scopolamine   Click here for help

GtoPdb Ligand ID: 330

Synonyms: hyoscine | levo-duboisine | Scopoderm®
Approved drug PDB Ligand
scopolamine is an approved drug (FDA (1953))
Comment: There is no exact match in PubChem for the structure that we show here. However, there is activity data listed against CID 3000322, which has different stereochemistry. Our structure and its stereochemistry is in consensus with the entries on the databases linked to above.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 62.3
Molecular weight 303.15
XLogP 0.79
No. Lipinski's rules broken 0
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Canonical SMILES OCC(c1ccccc1)C(=O)OC1CC2N(C(C1)C1C2O1)C
Isomeric SMILES OC[C@H](c1ccccc1)C(=O)O[C@@H]1C[C@H]2N([C@@H](C1)[C@H]1[C@@H]2O1)C
InChI InChI=1S/C17H21NO4/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)12(9-19)10-5-3-2-4-6-10/h2-6,11-16,19H,7-9H2,1H3/t11-,12-,13-,14+,15-,16+/m1/s1
Classification Click here for help
Compound class Natural product or derivative
Approved drug? Yes (FDA (1953))
IUPAC Name Click here for help
(1R,2R,4S,5S,7S)-9-methyl-3-oxa-9-azatricyclo[^{2,4}]nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate
Synonyms Click here for help
hyoscine | levo-duboisine | Scopoderm®
Database Links Click here for help
Specialist databases
GPCRdb Ligand scopolamine
Other databases
BindingDB Ligand 50015720
CAS Registry No. 114-49-8
ChEMBL Ligand CHEMBL569713
DrugBank Ligand DB00747
GtoPdb PubChem SID 135651031
PubChem CID 3000322
Search Google for chemical match using the InChIKey STECJAGHUSJQJN-FWXGHANASA-N
Search Google for chemicals with the same backbone STECJAGHUSJQJN
UniChem Compound Search for chemical match using the InChIKey STECJAGHUSJQJN-FWXGHANASA-N
UniChem Connectivity Search for chemical match using the InChIKey STECJAGHUSJQJN-FWXGHANASA-N
Wikipedia Scopolamine