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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL649
CHEMBL649
Compound Name NADOLOL
ChEMBL Synonyms CORGARD | SQ 11725 | SOLGOL | NADOLOL
Max Phase 4 (Approved)
Trade Names SOLGOL | NADOLOL | CORGARD
Molecular Formula C17H27NO4

Additional synonyms for CHEMBL649 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)(C)NCC(O)COc1cccc2C[C@@H](O)[C@@H](O)Cc12
Standard InChI InChI=1S/C17H27NO4/c1-17(2,3)18-9-12(19)10-22-16-6-4-5-11-7- ...
Download InChI
Standard InChI Key VWPOSFSPZNDTMJ-UCWKZMIHSA-N

Sources

  • 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


CHEMBL649

Molecule Features

CHEMBL649 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:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Beta-1 adrenergic receptor antagonist Beta-1 adrenergic receptor DailyMed
Beta-2 adrenergic receptor antagonist Beta-2 adrenergic receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
AsthmaD001249EFO:0000270asthma2ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
HemangiomaD006391EFO:1000635hemangioma3ClinicalTrials
Smoking CessationD016540EFO:0004319smoking cessation2ClinicalTrials

Clinical Data

ClinicalTrials.gov NADOLOL
The Cochrane Collaboration NADOLOL

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 CHEMBL649. 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
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 0.996
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 0.986
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.957
CHEMBL4767 Vesicular acetylcholine transporter Homo sapiens 0.689
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 0.372
CHEMBL4302 P-glycoprotein 1 Homo sapiens 0.311



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL2289 Beta-2 adrenergic receptor Canis lupus familiaris 0.999
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 0.998
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 0.991
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 0.985
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.814
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.709
CHEMBL5471 Beta-1 adrenergic receptor Cavia porcellus 0.663
CHEMBL1878 Calcium sensing receptor Homo sapiens 0.621
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 0.497
CHEMBL4767 Vesicular acetylcholine transporter Homo sapiens 0.378
CHEMBL4302 P-glycoprotein 1 Homo sapiens 0.315
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.201

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
309.4 309.194 0.63 5 81.95 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 4 0 5 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.91 9.54 .56 -1.54 1 22 0.64

Structural Alerts

There are 1 structural alerts for CHEMBL649. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C07 - BETA BLOCKING AGENTS
C07A - BETA BLOCKING AGENTS
C07AA - Beta blocking agents, non-selective
C07AA12 - nadolol

ChemSpider ChemSpider:VWPOSFSPZNDTMJ-UCWKZMIHSA-N
DailyMed nadolol
PubChem SID: 144204197 SID: 170464945 SID: 56422422 SID: 855594
Wikipedia Nadolol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL649



ACToR 42200-33-9
BindingDB 25766
DrugBank DB01203
eMolecules 3716096
EPA CompTox Dashboard DTXSID3023342
Guide to Pharmacology 554
Human Metabolome Database HMDB0015334
IBM Patent System 030AC45A3D86EBE4AE7BA859AFE65355
LINCS LSM-1879
MolPort MolPort-003-666-474
NIH Clinical Collection SAM002264627
PharmGKB PA450573
PubChem 39147
PubChem: Drugs of the Future 12013396
SureChEMBL SCHEMBL4177

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