Drug Information

Drug General Information
Drug ID
D0T2RY
Former ID
DNC011171
Drug Name
4-(4-butylpiperidin-1-yl)-1-o-tolylbutan-1-one
Drug Type
Small molecular drug
Indication Discovery agent Investigative [531079]
Formula
C20H31NO
Canonical SMILES
CCCCC1CCN(CC1)CCCC(=O)C2=CC=CC=C2C
InChI
1S/C20H31NO/c1-3-4-9-18-12-15-21(16-13-18)14-7-11-20(22)19-10-6-5-8-17(19)2/h5-6,8,10,18H,3-4,7,9,11-16H2,1-2H3
InChIKey
ANTKBACNWQHQJE-UHFFFAOYSA-N
PubChem Compound ID
9948320
Target and Pathway
Target(s) Mu-type opioid receptor Target Info Inhibitor [531079]
Histamine H3 receptor Target Info Inhibitor [531079]
Muscarinic acetylcholine receptor M3 Target Info Inhibitor [531079]
D(3) dopamine receptor Target Info Inhibitor [531079]
Acetylcholinesterase Target Info Inhibitor [531079]
Neurotensin receptor type 1 Target Info Inhibitor [531079]
Melanocortin-4 receptor Target Info Inhibitor [531079]
Neuronal acetylcholine receptor protein, alpha-4 chain Target Info Inhibitor [531079]
5-hydroxytryptamine receptor 3A Target Info Inhibitor [531079]
5-hydroxytryptamine 2B receptor Target Info Inhibitor [531079]
Sodium-dependent serotonin transporter Target Info Inhibitor [531079]
Alpha-1A adrenergic receptor Target Info Inhibitor [531079]
Endothelin-1 receptor Target Info Inhibitor [531079]
Muscarinic acetylcholine receptor M1 Target Info Inhibitor [531079]
Histamine H1 receptor Target Info Inhibitor [531079]
Muscarinic acetylcholine receptor M2 Target Info Inhibitor [531079]
Adenosine A1 receptor Target Info Inhibitor [531079]
5-hydroxytryptamine 4 receptor Target Info Inhibitor [531079]
Histamine H2 receptor Target Info Inhibitor [531079]
Sodium-dependent dopamine transporter Target Info Inhibitor [531079]
Muscarinic acetylcholine receptor M5 Target Info Inhibitor [531079]
Cannabinoid receptor 1 Target Info Inhibitor [531079]
Alpha-1D adrenergic receptor Target Info Inhibitor [531079]
Dopamine D1 receptor Target Info Inhibitor [531079]
Muscarinic acetylcholine receptor M4 Target Info Inhibitor [531079]
5-hydroxytryptamine 2A receptor Target Info Inhibitor [531079]
5-hydroxytryptamine 1A receptor Target Info Inhibitor [531079]
Gastrin/cholecystokinin type B receptor Target Info Inhibitor [531079]
Adenosine A3 receptor Target Info Inhibitor [531079]
5-hydroxytryptamine 7 receptor Target Info Inhibitor [531079]
Melatonin receptor Target Info Inhibitor [531079]
D(2) dopamine receptor Target Info Inhibitor [531079]
Alpha-2A adrenergic receptor Target Info Inhibitor [531079]
Neuropeptide Y receptor type 1 Target Info Inhibitor [531079]
5-hydroxytryptamine 2C receptor Target Info Inhibitor [531079]
Beta-1 adrenergic receptor Target Info Inhibitor [531079]
Neuronal acetylcholine receptor protein, beta-2 chain Target Info Inhibitor [531079]
NK-2 receptor Target Info Inhibitor [531079]
Alpha-1B adrenergic receptor Target Info Inhibitor [531079]
Substance-P receptor Target Info Inhibitor [531079]
Adenosine A2a receptor Target Info Inhibitor [531079]
Sodium-dependent noradrenaline transporter Target Info Inhibitor [531079]
mRNA of glucocorticoid receptor Target Info Inhibitor [531079]
KEGG Pathway Neuroactive ligand-receptor interaction
Estrogen signaling pathway
