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
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Summary of Clinical Use Click here for help
Used in the treatment of migraine pain, tremor, angina pectoris and hypertension.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Antagonist of beta-adrenergic receptors which inhibits the effects of adrenaline and noradrenaline at the vascular smooth muscle, decreasing heart rate, cardiac output and systolic and diastolic blood pressure. Antagonism of the beta-2 adrenoceptors in bronchial smooth muscle causes vasoconstriction. Production of angiotensin II and aldosterone is inhibited through inhibition of renin production.
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