TAMSULOSIN

Search structure
Synonyms:
Status: Approved (1997)
Entry Type: Small molecule
Molecule Category: Parent
ATC: G04CA02
UNII: G3P28OML5I

Structure
InChI Key DRHKJLXJIQTDTD-OAHLLOKOSA-N
Smile CCOc1ccccc1OCCN[C@H](C)Cc1ccc(OC)c(S(N)(=O)=O)c1
InChI
InChI=1S/C20H28N2O5S/c1-4-26-17-7-5-6-8-18(17)27-12-11-22-15(2)13-16-9-10-19(25-3)20(14-16)28(21,23)24/h5-10,14-15,22H,4,11-13H2,1-3H3,(H2,21,23,24)/t15-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C20H28N2O5S
Molecular Weight 408.52
AlogP 2.34
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 11.0
Polar Surface Area 99.88
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 28.0

Pharmacology

Primary Target
α1A-adrenoceptor
α1B-adrenoceptor
α1D-adrenoceptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- - - - 20-22
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
0 0-1 0-6 0-4 100
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- - - 13-78 53-73
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- - - - 7-18
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- - - 1 115

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Hyperplasia 3 D006965 ClinicalTrials
Postoperative Complications 3 D011183 ClinicalTrials
Ureterolithiasis 3 D053039 ClinicalTrials
Urinary Retention 3 D016055 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 3 D064129 ClinicalTrials
Kidney Calculi 3 D007669 ClinicalTrials
Erectile Dysfunction 1 D007172 ClinicalTrials

Related Entries

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 106133-20-4
ChEBI 9398
ChEMBL CHEMBL836
DrugBank DB00706
DrugCentral 2562
EPA CompTox DTXSID3023631
FDA SRS G3P28OML5I
Human Metabolome Database HMDB0014844
Guide to Pharmacology 488
KEGG C07124
PharmGKB PA451583
PubChem 129211
SureChEMBL SCHEMBL34378
ZINC ZINC000001530694
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