Morphine addictionhsa04080:Neuroactive ligand-receptor interactionhsa04020:Calcium signaling pathway
Cholinergic synapse
Regulation of actin cytoskeleton
Insulin secretion
Salivary secretion
Gastric acid secretion
Pancreatic secretionhsa04080:Neuroactive ligand-receptor interaction
Dopaminergic synapsehsa00564:Glycerophospholipid metabolism
Cholinergic synapsehsa04020:Calcium signaling pathway
Neuroactive ligand-receptor interactionhsa04080:Neuroactive ligand-receptor interactionhsa04080:Neuroactive ligand-receptor interaction
Nicotine addictionhsa04726:Serotonergic synapsehsa04020:Calcium signaling pathway
Gap junction
Serotonergic synapse
Inflammatory mediator regulation of TRP channelshsa04726:Serotonergic synapsehsa04020:Calcium signaling pathway
cGMP-PKG signaling pathway
AMPK signaling pathway
Adrenergic signaling in cardiomyocytes
Vascular smooth muscle contraction
Salivary secretionhsa04020:Calcium signaling pathway
cAMP signaling pathway
Renin secretion
Pathways in cancerhsa04020:Calcium signaling pathway
PI3K-Akt signaling pathway
Regulation of actin cytoskeletonhsa04020:Calcium signaling pathway
Inflammatory mediator regulation of TRP channelshsa04020:Calcium signaling pathway
Regulation of actin cytoskeletonhsa04022:cGMP-PKG signaling pathway
Sphingolipid signaling pathway
Morphine addictionhsa04020:Calcium signaling pathway
Serotonergic synapsehsa04020:Calcium signaling pathway
Gastric acid secretionhsa04728:Dopaminergic synapse
Parkinson's disease
Cocaine addiction
Amphetamine addiction
Alcoholismhsa04020:Calcium signaling pathway
Regulation of actin cytoskeletonhsa04015:Rap1 signaling pathway
Retrograde endocannabinoid signalinghsa04020:Calcium signaling pathway
Dopaminergic synapse
Morphine addiction
Alcoholismhsa04080:Neuroactive ligand-receptor interaction
Inflammatory mediator regulation of TRP channelshsa04024:cAMP signaling pathway
Gastric acid secretionhsa04014:Ras signaling pathway
Calcium signaling pathway
Serotonergic synapsehsa04080:Neuroactive ligand-receptor interaction
Circadian entrainmenthsa04015:Rap1 signaling pathway
Alcoholismhsa04022:cGMP-PKG signaling pathway
Neuroactive ligand-receptor interactionhsa04024:cAMP signaling pathway
Neuroactive ligand-receptor interactionhsa04020:Calcium signaling pathway
Endocytosis
Dilated cardiomyopathyhsa04080:Neuroactive ligand-receptor interaction
Nicotine addictionhsa04020:Calcium signaling pathway
Measleshsa04015:Rap1 signaling pathway
NetPath Pathway TCR Signaling PathwayNetPath_14:IL2 Signaling PathwayNetPath_11:TCR Signaling PathwayNetPath_16:IL4 Signaling PathwayNetPath_11:TCR Signaling Pathway
RANKL Signaling PathwayNetPath_14:IL2 Signaling PathwayNetPath_25:FSH Signaling PathwayNetPath_14:IL2 Signaling PathwayNetPath_14:IL2 Signaling Pathway
TCR Signaling Pathway
PANTHER Pathway Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
Heterotrimeric G-protein signaling pathway-Gq alpha and Go alpha mediated pathway
Enkephalin releaseP00003:Alzheimer disease-amyloid secretase pathway
Muscarinic acetylcholine receptor 1 and 3 signaling pathwayP00042:Muscarinic acetylcholine receptor 1 and 3 signaling pathway
Muscarinic acetylcholine receptor 2 and 4 signaling pathway
