GtoPdb Ligand ID: 6953

Synonyms: d-methorphan
dextromethorphan is an approved drug (FDA (no history prior to 1982))
Compound class: Synthetic organic
Comment: Dextromethorphan is a morphinan class sedative. It is available over-the-counter (OTC) for use as an antitussive. At doses much higher than medically recommended, dextromethorphan is used recreationally for its dissociative anesthetic and euphoria producing effects.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 1
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 12.47
Molecular weight 271.19
XLogP 3.61
No. Lipinski's rules broken 0
Canonical SMILES COc1ccc2c(c1)C13CCCCC3C(C2)N(CC1)C
Isomeric SMILES COc1ccc2c(c1)[C@@]13CCCC[C@@H]3[C@H](C2)N(CC1)C
InChI InChI=1S/C18H25NO/c1-19-10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20-2)12-16(13)18/h6-7,12,15,17H,3-5,8-11H2,1-2H3/t15-,17+,18+/m1/s1
Compound class Synthetic organic
Approved drug? Yes (FDA (no history prior to 1982))
International Nonproprietary Names
INN number INN
166 dextromethorphan
Database Links
CAS Registry No. 125-71-3
ChEMBL Ligand CHEMBL52440
DrugBank Ligand DB00514
DrugCentral Ligand 842
GtoPdb PubChem SID 178103535
PubChem CID 5360696
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Wikipedia Dextromethorphan