landiolol   Click here for help

GtoPdb Ligand ID: 13192

Synonyms: ONO-1101 | ONO1101
Approved drug
landiolol is an approved drug (Japan and some European countries.)
Compound class: Synthetic organic
Comment: Landiolol is an ultra short-acting, β1-adrenoceptor antagonist [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 3
Rotatable bonds 16
Topological polar surface area 127.82
Molecular weight 509.59
XLogP -0.58
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES CC1(C)OC[C@@H](COC(=O)CCC2=CC=C(C=C2)OC[C@H](CNCCNC(=O)N3CCOCC3)O)O1
Isomeric SMILES CC1(OC[C@H](O1)COC(=O)CCC2=CC=C(C=C2)OC[C@H](CNCCNC(=O)N3CCOCC3)O)C
InChI InChI=1S/C25H39N3O8/c1-25(2)35-18-22(36-25)17-34-23(30)8-5-19-3-6-21(7-4-19)33-16-20(29)15-26-9-10-27-24(31)28-11-13-32-14-12-28/h3-4,6-7,20,22,26,29H,5,8-18H2,1-2H3,(H,27,31)/t20-,22+/m0/s1
InChI Key WMDSZGFJQKSLLH-RBBKRZOGSA-N
References
1. Nasrollahi-Shirazi S, Sucic S, Yang Q, Freissmuth M, Nanoff C. (2016)
Comparison of the β-Adrenergic Receptor Antagonists Landiolol and Esmolol: Receptor Selectivity, Partial Agonism, and Pharmacochaperoning Actions.
J Pharmacol Exp Ther, 359 (1): 73-81. [PMID:27451411]