Tamsulosin

Details

• Internal ID: b57cfd6f-7f16-47db-9beb-49c8c08cdff1
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenethylamines > Amphetamines and derivatives
• IUPAC Name: 5-[(2R)-2-[2-(2-ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide
• SMILES (Canonical): CCOC1=CC=CC=C1OCCNC(C)CC2=CC(=C(C=C2)OC)S(=O)(=O)N
• SMILES (Isomeric): CCOC1=CC=CC=C1OCCN[C@H](C)CC2=CC(=C(C=C2)OC)S(=O)(=O)N
• 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
• Popularity: 4,107 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈N₂O₅S
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.17189317 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 2.70

Synonyms

• 106133-20-4
• (R)-5-(2-((2-(2-Ethoxyphenoxy)ethyl)amino)propyl)-2-methoxybenzenesulfonamide
• Tamsulosinum
• Tamsulosina
• Tamsulosine
• (-)-Tamsulosin
• Tamsulosine [INN-French]
• Tamsulosinum [INN-Latin]
• Flowmax
• Tamsulon
• Tamsulosina [INN-Spanish]
• Tamsulosin [INN:BAN]
• Contiflo OD
• Tamsulon (TN)
• Tamsulosin (INN)
• Flomax (TN)
• (r)-(-)-tamsulosin
• CHEMBL836
• UNII-G3P28OML5I
• G3P28OML5I
• Tamsolusin
• 5-[(2R)-2-[2-(2-ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide
• CHEBI:9398
• HSDB 7744
• HIP1402
• HGP-0412
• HIP-1402
• (R)-5-(2-((2-(2-Ethoxyphenoxy)ethyl)amino)-propyl)-2-methoxybenzenesulfonamide
• 5-[(2R)-2-{[2-(2-ethoxyphenoxy)ethyl]amino}propyl]-2-methoxybenzenesulfonamide
• TAMSULOSIN [INN]
• 5-(2-((2-(2-ethoxyphenoxy)ethyl)amino)propyl)-2-methoxybenzenesulfonamide
• 5-[2-[2-(2-ethoxyphenoxy)ethylamino]propyl]-2-methoxy-benzenesulfonamide
• Benzenesulfonamide, 5-(2-((2-(2-ethoxyphenoxy)ethyl)amino)propyl)-2-methoxy-, (R)-
• Amsulosin
• C20H28N2O5S
• 5-[(2R)-2-[2-(2-ethoxyphenoxy)ethylamino]propyl]-2-methoxy-benzenesulfonamide
• 5-[(2R)-2-{[2-(2-ethoxyphenoxy)ethyl]amino}propyl]-2-methoxybenzene-1-sulfonamide
• 5-{(2R)-2-[(2-{[2-(ethyloxy)phenyl]oxy}ethyl)amino]propyl}-2-(methyloxy)benzenesulfonamide
• LY-253352
• NCGC00167442-01
• HSDB-7744
• C20-H28-N2-O5-S
• 5-[(2r)-2-[[2-(2-ethoxyphenoxy)ethyl]amino]propyl]-2-methoxybenzenesulfonamide
• Flomaxtra (TN)
• Urimax (TN)
• TAMSULOSIN [MI]
• TAMSULOSIN [HSDB]
• TAMSULOSIN [VANDF]
• D05MBZ
• TAMSULOSIN [WHO-DD]
• SCHEMBL34378
• GTPL488
• MLS006011810
• BIDD:GT0261
• DTXSID3023631
• DRHKJLXJIQTDTD-OAHLLOKOSA-N
• HMS2090P15
• HMS3884M15
• HY-B0661
• BDBM50060964
• s1435
• STK626950
• AKOS005266643
• CCG-268745
• CS-O-02453
• DB00706
• NCGC00167442-02
• AS-82157
• LS-31578
• SMR004703489
• (-)-YM617
• C07124
• D08560
• F15143
• AB01275521-01
• EN300-7417041
• A801388
• A835382
• Q418480
• SR-05000001519
• Q-101875
• SR-05000001519-1
• (-)-(R)-5-(2-((2-(O-ETHOXYPHENOXY)ETHYL)AMINO)PROPYL)-2-METHOXYBENZENESULFONAMIDE
• (r)-5-(2-(2-(2-ethoxyphenoxy)ethylamino)propyl)-2-methoxybenzenesulfonamide
• (r)-5-[2-[[2-(2-ethoxyphenoxy)ethyl]amino]propyl]-2-methoxy-benzenesulfonamide
• 5-[(2R)-2-[[2-(2-ethoxyphenoxy)ethyl]amino]propyl]-2-methoxybenzene-sulfonamide
• JGX

