Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL24778

SILODOSIN
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
C[C@H](Cc1cc2c(c(C(N)=O)c1)N(CCCO)CC2)NCCOc1ccccc1OCC(F)(F)F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL24778
Name SILODOSIN
Phase Approved
Structure Type MOL
InChI Key PNCPYILNMDWPEY-QGZVFWFLSA-N
Therapeutic ✓ Yes

Known Names

KAD-3213 KMD-3213 Kso-0400 Rapaflo Rapilif Silodal Silodosin Silodosin recordati Silodosina Silodosine Silodyx Urief +1 more
22
Targets
38
Activities
2
Assay Types
0
PK Parameters
20
Publications
13
Known Names
6
Indications
1
Mechanisms

Molecular Properties

495.5
MW (Da)
3.07
ALogP
6
HBA
3
HBD
97.0
PSA (Ų)
0.37
QED
0
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2008
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Extended Properties

Molecular Formula C25H32F3N3O4
MW 495.54
Aromatic Rings 2
Heavy Atoms 35
NP-Likeness -0.83

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Alpha-1a adrenergic receptor antagonist ANTAGONIST Alpha-1A adrenergic receptor ✓ ✓

Indications

Prostatic Hyperplasia Kidney Calculi Prostatic Neoplasms, Castration-Resistant Urolithiasis Premature Ejaculation Prostatitis

ATC Classification

G04CA04
silodosin
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: UROLOGICALS