Nicotinic acetylcholine receptor signaling pathwayP00044:Nicotinic acetylcholine receptor signaling pathway
Nicotine pharmacodynamics pathwayP04375:5HT3 type receptor mediated signaling pathwayP04374:5HT2 type receptor mediated signaling pathwayP04373:5HT1 type receptor mediated signaling pathway
5HT2 type receptor mediated signaling pathway
5HT3 type receptor mediated signaling pathway
5HT4 type receptor mediated signaling pathwayP00002:Alpha adrenergic receptor signaling pathwayP00019:Endothelin signaling pathwayP00003:Alzheimer disease-amyloid secretase pathway
Muscarinic acetylcholine receptor 1 and 3 signaling pathwayP04385:Histamine H1 receptor mediated signaling pathwayP00003:Alzheimer disease-amyloid secretase pathway
Muscarinic acetylcholine receptor 2 and 4 signaling pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
Heterotrimeric G-protein signaling pathway-Gq alpha and Go alpha mediated pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
5HT4 type receptor mediated signaling pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
Histamine H2 receptor mediated signaling pathwayP00001:Adrenaline and noradrenaline biosynthesis
Parkinson disease
Dopamine receptor mediated signaling pathwayP00003:Alzheimer disease-amyloid secretase pathway
Heterotrimeric G-protein signaling pathway-Gq alpha and Go alpha mediated pathwayP05730:Endogenous cannabinoid signalingP05912:Dopamine receptor mediated signaling pathwayP00003:Alzheimer disease-amyloid secretase pathway
Muscarinic acetylcholine receptor 2 and 4 signaling pathwayP04374:5HT2 type receptor mediated signaling pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
5HT1 type receptor mediated signaling pathwayP06959:CCKR signaling map STP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
Dopamine receptor mediated signaling pathway
Nicotine pharmacodynamics pathwayP00002:Alpha adrenergic receptor signaling pathwayP04374:5HT2 type receptor mediated signaling pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
Beta1 adrenergic receptor signaling pathwayP00044:Nicotinic acetylcholine receptor signaling pathway
Nicotine pharmacodynamics pathwayP00002:Alpha adrenergic receptor signaling pathwayP06959:CCKR signaling map STP00001:Adrenaline and noradrenaline biosynthesis
Pathway Interaction Database IL4-mediated signaling eventsatf2_pathway:ATF-2 transcription factor networksyndecan_3_pathway:Syndecan-3-mediated signaling eventsendothelinpathway:Endothelins
EGFR-dependent Endothelin signaling eventsalphasynuclein_pathway:Alpha-synuclein signalingncadherinpathway:N-cadherin signaling eventslysophospholipid_pathway:LPA receptor mediated eventshif2pathway:HIF-2-alpha transcription factor networksmad2_3nuclearpathway:Regulation of nuclear SMAD2/3 signaling
Signaling events mediated by HDAC Class II
FOXA2 and FOXA3 transcription factor networks
Glucocorticoid receptor regulatory network
Regulation of Androgen receptor activity
AP-1 transcription factor network
PathWhiz Pathway Gastric Acid ProductionPW000048:Phospholipid BiosynthesisPW000564:Muscle/Heart ContractionPW000441:Excitatory Neural Signalling Through 5-HTR 4 and SerotoninPW000449:Intracellular Signalling Through Histamine H2 Receptor and Histamine
