A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Silodosin are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Silodosin?

The molecule Silodosin presents a molecular formula of C25H32F3N3O4 and its IUPAC name is 1-(3-hydroxypropyl)-5-[(2R)-2-[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethylamino]propyl]-2,3-dihydroindole-7-carboxamide.

Silodosin is a molecule that is used to treat benign prostatic hyperplasia (BPH). It lies as an α1-adrenergic receptor antagonist. Silodosin works by relaxing the smooth muscle in the prostate, which helps to relieve the symptoms of BPH such as urinary frequency and urgency..

Silodosin was approved by the US Food and Drug Administration (FDA) in 2008. It exists in both capsule and tablet form. The most common side effects of silodosin include dizziness, headache, and nausea. Silodosin should not be used in men with severe kidney impairment or in men who are taking certain other medications (such as ketoconazole)..

3D structure

Cartesian coordinates

Geometry of Silodosin in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing


Silodosin PNCPYILNMDWPEY-QGZVFWFLSA-N chemical compound 2D structure molecule svg


Molecule descriptors

IUPAC name1-(3-hydroxypropyl)-5-[(2R)-2-[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethylamino]propyl]-2,3-dihydroindole-7-carboxamide
InChI codeInChI=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

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • ( C)-1-(3-Hydroxypropyl)-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-2,3-di-hydro-1H-indole-7-carboxamide
  • (-)-1-(3-Hydroxypropyl)-5-((2R)-2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)-2,3-dihydro-1H-indole-7-carboxamide
  • (-)-1-(3-Hydroxypropyl)-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-2,3-di-hydro-1H-indole-7-carboxamide
  • (R)-5-[2-[[2-[2-(2,2,2-trifluoro-ethoxy)phenoxy]ethyl]amino]propyl]-1-(3-hydroxypropyl)-2,3-dihydro-1H-indole-7-carboxamide
  • (r)-1-(3-hydroxypropyl)-5-(2-(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethylamino)propyl)indoline-7-carboxamide
  • 1-(3-Hydroxy-propyl)-5-((R)-2-{2-[2-(2,2,2-trifluoro-ethoxy)-phenoxy]-ethylamino}-propyl)-2,3-dihydro-1H-indole-7-carboxylic acid amide
  • 1-(3-Hydroxypropyl)-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-2,3-dihydro-1H-indole-7-carboxamide; 1-(3-hydroxypropyl)-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indole-7-carboxamide; (-)-1
  • 1-(3-hydroxypropyl)-5-(2-(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethylamino)propyl)indoline-7-carboxamide
  • 1-(3-hydroxypropyl)-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]-ethyl}amino)propyl]-2,3-dihydro-1H-indole-7-carboxamide
  • 1-(3-hydroxypropyl)-5-[(2R)-2-[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethylamino]propyl]-2,3-dihydroindole-7-carboxamide
  • 1-(3-hydroxypropyl)-5-[(2r)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1h-indole-7-carboxamide
  • 160970-54-7
  • 1H-Indole-7-carboxamide, 2,3-dihydro-1-(3-hydroxypropyl)-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-
  • 2,3-Dihydro-1-(3-hydroxypropyl)-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-1H-indole-7-carboxamide
  • 970S649
  • A810210
  • AC-22605
  • AM20090780
  • BCP02143
  • BDBM50160154
  • BS-1011
  • CCG-221202
  • CS-0284
  • CUZ39LUY82
  • D01965
  • DB06207
  • GTPL493
  • HMS3715B06
  • HMS3884O21
  • HY-10122
  • I1128
  • KAD 3213
  • KAD 3213;KMD 3213
  • KAD-3213
  • KMD 3213
  • KMD-3213
  • KMD3213
  • KSO-0400
  • MFCD00930170
  • MLS006010022
  • NCGC00345882-03
  • Q-102517
  • Q411770
  • Rapaflo
  • Rapflo
  • Rapilif
  • SMR004701206
  • SR-01000944157
  • SR-01000944157-1
  • SW219765-1
  • Silodal
  • Silodosin
  • Silodosin (JP17/INN)
  • Silodosin (R-isomer)
  • Silodosin (Rapaflo)
  • Silodyx
  • Urief
  • Urorec
  • s1613

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3806063
  • AKOS005145899
  • DTXSID40167045
  • CHEMBL24778
  • CHEBI:135929
  • SCHEMBL136973

Physico-Chemical properties

IUPAC name1-(3-hydroxypropyl)-5-[(2R)-2-[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethylamino]propyl]-2,3-dihydroindole-7-carboxamide
Molecular formulaC25H32F3N3O4
Molecular weight495.534
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity129.81
Topological polar surface area97.1

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.