Drug Information

Drug General Information
Drug ID
D0L5MW
Former ID
DNC010258
Drug Name
(+/-)-nantenine
Indication Discovery agent Investigative [1]
Structure
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2D MOL

3D MOL
Canonical SMILES
CC(=O)C1=CC2=C3C(CC4=CC5=C(C=C4C3=C1C(=O)C)OCO5)N(CC2)C
InChI
1S/C22H21NO4/c1-11(24)15-6-13-4-5-23(3)17-7-14-8-18-19(27-10-26-18)9-16(14)22(21(13)17)20(15)12(2)25/h6,8-9,17H,4-5,7,10H2,1-3H3
InChIKey
QBCMSGDOKGQABG-UHFFFAOYSA-N
Target and Pathway
Target(s) D(4) dopamine receptor Target Info Inhibitor [1]
Alpha-2C adrenergic receptor Target Info Inhibitor [1]
D(2) dopamine receptor Target Info Inhibitor [1]
5-hydroxytryptamine 7 receptor Target Info Inhibitor [1]
Sodium-dependent serotonin transporter Target Info Inhibitor [1]
Alpha-2B adrenergic receptor Target Info Inhibitor [1]
Alpha-1A adrenergic receptor Target Info Inhibitor [1]
5-hydroxytryptamine 2B receptor Target Info Inhibitor [1]
5-hydroxytryptamine 2A receptor Target Info Inhibitor [1]
5-hydroxytryptamine 6 receptor Target Info Inhibitor [1]
Dopamine D1 receptor Target Info Inhibitor [1]
5-hydroxytryptamine 1D receptor Target Info Inhibitor [1]
Alpha-1D adrenergic receptor Target Info Inhibitor [1]
D(3) dopamine receptor Target Info Inhibitor [1]
Mu-type opioid receptor Target Info Inhibitor [1]
D(1B) dopamine receptor Target Info Inhibitor [1]
Histamine H2 receptor Target Info Inhibitor [1]
5-hydroxytryptamine 5A receptor Target Info Inhibitor [1]
Alpha-1B adrenergic receptor Target Info Inhibitor [1]
Beta-1 adrenergic receptor Target Info Inhibitor [1]
5-hydroxytryptamine 1B receptor Target Info Inhibitor [1]
5-hydroxytryptamine 2C receptor Target Info Inhibitor [1]
Alpha-2A adrenergic receptor Target Info Inhibitor [1]
KEGG Pathway Neuroactive ligand-receptor interaction
Dopaminergic synapsehsa04022:cGMP-PKG signaling pathway
Neuroactive ligand-receptor interactionhsa04015:Rap1 signaling pathway
cAMP signaling pathway
Gap junction
Dopaminergic synapse
Parkinson's disease
Cocaine addiction
Alcoholismhsa04014:Ras signaling pathway
Calcium signaling pathway
Serotonergic synapsehsa04726:Serotonergic synapsehsa04022:cGMP-PKG signaling pathway
Neuroactive ligand-receptor interactionhsa04020:Calcium signaling pathway
cGMP-PKG signaling pathway
AMPK signaling pathway
Adrenergic signaling in cardiomyocytes
Vascular smooth muscle contraction
Salivary secretionhsa04020:Calcium signaling pathway
Serotonergic synapse
Inflammatory mediator regulation of TRP channelshsa04020:Calcium signaling pathway
Serotonergic synapsehsa04020:Calcium signaling pathway
Amphetamine addiction
Morphine addiction
Alcoholismhsa04024:cAMP signaling pathway
Salivary secretionhsa04080:Neuroactive ligand-receptor interaction
Dopaminergic synapsehsa04080:Neuroactive ligand-receptor interaction
Estrogen signaling pathway
Morphine addictionhsa04020:Calcium signaling pathway
Dopaminergic synapsehsa04020:Calcium signaling pathway
Gastric acid secretionhsa04020:Calcium signaling pathway
Endocytosis
Salivary secretion
Dilated cardiomyopathyhsa04024:cAMP signaling pathway
Inflammatory mediator regulation of TRP channelshsa04022:cGMP-PKG signaling pathway
NetPath Pathway TCR Signaling PathwayNetPath_14:IL2 Signaling PathwayNetPath_11:TCR Signaling PathwayNetPath_14:IL2 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
Dopamine receptor mediated signaling pathway
Nicotine pharmacodynamics pathwayP00002:Alpha adrenergic receptor signaling pathway
Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
Nicotine pharmacodynamics pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated 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 pathway
Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathwayP00002:Alpha adrenergic receptor signaling pathwayP04374:5HT2 type receptor mediated signaling pathwayP04374:5HT2 type receptor mediated signaling pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathwayP05912:Dopamine receptor mediated signaling pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
