052318
AUC (ADMET)	= 1570 ng.hr/ml	AUC in Beagle dog at 1.0 mg/kg, iv	ChEMBL.	18052318
AUC (ADMET)	= 3090 ng.hr/ml	AUC in Beagle dog at 2.0 mg/kg, po	ChEMBL.	18052318
CL (ADMET)	= 37 ml/min.Kg	Clearance in CD Sprague-Dawley rat at 1.0 mg/kg, iv	ChEMBL.	18052318
Cmax (ADMET)	= 155 ng/ml	Cmax in CD Sprague-Dawley rat at 3.0 mg/kg, po	ChEMBL.	18052318
Cmax (ADMET)	= 300 ng/ml	Cmax in CD Sprague-Dawley rat at 1.0 mg/kg, iv	ChEMBL.	18052318
Cmax (ADMET)	= 400 ng/ml	Cmax in Beagle dog at 2.0 mg/kg, po	ChEMBL.	18052318
Cmax (ADMET)	= 530 ng/ml	Cmax in Beagle dog at 1.0 mg/kg, iv	ChEMBL.	18052318
F (ADMET)	= 61 %	Oral bioavailability in CD Sprague-Dawley rat at 3.0 mg/kg, po	ChEMBL.	18052318
F (ADMET)	= 86 %	Oral bioavailability in Beagle dog at 2.0 mg/kg, po	ChEMBL.	18052318
IC50 (binding)	= -4.3	Displacement of [3H]dofetilide from hERG expressed in CHOK1 cells	ChEMBL.	18052318
IC50 (ADMET)	0	Inhibition of human CYP3A4 using 7-{3-(4-phenylpiperazin-1-ylmethyl)benzyl}resorufin substrate	ChEMBL.	18052318
IC50 (ADMET)	> 100 uM	Inhibition of human CYP1A2	ChEMBL.	18052318
IC50 (ADMET)	> 100 uM	Inhibition of human CYP2C19	ChEMBL.	18052318
IC50 (ADMET)	> 100 uM	Inhibition of human CYP2C9	ChEMBL.	18052318
IC50 (ADMET)	> 100 uM	Inhibition of human CYP2D6	ChEMBL.	18052318
IC50 (ADMET)	> 100 uM	Inhibition of human CYP3A4 using diethoxyfluorescein substrate	ChEMBL.	18052318
IC50 (ADMET)	= 100 uM	Inhibition of human CYP3A4 using 7-benzloxyquinolone substrate	ChEMBL.	18052318
IC50 (ADMET)	> 100 uM	Inhibition of human CYP1A2	ChEMBL.	18052318
IC50 (ADMET)	> 100 uM	Inhibition of human CYP2C19	ChEMBL.	18052318
IC50 (ADMET)	> 100 uM	Inhibition of human CYP2C9	ChEMBL.	18052318
IC50 (ADMET)	> 100 uM	Inhibition of human CYP2D6	ChEMBL.	18052318
IC50 (ADMET)	> 100 uM	Inhibition of human CYP3A4 using diethoxyfluorescein substrate	ChEMBL.	18052318
IC50 (ADMET)	= 100 uM	Inhibition of human CYP3A4 using 7-benzloxyquinolone substrate	ChEMBL.	18052318
Ki (functional)	= -8.8	Antagonist activity at human histamine H3 receptor expressed in CHO cells assessed as reduction of histamine-induced [35S]GTPgammaS binding	ChEMBL.	18052318
Ki (functional)	< -5.7	Antagonist activity at human recombinant histamine H1 receptor expressed in CHO cells assessed as inhibition of histamine-induced cellular calcium mobilization	ChEMBL.	18052318
Ki (functional)	< -5.6	Antagonist activity at human recombinant adrenergic alpha 1B receptor expressed in Rat1 cells assessed as inhibition of phenylephrine-induced cellular calcium mobilization	ChEMBL.	18052318
Log D	= 0.12	Partition coefficient, log D of the compound at pH 7.4	ChEMBL.	18052318
Log IC50 (binding)	= 4.3	Displacement of [3H]dofetilide from hERG expressed in CHOK1 cells	ChEMBL.	18052318
Log Ki (functional)		Antagonist activity at human recombinant adrenergic alpha 1A receptor expressed in Rat1 cells assessed as inhibition of phenylephrine-induced cellular calcium mobilization	ChEMBL.	18052318
Log Ki (functional)	0	Antagonist activity at human recombinant adrenergic alpha 1A receptor expressed in Rat1 cells assessed as inhibition of phenylephrine-induced cellular calcium mobilization	ChEMBL.	18052318
Log Ki (functional)	< 5.6	Antagonist activity at human recombinant adrenergic alpha 1B receptor expressed in Rat1 cells assessed as inhibition of phenylephrine-induced cellular calcium mobilization	ChEMBL.	18052318
Log Ki (functional)	< 5.7	Antagonist activity at human recombinant histamine H1 receptor expressed in CHO cells assessed as inhibition of histamine-induced cellular calcium mobilization	ChEMBL.	18052318
Log Ki (functional)	= 8.8	Antagonist activity at human histamine H3 receptor expressed in CHO cells assessed as reduction of histamine-induced [35S]GTPgammaS binding	ChEMBL.	18052318
Ratio (ADMET)	= 0.3	Ratio of drug level in brain to blood in CD Sprague-Dawley rat at 1 mg/kg, iv after 5 mins	ChEMBL.	18052318
t1/2 (ADMET)	= 1.5 hr	Half life in CD Sprague-Dawley rat at 1.0 mg/kg, iv	ChEMBL.	18052318
Tmax (ADMET)	= 0.08 hr	Tmax in CD Sprague-Dawley rat at 1.0 mg/kg, iv	ChEMBL.	18052318
Tmax (ADMET)	= 0.08 hr	Tmax in Beagle dog at 1.0 mg/kg, iv	ChEMBL.	18052318
Tmax (ADMET)	= 0.75 hr	Tmax in Beagle dog at 2.0 mg/kg, po	ChEMBL.	18052318
Tmax (ADMET)	= 3 hr	Tmax in CD Sprague-Dawley rat at 3.0 mg/kg, po	ChEMBL.	18052318
Vd (ADMET)	= 2.4 L/Kg	Volume of distribution in CD Sprague-Dawley rat at 1.0 mg/kg, iv	ChEMBL.	18052318

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: CHEMBL240185
PubChem: 24748805

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 450773