salmeterol   

GtoPdb Ligand ID: 559

Synonyms: GR 33343X | Serevent®
salmeterol is an approved drug (FDA (1994), EMA (2016))
Compound class: Synthetic organic
Comment: Marketed formulations may contain salmeterol xinafoate (PubChem CID 56801).
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 4
Rotatable bonds 16
Topological polar surface area 81.95
Molecular weight 415.27
XLogP 4.18
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES OCc1cc(ccc1O)C(CNCCCCCCOCCCCc1ccccc1)O
Isomeric SMILES OCc1cc(ccc1O)C(CNCCCCCCOCCCCc1ccccc1)O
InChI InChI=1S/C25H37NO4/c27-20-23-18-22(13-14-24(23)28)25(29)19-26-15-7-1-2-8-16-30-17-9-6-12-21-10-4-3-5-11-21/h3-5,10-11,13-14,18,25-29H,1-2,6-9,12,15-17,19-20H2
InChI Key GIIZNNXWQWCKIB-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1994), EMA (2016))
IUPAC Name
2-(hydroxymethyl)-4-[1-hydroxy-2-[6-(4-phenylbutoxy)hexylamino]ethyl]phenol
International Nonproprietary Names
INN number INN
5578 salmeterol
Synonyms
GR 33343X | Serevent®
Database Links
BindingDB Ligand 25771
CAS Registry No. 89365-50-4 (source: Scifinder)
ChEBI CHEBI:9011
ChEMBL Ligand CHEMBL1263
DrugBank Ligand DB00938
DrugCentral Ligand 2419
GtoPdb PubChem SID 135650978
PubChem CID 5152
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Wikipedia Salmeterol