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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL753
CHEMBL753
Compound Name PHENOXYBENZAMINE
ChEMBL Synonyms PHENOXYBENZAMINE | PHENOXYBENZAMINE HYDROCHLORIDE | BENSYLYTE HYDROCHLORIDE | Phenoxybenzamine chloride | DIBENYLINE | DIBENZYLINE
Max Phase 4 (Approved)
Trade Names DIBENZYLINE | DIBENYLINE | PHENOXYBENZAMINE HYDROCHLORIDE
Molecular Formula C18H22ClNO

Additional synonyms for CHEMBL753 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(COc1ccccc1)N(CCCl)Cc2ccccc2
Standard InChI InChI=1S/C18H22ClNO/c1-16(15-21-18-10-6-3-7-11-18)20(13-12-1 ...
Download InChI
Standard InChI Key QZVCTJOXCFMACW-UHFFFAOYSA-N

Sources

  • British National Formulary
  • 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


CHEMBL753

Molecule Features

CHEMBL753 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture 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 antagonist Adrenergic receptor alpha DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Hernias, Diaphragmatic, CongenitalD065630EFO:0005207congenital heart disease2ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC

Clinical Data

ClinicalTrials.gov PHENOXYBENZAMINE
The Cochrane Collaboration PHENOXYBENZAMINE

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 CHEMBL753. 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
CHEMBL2993 Monoamine oxidase B Rattus norvegicus 0.896
CHEMBL1878 Calcium sensing receptor Homo sapiens 0.794
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.708
CHEMBL287 Sigma opioid receptor Homo sapiens 0.260

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2993 Monoamine oxidase B Rattus norvegicus 0.942
CHEMBL1878 Calcium sensing receptor Homo sapiens 0.875
CHEMBL1163116 Cholesteryl ester transfer protein Oryctolagus cuniculus 0.386
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.250

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
303.8 303.139 4.19 8 12.47 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 0 0 2 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 6.58 3.69 3.62 2 21 0.68

Structural Alerts

There are 10 structural alerts for CHEMBL753. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C04 - PERIPHERAL VASODILATORS
C04A - PERIPHERAL VASODILATORS
C04AX - Other peripheral vasodilators
C04AX02 - phenoxybenzamine

ChemSpider ChemSpider:QZVCTJOXCFMACW-UHFFFAOYSA-N
DailyMed phenoxybenzamine hydrochloride
PubChem SID: 104171113 SID: 124879342 SID: 124879343 SID: 144203638 SID: 170465147 SID: 174007411 SID: 26752309 SID: 26752310 SID: 90341231
Wikipedia Phenoxybenzamine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL753



ACToR 59-96-1 102737-84-8
BindingDB 50017679
Brenda 160292
ChEBI 8077
DrugBank DB00925
DrugCentral 2136
eMolecules 979258
EPA CompTox Dashboard DTXSID0023458
Guide to Pharmacology 7268
Human Metabolome Database HMDB0015061
IBM Patent System 13DE5F3331EE1BBB62527C262638428F
KEGG Ligand C07435
LINCS LSM-1729
Mcule MCULE-1084779069
Nikkaji J4.795C
PharmGKB PA450919
PubChem 4768
PubChem: Thomson Pharma 14873959
SureChEMBL SCHEMBL5722

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