Gastric Acid ProductionPW000440:Dopamine Activation of Neurological Reward SystemPW000565:Gastric Acid ProductionPW000443:Excitatory Neural Signalling Through 5-HTR 7 and SerotoninPW000564:Muscle/Heart ContractionPW000445:Intracellular Signalling Through Adenosine Receptor A2a and Adenosine
Reactome Peptide ligand-binding receptors
G alpha (i) signalling eventsR-HSA-390650:Histamine receptors
G alpha (i) signalling eventsR-HSA-390648:Muscarinic acetylcholine receptors
Acetylcholine regulates insulin secretion
G alpha (q) signalling eventsR-HSA-390651:Dopamine receptors
G alpha (i) signalling eventsR-HSA-375276:Peptide ligand-binding receptors
G alpha (q) signalling eventsR-HSA-375276:Peptide ligand-binding receptors
G alpha (s) signalling eventsR-HSA-629587:Highly sodium permeable acetylcholine nicotinic receptors
Highly calcium permeable postsynaptic nicotinic acetylcholine receptors
Highly calcium permeable nicotinic acetylcholine receptorsR-HSA-975298:Ligand-gated ion channel transportR-HSA-390666:Serotonin receptors
G alpha (q) signalling eventsR-HSA-390696:Adrenoceptors
G alpha (q) signalling events
G alpha (12/13) signalling eventsR-HSA-375276:Peptide ligand-binding receptors
G alpha (q) signalling eventsR-HSA-390648:Muscarinic acetylcholine receptors
G alpha (q) signalling eventsR-HSA-390650:Histamine receptors
G alpha (i) signalling eventsR-HSA-417973:Adenosine P1 receptors
G alpha (i) signalling eventsR-HSA-390666:Serotonin receptors
G alpha (s) signalling eventsR-HSA-390650:Histamine receptors
G alpha (s) signalling eventsR-HSA-442660:Na+/Cl- dependent neurotransmitter transportersR-HSA-390648:Muscarinic acetylcholine receptors
G alpha (q) signalling eventsR-HSA-373076:Class A/1 (Rhodopsin-like receptors)
G alpha (i) signalling eventsR-HSA-390696:Adrenoceptors
G alpha (12/13) signalling eventsR-HSA-390651:Dopamine receptors
G alpha (s) signalling eventsR-HSA-390648:Muscarinic acetylcholine receptors
G alpha (q) signalling eventsR-HSA-390666:Serotonin receptors
Gastrin-CREB signalling pathway via PKC and MAPKR-HSA-417973:Adenosine P1 receptors
G alpha (s) signalling eventsR-HSA-373076:Class A/1 (Rhodopsin-like receptors)
G alpha (i) signalling eventsR-HSA-390651:Dopamine receptors
Adrenaline signalling through Alpha-2 adrenergic receptor
Adrenaline,noradrenaline inhibits insulin secretion
G alpha (i) signalling events
G alpha (z) signalling events
Surfactant metabolismR-HSA-375276:Peptide ligand-binding receptors
Highly calcium permeable nicotinic acetylcholine receptorsR-HSA-416476:G alpha (q) signalling eventsR-HSA-390696:Adrenoceptors
G alpha (12/13) signalling eventsR-HSA-416476:G alpha (q) signalling eventsR-HSA-187024:NGF-independant TRKA activation
Adenosine P1 receptors
G alpha (s) signalling events
Surfactant metabolismR-HSA-442660:Na+/Cl- dependent neurotransmitter transportersR-HSA-1368108:BMAL1:CLOCK,NPAS2 activates circadian gene expression
WikiPathways TCR Signaling Pathway
GPCRs, Class A Rhodopsin-like
Peptide GPCRs
Opioid Signalling
GPCR ligand binding
GPCR downstream signalingWP727:Monoamine Transport
GPCR downstream signalingWP58:Monoamine GPCRs
Calcium Regulation in the Cardiac Cell
