DOXAZOSIN

Search structure
Synonyms:
Status: Approved (1990)
Entry Type: Small molecule
Molecule Category: Parent
ATC: C02CA04
UNII: NW1291F1W8

Structure
InChI Key RUZYUOTYCVRMRZ-UHFFFAOYSA-N
Smile COc1cc2nc(N3CCN(C(=O)C4COc5ccccc5O4)CC3)nc(N)c2cc1OC
InChI
InChI=1S/C23H25N5O5/c1-30-18-11-14-15(12-19(18)31-2)25-23(26-21(14)24)28-9-7-27(8-10-28)22(29)20-13-32-16-5-3-4-6-17(16)33-20/h3-6,11-12,20H,7-10,13H2,1-2H3,(H2,24,25,26)

Physicochemical Descriptors

Property Name Value
Molecular Formula C23H25N5O5
Molecular Weight 451.48
AlogP 1.72
Hydrogen Bond Acceptor 9.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 4.0
Polar Surface Area 112.27
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 33.0

Pharmacology

Primary Target
α1A-adrenoceptor
α1B-adrenoceptor
α1D-adrenoceptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - -
Enzyme Protease Metallo protease Metallo protease MAM clan Metallo protease M10A subfamily
- 5749 - - -
Enzyme Transferase
- - - - 16.4
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 588.84-2215.5 - 1815.1 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 0.74-1.551 0.309-0.309 0.3236-3.981 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- - - - 102
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 368 - 127 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- 188 - 1428 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 85.6

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Prostatic Hyperplasia 3 D011470 ClinicalTrials
Diabetes Mellitus 3 D003920 ClinicalTrials
Myocardial Infarction 3 D009203 ClinicalTrials
Heart Failure 3 D006333 ClinicalTrials
Myocardial Ischemia 3 D017202 ClinicalTrials
Hypercholesterolemia 3 D006937 ClinicalTrials
Kidney Calculi 3 D007669 ClinicalTrials
Pheochromocytoma 3 D010673 ClinicalTrials
Paraganglioma 3 D010235 ClinicalTrials
Vascular Diseases 2 D014652 ClinicalTrials
Cocaine-Related Disorders 2 D019970 ClinicalTrials
Stress Disorders, Post-Traumatic 2 D013313 ClinicalTrials
Cocaine-Related Disorders 2 D019970 ClinicalTrials
Tobacco Use Disorder 2 D014029 ClinicalTrials
Heart Diseases 2 D006331 ClinicalTrials
Cardiovascular Diseases 2 D002318 ClinicalTrials
Alcoholism 2 D000437 ClinicalTrials
Substance-Related Disorders 1 D019966 ClinicalTrials
Erectile Dysfunction 1 D007172 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 74191-85-8
ChEBI 4708
ChEMBL CHEMBL707
DrugBank DB00590
DrugCentral 954
EPA CompTox DTXSID7022964
FDA SRS NW1291F1W8
Human Metabolome Database HMDB14728
Guide to Pharmacology 7170
KEGG C06970
PharmGKB PA449407
PubChem 3157
SureChEMBL SCHEMBL34111
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