Molecule Details
InChIKeyZSTKHSQDNIGFLM-UHFFFAOYSA-N
Compound NameO-Methylbufotenine
Canonical SMILESCOc1ccc2[nH]cc(CCN(C)C)c2c1
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)22
Pfam Stratification Cross-Family
Avg pChEMBL7.11
SourceBindingDB;ChEMBL
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB14010
Drug Name5-methoxy-N,N-dimethyltryptamine
CAS Number1019-45-0
Groups illicit investigational
ATC Codes nan
Description5-methoxy-N,N-dimethyltryptamine (5-MeO-DMT) is a tryptamine with psychedelic properties. It is found in a wide variety of plant species, and a single psychoactive toad species, the Colorado River toad. This drug, as well as [dimethyltryptamine] and [bufotenin], have been registered to be used in So...

Categories: Agents that produce hypertension Amines Antidepressive Agents Biogenic Amines Biogenic Monoamines Central Nervous System Depressants Cytochrome P-450 CYP2D6 Substrates Cytochrome P-450 Substrates Heterocyclic Compounds, Fused-Ring Indoles N,N-Dimethyltryptamine Serotonergic Drugs Shown to Increase Risk of Serotonin Syndrome Serotonin 5-HT1 Receptor Agonists Serotonin 5-HT2 Receptor Agonists Serotonin Agents Serotonin Receptor Agonists Tryptamines
Cross-references: BindingDB: 30707 ChEBI: 2086 CHEMBL7257 ChemSpider: 1766 C08309 PDB: YFW Wikipedia: 5-MeO-DMT ZINC: ZINC000000057152
Target Activities (22)
Target Gene Organism Category Pfam pChEMBL Type Source
P49286 MTNR1B Homo sapiens Human PF00001 7.8 Ki ChEMBL;BindingDB
P08908 HTR1A Homo sapiens Human PF00001 7.7 Ki ChEMBL;BindingDB
P50406 HTR6 Homo sapiens Human PF00001 7.6 Ki ChEMBL;BindingDB
P34969 HTR7 Homo sapiens Human PF00001 7.5 Ki ChEMBL;BindingDB
P28221 HTR1D Homo sapiens Human PF00001 7.5 Ki ChEMBL;BindingDB
P30939 HTR1F Homo sapiens Human PF00001 7.4 Ki ChEMBL;BindingDB
P28223 HTR2A Homo sapiens Human PF00001 7.4 Ki ChEMBL;BindingDB
P41595 HTR2B Homo sapiens Human PF00001 7.3 Ki ChEMBL;BindingDB
A5X5Y0 HTR3E Homo sapiens Human PF02931 PF02932 7.1 Kd ChEMBL
O95264 HTR3B Homo sapiens Human PF02931 PF02932 7.1 Kd ChEMBL
P21728 DRD1 Homo sapiens Human PF00001 7.1 Ki BindingDB
P28222 HTR1B Homo sapiens Human PF00001 7.1 IC50 ChEMBL;BindingDB
P46098 HTR3A Homo sapiens Human PF02931 PF02932 7.1 Kd ChEMBL
Q13639 HTR4 Homo sapiens Human PF00001 7.1 Kd ChEMBL
Q70Z44 HTR3D Homo sapiens Human PF02931 PF02932 7.1 Kd ChEMBL
Q8WXA8 HTR3C Homo sapiens Human PF02931 PF02932 7.1 Kd ChEMBL
P28335 HTR2C Homo sapiens Human PF00001 6.8 Ki ChEMBL;BindingDB
P47898 HTR5A Homo sapiens Human PF00001 6.8 Kd ChEMBL;BindingDB
P48039 MTNR1A Homo sapiens Human PF00001 6.7 Ki ChEMBL;BindingDB
P28566 HTR1E Homo sapiens Human PF00001 6.4 Ki ChEMBL;BindingDB
P23786 CPT2 Homo sapiens Human PF00755 6.3 Ki BindingDB
P18825 ADRA2C Homo sapiens Human PF00001 6.3 Ki BindingDB
DrugBank Target Actions (6)
Target Gene Target Name Action Type
P10635 CYP2D6 Cytochrome P450 2D6 substrate enzymes
P08908 HTR1A 5-hydroxytryptamine receptor 1A agonist targets
P28223 HTR2A 5-hydroxytryptamine receptor 2A agonist targets
P28335 HTR2C 5-hydroxytryptamine receptor 2C inhibitor targets
P41595 HTR2B 5-hydroxytryptamine receptor 2B inhibitor targets
P50406 HTR6 5-hydroxytryptamine receptor 6 inhibitor targets