morphine   Click here for help

GtoPdb Ligand ID: 1627

Synonyms: morphine sulfate | Ms Contin® | Oramorph®
Approved drug PDB Ligand
morphine is an approved drug (FDA (1984), prior history not available)
Comment: Morphine is an opiate class compound, isolated from the opium poppy (Papaver somniferum). It is a fast-acting narcotic. Morphine is used to make other opioids such as hydromorphone, oxycodone and diamorphine (heroin).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 0
Topological polar surface area 52.93
Molecular weight 285.14
XLogP 0.49
No. Lipinski's rules broken 0
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Canonical SMILES OC1C=CC2C34C1Oc1c4c(CC2N(CC3)C)ccc1O
Isomeric SMILES O[C@H]1C=C[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1O
InChI InChI=1S/C17H19NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,13,16,19-20H,6-8H2,1H3/t10-,11+,13-,16-,17-/m0/s1
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Summary of Clinical Use Click here for help
Used in the treatment and management of severe pain.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Morphine appears to mimic the actions of the endogenous opioids, endorphins, enkephalins and dynorphins. Morphine interacts predominantly with the μ-δ-opioid (Mu-Delta) receptor heteromer in the central nervous system to produce therapeutic effects of analgesia and sedation. Activation of μ receptors in the gut causes opioid-induced constipation.
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