Drug General Information
Drug ID
D0C1SE
Former ID
DNC004343
Drug Name
1,2,3,4-Tetrahydro-pyrazino[1,2-a]indole
Drug Type
Small molecular drug
Indication Discovery agent Investigative [526994]
Structure
Download
2D MOL

3D MOL

Formula
C11H12N2
Canonical SMILES
C1CN2C(=CC3=CC=CC=C32)CN1
InChI
1S/C11H12N2/c1-2-4-11-9(3-1)7-10-8-12-5-6-13(10)11/h1-4,7,12H,5-6,8H2
InChIKey
AEIDURNZWCNQIM-UHFFFAOYSA-N
PubChem Compound ID
Target and Pathway
Target(s) Alpha-2A adrenergic receptor Target Info Inhibitor [526994]
Amine oxidase [flavin-containing] A Target Info Inhibitor [526994]
Amine oxidase [flavin-containing] B Target Info Inhibitor [526994]
5-hydroxytryptamine 2A receptor Target Info Inhibitor [526235]
Alpha-2B adrenergic receptor Target Info Inhibitor [526994]
Alpha-2C adrenergic receptor Target Info Inhibitor [526994]
BioCyc Pathway Superpathway of tryptophan utilization
Dopamine degradation
Putrescine degradation III
Noradrenaline and adrenaline degradation
Serotonin degradation
Superpathway of melatonin degradation
Melatonin degradation IIPWY66-401:Superpathway of tryptophan utilization
Tryptophan degradation via tryptamine
KEGG Pathway cGMP-PKG signaling pathway
Neuroactive ligand-receptor interactionhsa00260:Glycine, serine and threonine metabolism
Arginine and proline metabolism
Histidine metabolism
Tyrosine metabolism
Phenylalanine metabolism
Tryptophan metabolism
Drug metabolism - cytochrome P450
Metabolic pathways
Serotonergic synapse
Dopaminergic synapse
Cocaine addiction
Amphetamine addiction
Alcoholismhsa00260:Glycine, serine and threonine metabolism
Alcoholismhsa04020:Calcium signaling pathway
Neuroactive ligand-receptor interaction
Gap junction
Inflammatory mediator regulation of TRP channelshsa04022:cGMP-PKG signaling pathway
Neuroactive ligand-receptor interactionhsa04022:cGMP-PKG signaling pathway
NetPath Pathway IL4 Signaling Pathway
PANTHER Pathway Alpha adrenergic receptor signaling pathwayP00001:Adrenaline and noradrenaline biosynthesis
5-Hydroxytryptamine degredation
Dopamine receptor mediated signaling pathwayP00001:Adrenaline and noradrenaline biosynthesis
Dopamine receptor mediated signaling pathwayP04374:5HT2 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 pathway
Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
Pathway Interaction Database Alpha-synuclein signaling
PathWhiz Pathway Histidine Metabolism
Tyrosine Metabolism
Glycine and Serine Metabolism
Reactome 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-181430:Norepinephrine Neurotransmitter Release CycleR-HSA-390666:Serotonin receptors
G alpha (q) signalling eventsR-HSA-390696:Adrenoceptors
G alpha (z) signalling eventsR-HSA-390696:Adrenoceptors
Surfactant metabolism
WikiPathways Monoamine GPCRs
GPCRs, Class A Rhodopsin-like
Platelet Aggregation (Plug Formation)
Integration of energy metabolism
GPCR ligand binding
GPCR downstream signalingWP706:SIDS Susceptibility Pathways
Biogenic Amine Synthesis
Oxidative Stress
Dopamine metabolism
Phase 1 - Functionalization of compounds
Neurotransmitter Release Cycle
Neurotransmitter Clearance In The Synaptic Cleft
Serotonin Transporter ActivityWP465:Tryptophan metabolism
Phase 1 - Functionalization of compoundsWP733:Serotonin Receptor 2 and STAT3 Signaling
Serotonin Receptor 2 and ELK-SRF/GATA4 signaling
SIDS Susceptibility Pathways
Gastrin-CREB signalling pathway via PKC and MAPK
GPCR downstream signaling
GPCRs, OtherWP58:Monoamine GPCRs
GPCR downstream signalingWP58:Monoamine GPCRs
References
Ref 526994Bioorg Med Chem Lett. 2004 Feb 23;14(4):1003-5.Pyrazino[1,2-a]indoles as novel high-affinity and selective imidazoline I(2) receptor ligands.
Ref 526235Bioorg Med Chem Lett. 2002 Jan 21;12(2):155-8.Evaluation of isotryptamine derivatives at 5-HT(2) serotonin receptors.
Ref 526994Bioorg Med Chem Lett. 2004 Feb 23;14(4):1003-5.Pyrazino[1,2-a]indoles as novel high-affinity and selective imidazoline I(2) receptor ligands.

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