levobetaxolol   

GtoPdb Ligand ID: 8035

Synonyms: (-)-betaxolol | (S)-betaxolol | AL-1577A | Betaxon®
levobetaxolol is an approved drug (FDA (2000) no prior history available)
Compound class: Synthetic organic
Comment: This is the active isomer of betaxolol [1]. The clinically used compound is levobetaxolol hydrochloride (PubChem CID 60656).
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 50.72
Molecular weight 307.21
XLogP 2.37
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES OC(COc1ccc(cc1)CCOCC1CC1)CNC(C)C
Isomeric SMILES O[C@H](COc1ccc(cc1)CCOCC1CC1)CNC(C)C
InChI InChI=1S/C18H29NO3/c1-14(2)19-11-17(20)13-22-18-7-5-15(6-8-18)9-10-21-12-16-3-4-16/h5-8,14,16-17,19-20H,3-4,9-13H2,1-2H3/t17-/m0/s1
InChI Key NWIUTZDMDHAVTP-KRWDZBQOSA-N
References
1. Sharif NA, Xu SX, Crider JY, McLaughlin M, Davis TL. (2001)
Levobetaxolol (Betaxon) and other beta-adrenergic antagonists: preclinical pharmacology, IOP-lowering activity and sites of action in human eyes.
J Ocul Pharmacol Ther, 17 (4): 305-17. [PMID:11572462]