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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL836
CHEMBL836
Compound Name TAMSULOSIN
ChEMBL Synonyms TAMFREX XL | TABPHYN MR | STRONAZON | OMNIC MR | LOSINATE MR | FLOMAX | CONTIFLO XL | PROSURIN XL | YM617 | YM-12617-1 | TAMUREX | ALPHACARD MR | PETYME | GALEBON | FLOMAX MR | FARAMSIL | COSITAM XL | LY-253351 | FLOMAXTRA XL | FLOMAX RELIEF MR | TAMSULOSIN | TAMSULOSIN HYDROCHLORIDE | R-(-)-YM-12617 | PINEXEL PR | PAMSVAX XL | MAXTRON | DIFFUNDOX | BAZETHAM MR | MORVESIN XL | FLECTONE XL
Max Phase 4 (Approved)
Trade Names DIFFUNDOX | FLECTONE XL | MORVESIN XL | OMNIC MR | STRONAZON | TABPHYN MR | TAMFREX XL | FLOMAX | LOSINATE MR | CONTIFLO XL | PROSURIN XL | ALPHACARD MR | TAMUREX | COSITAM XL | FARAMSIL | FLOMAX MR | GALEBON | PETYME | FLOMAX RELIEF MR | FLOMAXTRA XL | BAZETHAM MR | MAXTRON | PAMSVAX XL | PINEXEL PR | TAMSULOSIN HYDROCHLORIDE
Molecular Formula C20H28N2O5S

Additional synonyms for CHEMBL836 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCOc1ccccc1OCCN[C@H](C)Cc2ccc(OC)c(c2)S(=O)(=O)N
Standard InChI InChI=1S/C20H28N2O5S/c1-4-26-17-7-5-6-8-18(17)27-12-11-22-15 ...
Download InChI
Standard InChI Key DRHKJLXJIQTDTD-OAHLLOKOSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL836

Molecule Features

CHEMBL836 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Adrenergic receptor alpha-1 antagonist Adrenergic receptor alpha-1 DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Postoperative ComplicationsD011183EFO:0005323post-operative sign or symptom3ClinicalTrials
ClinicalTrials
Urinary Bladder, NeurogenicD001750HP:0000011Neurogenic bladder2ClinicalTrials
Diabetic RetinopathyD003930EFO:0003770diabetic retinopathy1ClinicalTrials
HyperplasiaD006965EFO:0000536hyperplasia3ClinicalTrials
ClinicalTrials
Kidney CalculiD007669EFO:0003845kidney stone3ClinicalTrials
UreterolithiasisD053039EFO:1001228ureterolithiasis3ClinicalTrials
Erectile DysfunctionD007172EFO:0004234erectile dysfunction1ClinicalTrials
HypertensionD006973EFO:0000537hypertension1ClinicalTrials
Prostatic HyperplasiaD011470EFO:0000284benign prostatic hyperplasia4ATC
ClinicalTrials
ClinicalTrials
FDA
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma3ClinicalTrials
Urinary RetentionD016055HP:0000016Urinary retention3ClinicalTrials
ClinicalTrials

Clinical Data

ClinicalTrials.gov TAMSULOSIN
The Cochrane Collaboration TAMSULOSIN

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL836. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 1.000
CHEMBL229 Alpha-1a adrenergic receptor Homo sapiens 1.000
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 0.999
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 0.991
CHEMBL232 Alpha-1b adrenergic receptor Homo sapiens 0.978
CHEMBL6056 Renin Callithrix jacchus 0.470



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL223 Alpha-1d adrenergic receptor Homo sapiens 1.000
CHEMBL232 Alpha-1b adrenergic receptor Homo sapiens 0.999
CHEMBL229 Alpha-1a adrenergic receptor Homo sapiens 0.999
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 0.998
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 0.584
CHEMBL4697 Hexose transporter 1 Plasmodium falciparum 0.387
CHEMBL6056 Renin Callithrix jacchus 0.303
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 0.277
CHEMBL1827 Phosphodiesterase 5A Homo sapiens 0.243
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.232
CHEMBL2535 Glucose transporter Homo sapiens 0.216

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
408.5 408.1719 2.34 11 99.88 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 2 0 7 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
10.08 8.78 2.14 .77 2 28 0.55

Structural Alerts

There are 1 structural alerts for CHEMBL836. To view alerts please click here.

Compound Cross References

ATC G - GENITO URINARY SYSTEM AND SEX HORMONES
G04 - UROLOGICALS
G04C - DRUGS USED IN BENIGN PROSTATIC HYPERTROPHY
G04CA - Alpha-adrenoreceptor antagonists
G04CA02 - tamsulosin

ChemSpider ChemSpider:DRHKJLXJIQTDTD-OAHLLOKOSA-N
DailyMed tamsulosin hydrochloride
Wikipedia Tamsulosin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL836



ACToR 106133-20-4
BindingDB 50060964
ChEBI 9398
ChemicalBook CB3128875
DrugBank DB00706
DrugCentral 2562
eMolecules 3716265
EPA CompTox Dashboard DTXSID3023631
FDA SRS G3P28OML5I
Guide to Pharmacology 488
Human Metabolome Database HMDB0014844
IBM Patent System 63B7FD6A54EB84D06B026618A3F182BA
KEGG Ligand C07124
LINCS LSM-45903
MolPort MolPort-003-850-388
Nikkaji J340.699G
PharmGKB PA451583
PubChem 129211
PubChem: Thomson Pharma 14855214 14855215
SureChEMBL SCHEMBL34378
ZINC ZINC000001530694

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/DRHKJLXJIQTDTD-OAHLLOKOSA-N spacer
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