dihydrocodeine   

GtoPdb Ligand ID: 7594

Synonyms: DF-118 | Dicogesic® | dihydrocodeine bitartrate | Drocode | Paracodeine®
dihydrocodeine is an approved drug (FDA (1958, as bitartrate with aspirin and caffeine))
Comment: Dihydrocodeine is a semi-synthetic opioid analgesic.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 41.93
Molecular weight 301.17
XLogP 1.06
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COc1ccc2c3c1OC1C43CCN(C(C2)C4CCC1O)C
Isomeric SMILES COc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@H](C2)[C@@H]4CC[C@@H]1O)C
InChI InChI=1S/C18H23NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3,6,11-13,17,20H,4-5,7-9H2,1-2H3/t11-,12+,13-,17-,18-/m0/s1
InChI Key RBOXVHNMENFORY-DNJOTXNNSA-N
Classification
Compound class Natural product or derivative
Approved drug? Yes (FDA (1958, as bitartrate with aspirin and caffeine))
IUPAC Name
(4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-ol
International Nonproprietary Names
INN number INN
728 dihydrocodeine
Synonyms
DF-118 | Dicogesic® | dihydrocodeine bitartrate | Drocode | Paracodeine®
Database Links
CAS Registry No. 125-28-0
ChEMBL Ligand CHEMBL1595
DrugBank Ligand DB01551
DrugCentral Ligand 886
GtoPdb PubChem SID 223365929
PubChem CID 5284543
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Wikipedia Dihydrocodeine