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL229	P35348	Alpha-1a adrenergic receptor	0.19 nM; 0.1995 nM; 0.2 nM; 0.19 nM; 0.05012 nM; 0.19 nM; 0.1995 nM	Ki; Ki; Ki; Ki; Ki; Ki; Ki	PMID: 17452102; PMID: 9135028; PMID: 15664832; PMID: 17517507; via Super-PRED; PMID: 18055202; PMID: 9135028
CHEMBL232	P35368	Alpha-1b adrenergic receptor	0.631 nM; 2 nM; 2 nM; 2 nM; 1.92 nM; 0.61 nM; 1.259 nM; 0.631 nM; 1.259 nM	Ki; Ki; Ki; Ki; Ki; Ki; Ki; Ki; Ki	PMID: 20934789; PMID: 17452102; PMID: 17517507; PMID: 18055202; PMID: 10841797; PMID: 9379432; PMID: 9135028; via Super-PRED; PMID: 9135028
CHEMBL223	P25100	Alpha-1d adrenergic receptor	0.2 nM; 0.18 nM; 0.2 nM; 0.1 nM; 0.2 nM; 0.1585 nM; 0.1585 nM; 0.18 nM	Ki; Ki; Ki; Ki; Ki; Ki; Ki; Ki	PMID: 18055202; PMID: 26954848; PMID: 17517507; via Super-PRED; PMID: 17452102; PMID: 9135028; PMID: 9135028; PMID: 10841797
CHEMBL1867	P08913	Alpha-2a adrenergic receptor	13.4 nM; 63 nM	Ki; Ki	PMID: 9379432; PMID: 10841797
CHEMBL1916	P18825	Alpha-2c adrenergic receptor	7.9 nM	Ki	PMID: 9379432
CHEMBL217	P14416	Dopamine D2 receptor	78 nM; 13 nM	Ki; Ki	PMID: 10841797; PMID: 10841797
CHEMBL234	P35462	Dopamine D3 receptor	0.28 nM	Ki	PMID: 10841797
CHEMBL214	P08908	Serotonin 1a (5-HT1a) receptor	0.79 nM	Ki	PMID: 10841797
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	84 nM	Ki	PMID: 10841797

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL205	P00918	Carbonic anhydrase II	99.07%	98.44%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.63%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.39%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.97%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.49%	95.56%
CHEMBL3594	Q16790	Carbonic anhydrase IX	92.38%	99.23%
CHEMBL2535	P11166	Glucose transporter	92.19%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.06%	94.00%
CHEMBL1255126	O15151	Protein Mdm4	90.72%	90.20%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.46%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.55%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.15%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.25%	97.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.10%	95.83%
CHEMBL3729	P22748	Carbonic anhydrase IV	83.52%	99.23%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.51%	90.24%
CHEMBL2321614	Q9NPC2	Potassium channel subfamily K member 9	81.49%	80.00%
CHEMBL261	P00915	Carbonic anhydrase I	81.28%	96.76%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.28%	97.21%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.23%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.20%	86.33%

Plants that contains it

• Piper nigrum

Cross-Links

• PubChem: 129211
• NPASS: NPC206372
• ChEMBL: CHEMBL836