tamsulosin   Click here for help

GtoPdb Ligand ID: 488

Synonyms: (-)-YM617 | Flomax® | LY-253351 | Omnic® | tamsulosin hydrochloride
Approved drug
tamsulosin is an approved drug (FDA (1997))
Compound class: Synthetic organic
Comment: Tamsulosin is a selective α1A-adrenoceptor antagonist drug.
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: tamsulosin

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 108.26
Molecular weight 408.17
XLogP 2.32
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CCOc1ccccc1OCCNC(Cc1ccc(c(c1)S(=O)(=O)N)OC)C
Isomeric SMILES CCOc1ccccc1OCCN[C@@H](Cc1ccc(c(c1)S(=O)(=O)N)OC)C
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
InChI Key DRHKJLXJIQTDTD-OAHLLOKOSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1997))
IUPAC Name Click here for help
5-[(2R)-2-[2-(2-ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide
International Nonproprietary Names Click here for help
INN number INN
6750 tamsulosin
Synonyms Click here for help
(-)-YM617 | Flomax® | LY-253351 | Omnic® | tamsulosin hydrochloride
Database Links Click here for help
BindingDB Ligand 50060964
CAS Registry No. 106133-20-4
ChEBI CHEBI:9398
ChEMBL Ligand CHEMBL836
DrugBank Ligand DB00706
DrugCentral Ligand 2562
GtoPdb PubChem SID 135651350
PubChem CID 129211
Search Google for chemical match using the InChIKey DRHKJLXJIQTDTD-OAHLLOKOSA-N
Search Google for chemicals with the same backbone DRHKJLXJIQTDTD
Search PubMed clinical trials tamsulosin
Search PubMed titles tamsulosin
Search PubMed titles/abstracts tamsulosin
Search UniChem for chemical match using the InChIKey DRHKJLXJIQTDTD-OAHLLOKOSA-N
Search UniChem for chemicals with the same backbone DRHKJLXJIQTDTD
Wikipedia Tamsulosin