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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL2
CHEMBL2
Compound Name PRAZOSIN
ChEMBL Synonyms PRAZOSIN HYDROCHLORIDE | CP-12299-1 | CP-12299 | ALPHAVASE 1 | MINIPRESS | HYPOVASE B.D. | MINIPRESS XL | ALPHAVASE 5 | CP-12,299-1 | ALPHAVASE 2 | ALPHAVASE 0.5 | PRAZOSIN | KENTOVACE | HYPOVASE
Max Phase 4 (Approved)
Trade Names ALPHAVASE 0.5 | HYPOVASE | KENTOVACE | PRAZOSIN HYDROCHLORIDE | ALPHAVASE 1 | HYPOVASE B.D. | MINIPRESS | MINIPRESS XL | ALPHAVASE 5 | ALPHAVASE 2
Molecular Formula C19H21N5O4

Additional synonyms for CHEMBL2 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1cc2nc(nc(N)c2cc1OC)N3CCN(CC3)C(=O)c4occc4
Standard InChI InChI=1S/C19H21N5O4/c1-26-15-10-12-13(11-16(15)27-2)21-19(22 ...
Download InChI
Standard InChI Key IENZQIKPVFGBNW-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL2

Molecule Features

CHEMBL2 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule 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
Amphetamine-Related DisordersD019969EFO:0004701metamphetamine dependence2ClinicalTrials
HypertensionD006973EFO:0000537hypertension4ATC
ClinicalTrials
Urinary Bladder, NeurogenicD001750HP:0000011Neurogenic bladder1ClinicalTrials
AlcoholismD000437EFO:0003829alcohol dependence3ClinicalTrials
Kidney CalculiD007669EFO:0003845kidney stone3ClinicalTrials
Stress Disorders, Post-TraumaticD013313EFO:0001358post-traumatic stress disorder3ClinicalTrials
Stress Disorders, Traumatic, AcuteD040701EFO:0005223acute stress reaction2ClinicalTrials
Tobacco Use DisorderD014029EFO:0003768nicotine dependence2ClinicalTrials

Clinical Data

ClinicalTrials.gov PRAZOSIN
The Cochrane Collaboration PRAZOSIN

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 CHEMBL2. 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
CHEMBL4302 P-glycoprotein 1 Homo sapiens 0.997
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.974
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.910
CHEMBL6032 Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Homo sapiens 0.872
CHEMBL2414 C-C chemokine receptor type 4 Homo sapiens 0.821
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.808
CHEMBL1075322 G-protein coupled receptor 55 Homo sapiens 0.805
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.622
CHEMBL251 Adenosine A2a receptor Homo sapiens 0.586
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 0.492
CHEMBL2392 DNA polymerase beta Homo sapiens 0.317



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.997
CHEMBL4302 P-glycoprotein 1 Homo sapiens 0.996
CHEMBL4372 Anthrax lethal factor Bacillus anthracis 0.987
CHEMBL6032 Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Homo sapiens 0.981
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.885
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.869
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.816
CHEMBL5162 Neuropeptide S receptor Homo sapiens 0.791
CHEMBL1075322 G-protein coupled receptor 55 Homo sapiens 0.633
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.578
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.291
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 0.260

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
383.4 383.1594 1.78 4 106.95 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
8 1 0 9 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 6.52 2.14 2.08 3 28 0.73

Structural Alerts

There are 1 structural alerts for CHEMBL2. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C02 - ANTIHYPERTENSIVES
C02C - ANTIADRENERGIC AGENTS, PERIPHERALLY ACTING
C02CA - Alpha-adrenoreceptor antagonists
C02CA01 - prazosin

ChemSpider ChemSpider:IENZQIKPVFGBNW-UHFFFAOYSA-N
DailyMed prazosin hydrochloride
PubChem SID: 11112649 SID: 11112650 SID: 11113367 SID: 124882482 SID: 124882484 SID: 124882486 SID: 124882487 SID: 144207195 SID: 170465415 SID: 26751613 SID: 26751614 SID: 50100502 SID: 50104272 SID: 50104273 SID: 50104274 SID: 50104275 SID: 90340959
Wikipedia Prazosin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL2



ACToR 19216-56-9
Atlas prazosin
BindingDB 29568
Brenda 145065 167772 145979
ChEBI 8364
DrugBank DB00457
DrugCentral 4209
eMolecules 670703
EPA CompTox Dashboard DTXSID4049082
FDA SRS XM03YJ541D
Guide to Pharmacology 5385 503
Human Metabolome Database HMDB0014600
IBM Patent System 8BD4DC24A996E55B34DF698119609B00
KEGG Ligand C07368
LINCS LSM-3079
Mcule MCULE-8104643269
MolPort MolPort-000-891-036
Nikkaji J10.000E
PDBe XRA
PharmGKB PA451093
PubChem 4893
PubChem: Thomson Pharma 14804776
SureChEMBL SCHEMBL26524
ZINC ZINC000095616601

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