PRAZOSIN

Search structure
Synonyms:
Status: Approved (1976)
Entry Type: Small molecule
Molecule Category: Parent
ATC: C02CA01
UNII: XM03YJ541D

Structure
InChI Key IENZQIKPVFGBNW-UHFFFAOYSA-N
Smile COc1cc2nc(N3CCN(C(=O)c4ccco4)CC3)nc(N)c2cc1OC
InChI
InChI=1S/C19H21N5O4/c1-26-15-10-12-13(11-16(15)27-2)21-19(22-17(12)20)24-7-5-23(6-8-24)18(25)14-4-3-9-28-14/h3-4,9-11H,5-8H2,1-2H3,(H2,20,21,22)

Physicochemical Descriptors

Property Name Value
Molecular Formula C19H21N5O4
Molecular Weight 383.41
AlogP 1.78
Hydrogen Bond Acceptor 8.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 4.0
Polar Surface Area 106.95
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 28.0

Pharmacology

Primary Target
α1A-adrenoceptor
α1B-adrenoceptor
α1D-adrenoceptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 13
Enzyme Oxidoreductase
- 8 - - 14
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 1585-1585 - - -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- 10100 - - 59
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 0-1 0-1148 0-1
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- 11000 - 8300 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 42000 - 2344-2360 -
Secreted protein
- - - 0 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 1
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 13600 - - 56-56
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC47 family of multidrug and toxin extrusion transporters
- 1600 - - 74
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 12500 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Stress Disorders, Post-Traumatic 3 D013313 ClinicalTrials
Kidney Calculi 3 D007669 ClinicalTrials
Alcoholism 3 D000437 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials
Tobacco Use Disorder 2 D014029 ClinicalTrials
Amphetamine-Related Disorders 2 D019969 ClinicalTrials
Anxiety 1 D001007 ClinicalTrials
Substance Withdrawal Syndrome 1 D013375 ClinicalTrials
Urinary Bladder, Neurogenic 1 D001750 ClinicalTrials

Related Entries

MCS

Scaffolds

UNKNOWN

Cross References

Resources Reference
CAS NUMBER 19216-56-9
ChEBI 8364
ChEMBL CHEMBL2
DrugBank DB00457
DrugCentral 4209
EPA CompTox DTXSID4049082
FDA SRS XM03YJ541D
Human Metabolome Database HMDB0014600
Guide to Pharmacology 503
KEGG C07368
PDB XRA
PharmGKB PA451093
PubChem 4893
SureChEMBL SCHEMBL26524
ZINC ZINC000095616601
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