SILODOSIN

Search structure
Trade Names:
Synonyms:
Status: Approved (2008)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: G04CA04
UNII: CUZ39LUY82

Structure
InChI Key PNCPYILNMDWPEY-QGZVFWFLSA-N
Smile C[C@H](Cc1cc2c(c(C(N)=O)c1)N(CCCO)CC2)NCCOc1ccccc1OCC(F)(F)F
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C25H32F3N3O4
Molecular Weight 495.54
AlogP 3.07
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 13.0
Polar Surface Area 97.05
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 35.0

Pharmacology

Action Mechanism of Action Reference
ANTAGONIST Alpha-1a adrenergic receptor antagonist
Primary Target
α1A-adrenoceptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Auxiliary transport protein Slow voltage-gated potassium channel accessory protein family
- 251188.64 - - -
Enzyme Hydrolase
- - - -
Enzyme Transferase
- - - - 1.021-18
Enzyme
- - - - 1.021-18
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - 9.77-29.49
Ion channel Ligand-gated ion channel 5HT3 receptor
- - - - 1.73
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 7943.28-25118.86 - - -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 794328.23 - - -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- 63095.73 - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Opioid receptor
- - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Acetylcholine receptor
- - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 116-541.4 - 0.036-30.28 90.69-100
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- - - 1578.34
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- - - 3526.55
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- - - 2091.7 100.08
Membrane receptor
- 116-541.4 - 0.036-30.28 90.69-100
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Prostatic Neoplasms, Castration-Resistant 3 D064129 ClinicalTrials
Kidney Calculi 3 D007669 ClinicalTrials
Urolithiasis 3 D052878 ClinicalTrials
Prostatitis 2 D011472 ClinicalTrials
Premature Ejaculation 2 D061686 ClinicalTrials

Related Entries

Scaffolds

Side Effects from Label

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Nervous system disorders
12.18
General disorders and administration site conditions
10.99
Injury, poisoning and procedural complications
7.65
Cardiac disorders
7.2
Vascular disorders
7.16
Respiratory, thoracic and mediastinal disorders
6.28
Gastrointestinal disorders
6.04
Reproductive system and breast disorders
5.48
Renal and urinary disorders
5.37
Skin and subcutaneous tissue disorders
5.27
Psychiatric disorders
4.28
Investigations
4.21
Musculoskeletal and connective tissue disorders
3.58
Immune system disorders
2.77
Eye disorders
2.7

Cross References

Resources Reference
CAS NUMBER 160970-54-7
ChEBI 135929
ChEMBL CHEMBL24778
DrugBank DB06207
DrugCentral 4151
EPA CompTox DTXSID40167045
FDA SRS CUZ39LUY82
Guide to Pharmacology 493
KEGG D01965
PubChem 5312125
SureChEMBL SCHEMBL136973
ZINC ZINC000003806063
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