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
SMILES / InChI / InChIKey
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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
InChI Key BQJCRHHNABKAKU-KBQPJGBKSA-N
Classification Click here for help
Compound class Natural product or derivative
Approved drug? Yes (FDA (1984), prior history not available)
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
Prodrug diamorphine
IUPAC Name Click here for help
(1S,5R,13R,14S,17R)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7,9,11(18),15-tetraene-10,14-diol
Synonyms Click here for help
morphine sulfate | Ms Contin® | Oramorph®
Database Links Click here for help
BindingDB Ligand 50000092
CAS Registry No. 57-27-2 (source: Scifinder)
ChEBI CHEBI:17303
ChEMBL Ligand CHEMBL70
DrugBank Ligand DB00295
DrugCentral Ligand 1845
GtoPdb PubChem SID 135650624
Immunopaedia Search morphine
PubChem CID 5288826
RCSB PDB Ligand MOI
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Wikipedia Morphine