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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2008), EMA (2010))
IUPAC Name Click here for help
1-(3-hydroxypropyl)-5-[(2R)-2-[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethylamino]propyl]-2,3-dihydroindole-7-carboxamide
International Nonproprietary Names Click here for help
INN number INN
8043 silodosin
Synonyms Click here for help
KMD-3213 | Rapaflo® | Silodyx®
Database Links Click here for help
BindingDB Ligand 50160154
CAS Registry No. 160970-54-7 (source: Scifinder)
ChEMBL Ligand CHEMBL24778
DrugBank Ligand DB06207
DrugCentral Ligand 4151
GtoPdb PubChem SID 135650458
PubChem CID 5312125
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Wikipedia Silodosin

Product suppliers

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Tocris
Silodosin
Cat. No. 6663