Molecule Details
InChIKeyMKXZASYAUGDDCJ-NJAFHUGGSA-N
Compound NameDextromethorphan
Canonical SMILESCOc1ccc2c(c1)[C@]13CCCC[C@@H]1[C@H](C2)N(C)CC3
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)3
Pfam Stratification Cross-Family
Avg pChEMBL7.51
SourceChEMBL
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB00514
Drug NameDextromethorphan
CAS Number125-71-3
Groups approved investigational
ATC Codes N06AX62 R05DA09 N07XX59
DescriptionDextromethorphan is a levorphanol derivative and codeine analog commonly used as a cough suppressant and also a drug of abuse.[A215412] Although similar in structure to other opioids, it has minimal interaction with opioid receptors.[A215412] Dextromethorphan was granted FDA approval before 3 Decemb...

Categories: Alkaloids Anticholinergic Agents Antidepressive Agents Antitussive Agents Central Nervous System Agents Central Nervous System Depressants Combined Inhibitors of Serotonin/Norepinephrine Reuptake Cough and Cold Preparations Cytochrome P-450 CYP2B6 Substrates Cytochrome P-450 CYP2C19 Substrates Cytochrome P-450 CYP2C9 Substrates Cytochrome P-450 CYP2D6 Substrates Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 CYP3A5 Substrates Cytochrome P-450 CYP3A7 Substrates Cytochrome P-450 Substrates Excitatory Amino Acid Agents Excitatory Amino Acid Antagonists Heterocyclic Compounds, Fused-Ring Morphinans NMDA Receptor Antagonists Nervous System Neurotransmitter Agents Nicotinic Antagonists Opiate Alkaloids Opioids Opium Alkaloids and Derivatives Phenanthrenes Psychoanaleptics Respiratory System Agents Serotonergic Drugs Shown to Increase Risk of Serotonin Syndrome Serotonin Agents Serotonin Modulators Sigma-1 Agonist Sigma-1 Receptor Agonists UGT2B17 substrates UGT2B7 substrates Uncompetitive N-methyl-D-aspartate Receptor Antagonist Uncompetitive NMDA Receptor Antagonists
Cross-references: BindingDB: 50366613 ChEBI: 4470 CHEMBL52440 ChemSpider: 13109865 Drugs Product Database (DPD): 10247 C06947 D03742 PharmGKB: PA449273 PubChem:5360696 PubChem:46506530 RxCUI: 3289 Therapeutic Targets Database: DNC000541 Wikipedia: Dextromethorphan ZINC: ZINC000003201907
Target Activities (3)
Target Gene Organism Category Pfam pChEMBL Type Source
P31645 SLC6A4 Homo sapiens Human PF03491 PF00209 8.7 IC50 ChEMBL
P10635 CYP2D6 Homo sapiens Human PF00067 7.4 IC50 ChEMBL
Q99720 SIGMAR1 Homo sapiens Human PF04622 6.5 Ki ChEMBL
DrugBank Target Actions (27)
Target Gene Target Name Action Type
O75795 O75795 UDP-glucuronosyltransferase 2B17 substrate enzymes
P06133 P06133 UDP-glucuronosyltransferase 2B4 substrate enzymes
P08684 CYP3A4 Cytochrome P450 3A4 substrate enzymes
P10635 CYP2D6 Cytochrome P450 2D6 substrate enzymes
P11712 CYP2C9 Cytochrome P450 2C9 substrate enzymes
P16662 UGT2B7 UDP-glucuronosyltransferase 2B7 substrate enzymes
P20813 CYP2B6 Cytochrome P450 2B6 substrate enzymes
P24462 CYP3A7 Cytochrome P450 3A7 substrate enzymes
P33261 CYP2C19 Cytochrome P450 2C19 substrate enzymes
P54855 P54855 UDP-glucuronosyltransferase 2B15 substrate enzymes
P35372 OPRM1 Mu-type opioid receptor agonist targets
P41143 OPRD1 Delta-type opioid receptor agonist targets
P41145 OPRK1 Kappa-type opioid receptor agonist targets
Q99720 SIGMAR1 Sigma non-opioid intracellular receptor 1 agonist targets
P17787 CHRNB2 Neuronal acetylcholine receptor subunit beta-2 antagonist targets
P30926 CHRNB4 Neuronal acetylcholine receptor subunit beta-4 antagonist targets
P32297 CHRNA3 Neuronal acetylcholine receptor subunit alpha-3 antagonist targets
P36544 CHRNA7 Neuronal acetylcholine receptor subunit alpha-7 antagonist targets
P43681 CHRNA4 Neuronal acetylcholine receptor subunit alpha-4 antagonist targets
Q15822 CHRNA2 Neuronal acetylcholine receptor subunit alpha-2 antagonist targets
Q8TCU5 GRIN3A Glutamate receptor ionotropic, NMDA 3A antagonist targets
O00264 PGRMC1 Membrane-associated progesterone receptor component 1 binder targets
P11511 CYP19A1 Aromatase inhibitor targets
P13498 P13498 NADPH oxidase inhibitor targets
P23975 SLC6A2 Sodium-dependent noradrenaline transporter inhibitor targets
P31645 SLC6A4 Sodium-dependent serotonin transporter inhibitor targets
P35372 OPRM1 Mu-type opioid receptor regulator targets