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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL642
CHEMBL642
Compound Name ACEBUTOLOL
ChEMBL Synonyms SECTRAL 200 | SECTRAL | ACEBUT HCL | Sectral | SECTRAL 400 | IL-17803A | ACEBUTOLOL HYDROCHLORIDE | ACEBUTOLOL | M&B 17803A
Max Phase 4 (Approved)
Trade Names ACEBUTOLOL HYDROCHLORIDE | SECTRAL 400 | ACEBUT HCL | SECTRAL | SECTRAL 200
Molecular Formula C18H28N2O4

Additional synonyms for CHEMBL642 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCC(=O)Nc1ccc(OCC(O)CNC(C)C)c(c1)C(=O)C
Standard InChI InChI=1S/C18H28N2O4/c1-5-6-18(23)20-14-7-8-17(16(9-14)13(4)2 ...
Download InChI
Standard InChI Key GOEMGAFJFRBGGG-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • 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


CHEMBL642

Molecule Features

CHEMBL642 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
Beta-1 adrenergic receptor antagonist Beta-1 adrenergic receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Heart DiseasesD006331EFO:0003777heart disease2ClinicalTrials
HypertensionD006973EFO:0000537hypertension4ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
HemangiomaD006391EFO:1000635hemangioma3ClinicalTrials
Vascular DiseasesD014652EFO:0004264vascular disease2ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Arrhythmias, CardiacD0011454DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed

Clinical Data

ClinicalTrials.gov ACEBUTOLOL
The Cochrane Collaboration ACEBUTOLOL

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 CHEMBL642. 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
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL4302 P-glycoprotein 1 Homo sapiens 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 0.999
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 0.968
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 0.966
CHEMBL3892 Sphingosine 1-phosphate receptor Edg-3 Homo sapiens 0.933
CHEMBL4333 Sphingosine 1-phosphate receptor Edg-1 Homo sapiens 0.908
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.855
CHEMBL5514 Huntingtin Homo sapiens 0.785
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.740
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.591
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.581
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.525
CHEMBL2993 Monoamine oxidase B Rattus norvegicus 0.483
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.407
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.258
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.256



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL4302 P-glycoprotein 1 Homo sapiens 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL3892 Sphingosine 1-phosphate receptor Edg-3 Homo sapiens 0.877
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 0.790
CHEMBL4333 Sphingosine 1-phosphate receptor Edg-1 Homo sapiens 0.652
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.604
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.583
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.398
CHEMBL1293316 Relaxin receptor 1 Homo sapiens 0.355
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.337

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
336.4 336.2049 2.37 10 87.66 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 3 0 6 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.78 9.4 1.77 -.3 1 24 0.57

Structural Alerts

There are 2 structural alerts for CHEMBL642. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C07 - BETA BLOCKING AGENTS
C07A - BETA BLOCKING AGENTS
C07AB - Beta blocking agents, selective
C07AB04 - acebutolol

ChemSpider ChemSpider:GOEMGAFJFRBGGG-UHFFFAOYSA-N
DailyMed acebutolol hydrochloride
Wikipedia Acebutolol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL642



ACToR 28197-63-9 37517-30-9
BindingDB 25755
Brenda 115127
ChEBI 2379
DrugBank DB01193
DrugCentral 40
eMolecules 1985284
EPA CompTox Dashboard DTXSID2048539
Guide to Pharmacology 7107
Human Metabolome Database HMDB0015324
IBM Patent System 571155C51855BE1752B6A68126C14181
KEGG Ligand C06803
LINCS LSM-4384
Mcule MCULE-6278379694
MolPort MolPort-003-844-375
Nikkaji J29.383K
PharmGKB PA448011
PubChem 1978
PubChem: Thomson Pharma 15075320
SureChEMBL SCHEMBL3772

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