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
SMILES / InChI / InChIKey
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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
InChI Key PNCPYILNMDWPEY-QGZVFWFLSA-N
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
α1A-adrenoceptor Primary target of this compound Hs Antagonist Antagonist 10.4 pKi - 1
pKi 10.4 [1]
α1D-adrenoceptor Hs Antagonist Antagonist 8.7 pKi - 1
pKi 8.7 [1]
α1B-adrenoceptor Hs Antagonist Antagonist 7.7 pKi - 1
pKi 7.7 [1]
Ligand mentioned in the following text fields