fenoterol   Click here for help

GtoPdb Ligand ID: 557

Synonyms: Berotec® | TH-1165A
Approved drug
fenoterol is an approved drug
Compound class: Synthetic organic
Comment: Fenoterol is a short-acting β2-adrenoceptor agonist (sympathomimetic) drug. The clinically used drug is a racemic mixture of enantiomers. We show the structure without specified stereochemistry to represent the mixture. The (S,R) and (R,S) enantiomers are much less active tha the (S,S) and (R,R) enantiomers.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 5
Rotatable bonds 6
Topological polar surface area 92.95
Molecular weight 303.15
XLogP 2.04
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(Cc1ccc(cc1)O)NCC(c1cc(O)cc(c1)O)O
Isomeric SMILES CC(Cc1ccc(cc1)O)NCC(c1cc(O)cc(c1)O)O
InChI InChI=1S/C17H21NO4/c1-11(6-12-2-4-14(19)5-3-12)18-10-17(22)13-7-15(20)9-16(21)8-13/h2-5,7-9,11,17-22H,6,10H2,1H3
InChI Key LSLYOANBFKQKPT-UHFFFAOYSA-N
References
1. Aristotelous T, Ahn S, Shukla AK, Gawron S, Sassano MF, Kahsai AW, Wingler LM, Zhu X, Tripathi-Shukla P, Huang XP et al.. (2013)
Discovery of β2 Adrenergic Receptor Ligands Using Biosensor Fragment Screening of Tagged Wild-Type Receptor.
ACS Med Chem Lett, 4 (10): 1005-1010. [PMID:24454993]