levobunolol   Click here for help

GtoPdb Ligand ID: 570

Synonyms: (-)-bunolol | Ak-beta® | BRN 1887243 | L-bunolol | Liquifilm® | W-6421A
Approved drug
levobunolol is an approved drug (FDA (1985))
Compound class: Synthetic organic
Comment: Levobunolol is a nonselective β-adrenoceptor antagonist.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 58.56
Molecular weight 291.18
XLogP 2.09
No. Lipinski's rules broken 0
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Canonical SMILES OC(COc1cccc2c1CCCC2=O)CNC(C)(C)C
Isomeric SMILES O[C@H](COc1cccc2c1CCCC2=O)CNC(C)(C)C
InChI InChI=1S/C17H25NO3/c1-17(2,3)18-10-12(19)11-21-16-9-5-6-13-14(16)7-4-8-15(13)20/h5-6,9,12,18-19H,4,7-8,10-11H2,1-3H3/t12-/m0/s1
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
β2-adrenoceptor Primary target of this compound Hs Antagonist Antagonist 9.3 pKi - 1
pKi 9.3 (Ki 5.5x10-10 M) [1]
β1-adrenoceptor Primary target of this compound Hs Antagonist Antagonist 8.4 pKi - 1
pKi 8.4 (Ki 3.99x10-9 M) [1]
β3-adrenoceptor Primary target of this compound Hs Antagonist Antagonist 6.8 pKi - 2
pKi 6.8 (Ki 1.6x10-7 M) [2]
β3-adrenoceptor Rn Antagonist Antagonist 6.4 pKi - 2
pKi 6.4 [2]
β3-adrenoceptor Mm Antagonist Antagonist 6.2 – 6.3 pKi - 2
pKi 6.2 – 6.3 [2]