bupranolol   Click here for help

GtoPdb Ligand ID: 550

Synonyms: Betadrenol® | BRN 2272923 | Ophtorenin® | SK&F 16805-A
Approved drug
bupranolol is an approved drug
Compound class: Synthetic organic
Comment: Bupranolol is a β-adrenoceptor antagonist (beta blocker) with a similar potency to propranolol.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 41.49
Molecular weight 271.13
XLogP 3.24
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES OC(COc1cc(C)ccc1Cl)CNC(C)(C)C
Isomeric SMILES OC(COc1cc(C)ccc1Cl)CNC(C)(C)C
InChI InChI=1S/C14H22ClNO2/c1-10-5-6-12(15)13(7-10)18-9-11(17)8-16-14(2,3)4/h5-7,11,16-17H,8-9H2,1-4H3
InChI Key HQIRNZOQPUAHHV-UHFFFAOYSA-N
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
β2-adrenoceptor Primary target of this compound Hs Antagonist Antagonist 8.3 – 9.1 pKi - 2-3
pKi 8.3 – 9.1 [2-3]
β1-adrenoceptor Primary target of this compound Hs Antagonist Antagonist 7.3 – 9.0 pKi - 2-3
pKi 7.3 – 9.0 [2-3]
β3-adrenoceptor Primary target of this compound Hs Antagonist Antagonist 6.8 – 7.3 pKi - 1-4
pKi 6.8 – 7.3 [1-4]
Ligand mentioned in the following text fields