silodosin   Click here for help

GtoPdb Ligand ID: 493

Synonyms: KMD-3213 | Rapaflo® | Silodyx®
Approved drug
silodosin is an approved drug (FDA (2008), EMA (2010))
Compound class: Synthetic organic
Comment: Silodosin an α1-adrenoceptor antagonist with selectivity for prostate adrenoceptors (mainly the α1A subtype).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 14
Topological polar surface area 97.05
Molecular weight 495.23
XLogP 3.66
No. Lipinski's rules broken 1
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Canonical SMILES OCCCN1CCc2c1c(cc(c2)CC(NCCOc1ccccc1OCC(F)(F)F)C)C(=O)N
Isomeric SMILES OCCCN1CCc2c1c(cc(c2)C[C@H](NCCOc1ccccc1OCC(F)(F)F)C)C(=O)N
InChI InChI=1S/C25H32F3N3O4/c1-17(30-8-12-34-21-5-2-3-6-22(21)35-16-25(26,27)28)13-18-14-19-7-10-31(9-4-11-32)23(19)20(15-18)24(29)33/h2-3,5-6,14-15,17,30,32H,4,7-13,16H2,1H3,(H2,29,33)/t17-/m1/s1
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Summary of Clinical Use Click here for help
Used to improve urinary flow in patients with benign prostatic hyperplasia (BPH).
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Silodosin is an antagonist at the α1A-adrenoceptor [1]. The drug acts to relax the muscles in the prostate and bladder neck, making it easier to urinate.
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