5HT1 type receptor mediated signaling pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
Enkephalin releaseP05912:Dopamine receptor mediated signaling pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
Histamine H2 receptor mediated signaling pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathwayP00002:Alpha adrenergic receptor signaling pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
Beta1 adrenergic receptor signaling pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
5HT1 type receptor mediated signaling pathwayP04374:5HT2 type receptor mediated signaling pathwayP00002:Alpha adrenergic receptor signaling pathway
Pathway Interaction Database IL4-mediated signaling eventslysophospholipid_pathway:LPA receptor mediated events
PathWhiz Pathway Excitatory Neural Signalling Through 5-HTR 7 and SerotoninPW000444:Excitatory Neural Signalling Through 5-HTR 6 and SerotoninPW000440:Dopamine Activation of Neurological Reward SystemPW000449:Intracellular Signalling Through Histamine H2 Receptor and Histamine
Gastric Acid ProductionPW000564:Muscle/Heart Contraction
Reactome Dopamine receptors
G alpha (i) signalling eventsR-HSA-390696:Adrenoceptors
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-390651:Dopamine receptors
G alpha (i) signalling eventsR-HSA-390666:Serotonin receptors
G alpha (s) signalling eventsR-HSA-390696:Adrenoceptors
G alpha (z) signalling eventsR-HSA-390696:Adrenoceptors
G alpha (q) signalling events
G alpha (12/13) signalling eventsR-HSA-390666:Serotonin receptors
G alpha (q) signalling eventsR-HSA-390666:Serotonin receptors
G alpha (s) signalling eventsR-HSA-390651:Dopamine receptors
G alpha (s) signalling eventsR-HSA-390666:Serotonin receptors
G alpha (12/13) signalling eventsR-HSA-390651:Dopamine receptors
G alpha (i) signalling eventsR-HSA-375276:Peptide ligand-binding receptors
G alpha (i) signalling eventsR-HSA-390651:Dopamine receptors
G alpha (s) signalling eventsR-HSA-390650:Histamine receptors
G alpha (12/13) signalling eventsR-HSA-390696:Adrenoceptors
G alpha (q) signalling eventsR-HSA-390696:Adrenoceptors
Surfactant metabolism
WikiPathways Hypothetical Network for Drug Addiction
Monoamine GPCRs
GPCRs, Class A Rhodopsin-like
Genes and (Common) Pathways Underlying Drug Addiction
GPCR ligand binding
GPCR downstream signaling
Nicotine Activity on Dopaminergic Neurons
GPCRs, OtherWP58:Monoamine GPCRs
Platelet Aggregation (Plug Formation)
Integration of energy metabolism
GPCR downstream signalingWP666:Hypothetical Network for Drug Addiction
Nicotine Activity on Dopaminergic NeuronsWP734:Serotonin Receptor 4/6/7 and NR3C Signaling
GPCRs, OtherWP727:Monoamine Transport
SIDS Susceptibility Pathways
NRF2 pathway
Synaptic Vesicle Pathway
Serotonin Transporter ActivityWP58:Monoamine GPCRs
GPCR downstream signalingWP58:Monoamine GPCRs
Calcium Regulation in the Cardiac Cell
Gastrin-CREB signalling pathway via PKC and MAPK
Endothelin Pathways
AMPK SignalingWP732:Serotonin Receptor 2 and ELK-SRF/GATA4 signaling
GPCR downstream signalingWP733:Serotonin Receptor 2 and STAT3 Signaling
Serotonin Receptor 2 and ELK-SRF/GATA4 signaling
GPCRs, OtherWP734:Serotonin Receptor 4/6/7 and NR3C Signaling
GPCR downstream signalingWP722:Serotonin HTR1 Group and FOS Pathway
GPCRs, OtherWP69:TCR Signaling Pathway
Peptide GPCRs
Opioid Signalling
Secretion of Hydrochloric Acid in Parietal Cells
Vitamin D Receptor Pathway
AMPK SignalingWP58:Monoamine GPCRs
GPCR downstream signalingWP732:Serotonin Receptor 2 and ELK-SRF/GATA4 signaling
References
REF 1Bioorg Med Chem Lett. 2010 Jan 15;20(2):628-31. Epub 2009 Nov 20.Synthetic studies and pharmacological evaluations on the MDMA ('Ecstasy') antagonist nantenine.

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