(-)-pindolol   Click here for help

GtoPdb Ligand ID: 127

Compound class: Synthetic organic
Comment: One of the enantiomers making up the racemic approved drug pindolol.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 57.28
Molecular weight 248.15
XLogP 1.92
No. Lipinski's rules broken 0
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Canonical SMILES OC(COc1cccc2c1cc[nH]2)CNC(C)C
Isomeric SMILES O[C@H](COc1cccc2c1cc[nH]2)CNC(C)C
InChI InChI=1S/C14H20N2O2/c1-10(2)16-8-11(17)9-18-14-5-3-4-13-12(14)6-7-15-13/h3-7,10-11,15-17H,8-9H2,1-2H3/t11-/m0/s1
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Summary of Clinical Use Click here for help
Approved drug pindolol is used in the management of hypertension, edema, ventricular tachycardias and atrial fibrillation.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Blocking of beta-1 adrenoceptors in the heart inhibits the effects of adrenaline and noradrenaline, leading to a decrease in heart rate and blood pressure. Beta-2 adrenoceptor inhibition in the juxtaglomerular apparatus results in inhibition of the production of renin, leading to inhibition in the production of angiotensin II and aldosterone production and inhibiting vasoconstriction and water retention.