galantamine   

GtoPdb Ligand ID: 6693

Synonyms: galanthamine | Razadyne®
galantamine is an approved drug (FDA (2001))
Compound class: Synthetic organic
Comment: Many alternative stereo forms exist for the structure. The marketed formulation contains galantamine hydrobromide (PubChem CID 121587).
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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 287.15
XLogP 1.57
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COc1ccc2c3c1OC1C3(CCN(C2)C)C=CC(C1)O
Isomeric SMILES COc1ccc2c3c1O[C@@H]1[C@@]3(CCN(C2)C)C=C[C@@H](C1)O
InChI InChI=1S/C17H21NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,12,14,19H,7-10H2,1-2H3/t12-,14-,17-/m0/s1
InChI Key ASUTZQLVASHGKV-JDFRZJQESA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2001))
IUPAC Name
(1S,12S,14R)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-14-ol
International Nonproprietary Names
INN number INN
1392 galantamine
Synonyms
galanthamine | Razadyne®
Database Links
CAS Registry No. 357-70-0 (source: PubChem)
ChEBI CHEBI:42944
ChEMBL Ligand CHEMBL659
DrugBank Ligand DB00674
DrugCentral Ligand 1272
GtoPdb PubChem SID 178103304
PubChem CID 9651
RCSB PDB Ligand GNT
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SynPHARM 78675 (in complex with acetylcholinesterase (Cartwright blood group))
Wikipedia Galantamine