nadolol   Click here for help

GtoPdb Ligand ID: 554

Synonyms: Corgard® | corzide | SQ-11725
Approved drug
nadolol is an approved drug (FDA (1979))
Compound class: Synthetic organic
Comment: The approved drug nadolol consists of equimolar amounts of four stereoisomers, therefore structures shown on other sites may vary in the representation of the stereochemistry. The structure shown here is representative of one of these isomers.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 4
Rotatable bonds 6
Topological polar surface area 81.95
Molecular weight 309.19
XLogP 1.17
No. Lipinski's rules broken 0
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Canonical SMILES OC(COc1cccc2c1CC(O)C(C2)O)CNC(C)(C)C
Isomeric SMILES OC(COc1cccc2c1C[C@H](O)[C@@H](C2)O)CNC(C)(C)C
InChI InChI=1S/C17H27NO4/c1-17(2,3)18-9-12(19)10-22-16-6-4-5-11-7-14(20)15(21)8-13(11)16/h4-6,12,14-15,18-21H,7-10H2,1-3H3/t12?,14-,15+/m1/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 7.0 – 8.6 pKi - 1-2
pKi 7.0 – 8.6 [1-2]
β1-adrenoceptor Primary target of this compound Hs Antagonist Antagonist 6.9 pKi - 2
pKi 6.9 [2]
β3-adrenoceptor Hs Antagonist Antagonist 6.3 pKi - 2
pKi 6.3 [2]