Regulation of Actin Cytoskeleton
Gastrin-CREB signalling pathway via PKC and MAPK
Integration of energy metabolism
GPCR downstream signaling
GPCRs, OtherWP58:Monoamine GPCRs
Nicotine Activity on Dopaminergic Neurons
GPCRs, OtherWP727:Monoamine Transport
Biogenic Amine Synthesis
Acetylcholine Synthesis
Integrated Pancreatic Cancer PathwayWP455:GPCRs, Class A Rhodopsin-like
GPCRs, OtherWP455:GPCRs, Class A Rhodopsin-like
GPCR downstream signalingWP706:SIDS Susceptibility Pathways
Neurotransmitter Receptor Binding And Downstream Transmission In The Postsynaptic Cell
Nicotine Activity on Dopaminergic NeuronsWP706:SIDS Susceptibility Pathways
Iron uptake and transportWP732:Serotonin Receptor 2 and ELK-SRF/GATA4 signaling
Monoamine GPCRs
SIDS Susceptibility Pathways
NRF2 pathway
Synaptic Vesicle Pathway
Serotonin Transporter ActivityWP58:Monoamine GPCRs
Endothelin Pathways
AMPK SignalingWP98:Prostaglandin Synthesis and Regulation
Secretion of Hydrochloric Acid in Parietal Cells
IL-4 Signaling Pathway
GPCRs, OtherWP80:Nucleotide GPCRs
GPCR downstream signalingWP734:Serotonin Receptor 4/6/7 and NR3C Signaling
Dopaminergic Neurogenesis
Parkinsons Disease Pathway
Transport of glucose and other sugars, bile salts and organic acids, metal ions and amine compounds
Neurotransmitter Clearance In The Synaptic CleftWP58:Monoamine GPCRs
GPCR downstream signalingWP455:GPCRs, Class A Rhodopsin-like
Small Ligand GPCRs
BDNF signaling pathway
GPCRs, OtherWP666:Hypothetical Network for Drug Addiction
Genes and (Common) Pathways Underlying Drug Addiction
GPCR downstream signalingWP733:Serotonin Receptor 2 and STAT3 Signaling
Serotonin Receptor 2 and ELK-SRF/GATA4 signaling
GPCRs, OtherWP722:Serotonin HTR1 Group and FOS Pathway
GPCRs, OtherWP734:Serotonin Receptor 4/6/7 and NR3C Signaling
GPCR downstream signalingWP666:Hypothetical Network for Drug Addiction
Nicotine Activity on Dopaminergic NeuronsWP58:Monoamine GPCRs
Platelet Aggregation (Plug Formation)
GPCR downstream signalingWP732:Serotonin Receptor 2 and ELK-SRF/GATA4 signaling
Nicotine Activity on Dopaminergic NeuronsWP2664:Gastrin-CREB signalling pathway via PKC and MAPK
Vitamin D Receptor Pathway
AMPK SignalingWP706:SIDS Susceptibility Pathways
Spinal Cord Injury
GPCR downstream signalingWP80:Nucleotide GPCRs
Monoamine Transport
NGF signalling via TRKA from the plasma membrane
Transport of glucose and other sugars, bile salts and organic acids, metal ions and amine compoundsWP734:Serotonin Receptor 4/6/7 and NR3C Signaling
Endoderm Differentiation
Hair Follicle Development: Cytodifferentiation (Part 3 of 3)
Adipogenesis
Circadian Clock
Nuclear Receptors
References
Ref 531079J Med Chem. 2010 Sep 9;53(17):6386-97.Discovery of N-{1-[3-(3-oxo-2,3-dihydrobenzo[1,4]oxazin-4-yl)propyl]piperidin-4-yl}-2-phenylacetamide (Lu AE51090): an allosteric muscarinic M1 receptor agonist with unprecedented selectivity and procognitive potential.
Ref 531079J Med Chem. 2010 Sep 9;53(17):6386-97.Discovery of N-{1-[3-(3-oxo-2,3-dihydrobenzo[1,4]oxazin-4-yl)propyl]piperidin-4-yl}-2-phenylacetamide (Lu AE51090): an allosteric muscarinic M1 receptor agonist with unprecedented selectivity and procognitive potential.