Molecule Details
InChIKeyQWGDMFLQWFTERH-UHFFFAOYSA-N
Compound NameAmoxapine
Canonical SMILESClc1ccc2c(c1)C(N1CCNCC1)=Nc1ccccc1O2
Clinical Status Clinical Multi-Target
Targets (Human+Pathogen)23
Pfam Stratification Cross-Family
Avg pChEMBL7.03
SourceChEMBL;BindingDB;TTD_MultiTarget
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB00543
Drug NameAmoxapine
CAS Number14028-44-5
Groups approved
ATC Codes N06AA17
DescriptionAmoxapine, the <i>N</i>-demethylated derivative of the antipsychotic agent loxapine, is a dibenzoxazepine-derivative tricyclic antidepressant (TCA). TCAs are structurally similar to phenothiazines. They contain a tricyclic ring system with an alkyl amine substituent on the central ring. In non-depre...

Categories: Adrenergic Agents Adrenergic Antagonists Adrenergic Uptake Inhibitors Adrenergic alpha-1 Receptor Antagonists Adrenergic alpha-Antagonists Agents producing tachycardia Agents that produce hypertension Agents that reduce seizure threshold Anticholinergic Agents Antidepressive Agents Antidepressive Agents Indicated for Depression Antidepressive Agents, Tetracyclic Antidepressive Agents, Tricyclic Antipsychotic Agents Central Nervous System Agents Central Nervous System Depressants Combined Inhibitors of Serotonin/Norepinephrine Reuptake Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (strength unknown) Cytochrome P-450 CYP2D6 Substrates Cytochrome P-450 CYP2D6 Substrates with a Narrow Therapeutic Index Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Dibenzoxazepines Dopamine Agents Dopamine Antagonists Dopamine D2 Receptor Antagonists Heterocyclic Compounds, Fused-Ring Histamine Antagonists Histamine H1 Antagonists Membrane Transport Modulators Muscarinic Antagonists Narrow Therapeutic Index Drugs Nervous System Neurotoxic agents Neurotransmitter Agents Neurotransmitter Uptake Inhibitors Non-Selective Monoamine Reuptake Inhibitors P-glycoprotein inhibitors Potential QTc-Prolonging Agents Psychoanaleptics Psychotropic Drugs QTc Prolonging Agents Serotonergic Drugs Shown to Increase Risk of Serotonin Syndrome Serotonin 5-HT1 Receptor Antagonists Serotonin 5-HT1A Receptor Antagonists Serotonin 5-HT2 Receptor Antagonists Serotonin 5-HT2A Receptor Antagonists Serotonin 5-HT2C Receptor Antagonists Serotonin Agents Serotonin Modulators Serotonin Receptor Antagonists
Cross-references: BindingDB: 22870 ChEBI: 2675 CHEMBL1113 ChemSpider: 2085 Drugs Product Database (DPD): 8001 Guide to Pharmacology: 201 IUPHAR: 201 D00228 PharmGKB: PA448405 PubChem:2170 PubChem:46509117 RxCUI: 722 Therapeutic Targets Database: DAP001149 Wikipedia: Amoxapine ZINC: ZINC000000000931
Target Activities (23)
Target Gene Organism Category Pfam pChEMBL Type Source
P28223 HTR2A Homo sapiens Human PF00001 8.8 Ki ChEMBL;BindingDB
P28335 HTR2C Homo sapiens Human PF00001 8.6 IC50 ChEMBL
P41595 HTR2B Homo sapiens Human PF00001 8.1 IC50 ChEMBL
P23975 SLC6A2 Homo sapiens Human PF00209 7.9 Ki ChEMBL;BindingDB
P35367 HRH1 Homo sapiens Human PF00001 7.5 IC50 ChEMBL
P21917 DRD4 Homo sapiens Human PF00001 7.5 Ki ChEMBL;BindingDB
P31645 SLC6A4 Homo sapiens Human PF03491 PF00209 7.5 Ki ChEMBL;BindingDB
P14416 DRD2 Homo sapiens Human PF00001 7.4 Ki ChEMBL;BindingDB
P35462 DRD3 Homo sapiens Human PF00001 7.4 Ki ChEMBL;BindingDB
P50406 HTR6 Homo sapiens Human PF00001 7.3 Ki ChEMBL;BindingDB
P35348 ADRA1A Homo sapiens Human PF00001 6.8 pIC50 TTD_MultiTarget
P08908 HTR1A Homo sapiens Human PF00001 6.7 Ki ChEMBL;BindingDB
P25100 ADRA1D Homo sapiens Human PF00001 6.7 IC50 ChEMBL
P08173 CHRM4 Homo sapiens Human PF00001 6.6 Ki ChEMBL
P21728 DRD1 Homo sapiens Human PF00001 6.6 IC50 ChEMBL
P11229 CHRM1 Homo sapiens Human PF00001 6.5 Ki ChEMBL
P18089 ADRA2B Homo sapiens Human PF00001 6.4 IC50 ChEMBL
P20309 CHRM3 Homo sapiens Human PF00001 6.4 Ki ChEMBL
P18825 ADRA2C Homo sapiens Human PF00001 6.3 Ki ChEMBL
P08913 ADRA2A Homo sapiens Human PF00001 6.3 Ki ChEMBL
P34969 HTR7 Homo sapiens Human PF00001 6.3 Ki ChEMBL;BindingDB
P08912 CHRM5 Homo sapiens Human PF00001 6.1 IC50 ChEMBL
P08172 CHRM2 Homo sapiens Human PF00001 6.0 Ki ChEMBL
DrugBank Target Actions (25)
Target Gene Target Name Action Type
P02763 P02763 Alpha-1-acid glycoprotein 1 binder carriers
P10635 CYP2D6 Cytochrome P450 2D6 inhibitor enzymes
P10635 CYP2D6 Cytochrome P450 2D6 substrate enzymes
P08908 HTR1A 5-hydroxytryptamine receptor 1A antagonist targets
P08913 ADRA2A Alpha-2A adrenergic receptor antagonist targets
P11229 CHRM1 Muscarinic acetylcholine receptor M1 antagonist targets
P14416 DRD2 D(2) dopamine receptor antagonist targets
P14867 GABRA1 Gamma-aminobutyric acid receptor subunit alpha-1 antagonist targets
P21728 DRD1 D(1A) dopamine receptor antagonist targets
P21917 DRD4 D(4) dopamine receptor antagonist targets
P28222 HTR1B 5-hydroxytryptamine receptor 1B antagonist targets
P28223 HTR2A 5-hydroxytryptamine receptor 2A antagonist targets
P28335 HTR2C 5-hydroxytryptamine receptor 2C antagonist targets
P34969 HTR7 5-hydroxytryptamine receptor 7 antagonist targets
P35348 ADRA1A Alpha-1A adrenergic receptor antagonist targets
P35367 HRH1 Histamine H1 receptor antagonist targets
P35462 DRD3 D(3) dopamine receptor antagonist targets
P41595 HTR2B 5-hydroxytryptamine receptor 2B antagonist targets
P46098 HTR3A 5-hydroxytryptamine receptor 3A antagonist targets
P50406 HTR6 5-hydroxytryptamine receptor 6 antagonist targets
P14867 GABRA1 GABA(A) Receptor binder targets
Q01959 SLC6A3 Sodium-dependent dopamine transporter binder targets
Q9H3N8 HRH4 Histamine H4 receptor binder targets
P23975 SLC6A2 Sodium-dependent noradrenaline transporter inhibitor targets
P31645 SLC6A4 Sodium-dependent serotonin transporter inhibitor targets