Activity Summary

Ki 20 meas. best 10.44
IC50 18 meas. best 9.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 10.44 9.4533 0.0 3
Alpha-1A adrenergic receptor
CHEMBL319
 IC50 9.1 9.1 0.8 1
Alpha-1A adrenergic receptor
CHEMBL229
 IC50 8.74 8.73 1.8 2
Alpha-1D adrenergic receptor
CHEMBL223
 Ki 8.7 8.015 2.0 2
Alpha-1D adrenergic receptor
CHEMBL223
 IC50 8.2 7.88 6.3 2
Unchecked
CHEMBL612545
 IC50 7.76 7.76 17.3 1
Alpha-1B adrenergic receptor
CHEMBL232
 Ki 7.7 7.205 19.9 2
Aorta
CHEMBL613606
 IC50 7.58 7.58 26.6 1
Beta-2 adrenergic receptor
CHEMBL210
 Ki 7.48 7.48 32.8 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 7.33 7.33 47.0 1
D(3) dopamine receptor
CHEMBL234
 Ki 7.14 7.14 71.5 1
Alpha-1B adrenergic receptor
CHEMBL315
 IC50 7.04 7.04 90.1 1
5-hydroxytryptamine receptor 1D
CHEMBL1983
 Ki 7.04 7.04 91.7 1
Alpha-1B adrenergic receptor
CHEMBL232
 IC50 6.94 6.605 116.0 2
Beta-2 adrenergic receptor
CHEMBL210
 IC50 6.67 6.67 214.1 1
Alpha-2C adrenergic receptor
CHEMBL1916
 Ki 6.44 6.44 360.0 1
5-hydroxytryptamine receptor 1B
CHEMBL1898
 Ki 6.43 6.43 373.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 6.32 6.32 480.3 1
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 6.17 6.17 682.7 1
Alpha-2B adrenergic receptor
CHEMBL1942
 Ki 6.11 6.11 786.0 1
D(2) dopamine receptor
CHEMBL217
 Ki 6.0 6.0 989.1 1
D(4) dopamine receptor
CHEMBL219
 Ki 5.8 5.8 1578.3 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 5.68 5.68 2091.7 1
Histamine H1 receptor
CHEMBL231
 Ki 5.45 5.45 3526.6 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.1 4.93 7943.3 3
Sodium channel protein type 5 subunit alpha
CHEMBL1980
 IC50 4.2 4.2 63095.7 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-1A adrenergic receptor Ki = 0.036 nM 10.44 Binding constant measured against Alpha-1A adrenergic receptor in human prostate... 15664832
Alpha-1A adrenergic receptor Ki = 0.03981 nM 10.4 Binding affinity was tested on human Alpha-1A adrenergic receptor 9135028
Alpha-1A adrenergic receptor IC50 = 0.8 nM 9.1 Antagonist activity at alpha1A adrenoceptor in Sprague-Dawley rat urethra assess... 27709945
Alpha-1A adrenergic receptor IC50 = 1.8 nM 8.74 Antagonist activity at human full-length N-terminal SNAP-tagged alpha1A adrenoce... 27709945
Alpha-1A adrenergic receptor IC50 = 1.9 nM 8.72 Antagonist activity at human alpha-1A adrenergic receptor transfected in HEK293 ... 27031406
Alpha-1D adrenergic receptor Ki = 1.995 nM 8.7 Binding affinity was tested on human Alpha-1D adrenergic receptor 9135028
Alpha-1D adrenergic receptor IC50 = 6.3 nM 8.2 Antagonist activity at human full-length N-terminal SNAP-tagged alpha1D adrenoce... 27709945
Unchecked IC50 = 17.3 nM 7.76 Inhibition of noradrenaline-induced contraction of Sprague-Dawley rat urethra sm... 27031406
Alpha-1B adrenergic receptor Ki = 19.95 nM 7.7 Binding affinity was tested on human Alpha-1B adrenergic receptor 9135028
Aorta IC50 = 26.6 nM 7.58 Inhibition of noradrenaline-induced contraction of Sprague-Dawley rat aorta afte... 27031406
Alpha-1D adrenergic receptor IC50 = 27.3 nM 7.56 Antagonist activity at alpha-1D adrenergic receptor (unknown origin) transfected... 27031406
Alpha-1A adrenergic receptor Ki = 30.28 nM 7.52 PDSP Secondary Binding target: ADRA1A - Compounds are tested at 10 uM concentrat... -
Beta-2 adrenergic receptor Ki = 32.83 nM 7.48 PDSP Secondary Binding target: ADRB2 - Compounds are tested at 10 uM concentrati... -
5-hydroxytryptamine receptor 1A Ki = 46.97 nM 7.33 PDSP Secondary Binding target: HTR1A - Compounds are tested at 10 uM concentrati... -
Alpha-1D adrenergic receptor Ki = 47.32 nM 7.33 PDSP Secondary Binding target: ADRA1D - Compounds are tested at 10 uM concentrat... -
D(3) dopamine receptor Ki = 71.55 nM 7.14 PDSP Secondary Binding target: DRD3 - Compounds are tested at 10 uM concentratio... -
Alpha-1B adrenergic receptor IC50 = 90.1 nM 7.04 Antagonist activity at alpha1B adrenoceptor in Sprague-Dawley rat aorta assessed... 27709945
5-hydroxytryptamine receptor 1D Ki = 91.69 nM 7.04 PDSP Secondary Binding target: HTR1D - Compounds are tested at 10 uM concentrati... -
Alpha-1B adrenergic receptor IC50 = 116.0 nM 6.94 Antagonist activity at human full-length N-terminal SNAP-tagged alpha1B adrenoce... 27709945
Alpha-1B adrenergic receptor Ki = 195.79 nM 6.71 PDSP Secondary Binding target: ADRA1B - Compounds are tested at 10 uM concentrat... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5724696 U2OS 24
- 10.6019/CHEMBL5724696 TERT-RPE1 12
- 10.6019/CHEMBL4689842 HEK-293T 10
- 10.6019/CHEMBL4689842 Fibroblast 9
- 10.6019/CHEMBL4689842 U2OS 8
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 5
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 5
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 5
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 5
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 5
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 5
- 10.6019/CHEMBL5209801 Apelin receptor 5
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 5
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 5
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 5
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 5
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 5
27031406 10.1021/acs.jmedchem.5b02023 Unchecked 4
27031406 10.1021/acs.jmedchem.5b02023 Rattus norvegicus 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4

Data from ChEMBL 36 via Core Engine