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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL32800
CHEMBL32800
Compound Name FENOTEROL
ChEMBL Synonyms BEROTEC 200 | BEROTEC 100 | Fenoterol Hydrobromide | fenoterol | TH 1165A [AS HYDROBROMIDE SALT] | BEROTEC [AS HYDROBROMIDE] | BERODUAL N | BEROTEC | BERODUAL | DUOVENT | Fenoterol HBr | FENOTEROL HYDROBROMIDE
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names BERODUAL | DUOVENT | BEROTEC | BEROTEC 100 | BEROTEC 200 | BERODUAL N | BEROTEC [AS HYDROBROMIDE]
Molecular Formula C17H21NO4

Additional synonyms for CHEMBL32800 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(Cc1ccc(O)cc1)NCC(O)c2cc(O)cc(O)c2
Standard InChI InChI=1S/C17H21NO4/c1-11(6-12-2-4-14(19)5-3-12)18-10-17(22)1 ...
Download InChI
Standard InChI Key LSLYOANBFKQKPT-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification
  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL32800

Molecule Features

CHEMBL32800 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn

Withdrawal Information

Year 1990
Country New Zealand
Reason Asthma Mortality
Class Respiratory toxicity

Mechanism of Action

Mechanism of Action ChEMBL Target References
Beta-2 adrenergic receptor agonist Beta-2 adrenergic receptor PubMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
AsthmaD001249EFO:0000270asthma3ClinicalTrials
Pulmonary Disease, Chronic ObstructiveD029424EFO:0000341chronic obstructive pulmonary disease3ClinicalTrials
Heart FailureD006333EFO:0000373congestive heart failure1ClinicalTrials
Lung Diseases, ObstructiveD008173HP:0006536obstructive lung disease4ATC
ATC

Clinical Data

ClinicalTrials.gov FENOTEROL
The Cochrane Collaboration FENOTEROL

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 CHEMBL32800. 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
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 1.000
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL4400 Beta-3 adrenergic receptor Canis lupus familiaris 1.000
CHEMBL270 Mu opioid receptor Rattus norvegicus 1.000
CHEMBL1944 Neprilysin Homo sapiens 1.000
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 0.998
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 0.998
CHEMBL2009 Glutamate receptor ionotropic, AMPA 1 Homo sapiens 0.995
CHEMBL3369 Neprilysin Rattus norvegicus 0.984
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.965
CHEMBL269 Delta opioid receptor Rattus norvegicus 0.963
CHEMBL242 Estrogen receptor beta Homo sapiens 0.774
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.749
CHEMBL3736 Angiotensin-converting enzyme 2 Homo sapiens 0.744
CHEMBL3768 Neprilysin Oryctolagus cuniculus 0.523
CHEMBL206 Estrogen receptor alpha Homo sapiens 0.511
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.396
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.379



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 1.000
CHEMBL213 Beta-1 adrenergic receptor 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
CHEMBL4400 Beta-3 adrenergic receptor Canis lupus familiaris 1.000
CHEMBL270 Mu opioid receptor Rattus norvegicus 1.000
CHEMBL1944 Neprilysin Homo sapiens 0.999
CHEMBL2009 Glutamate receptor ionotropic, AMPA 1 Homo sapiens 0.999
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.998
CHEMBL269 Delta opioid receptor Rattus norvegicus 0.997
CHEMBL3369 Neprilysin Rattus norvegicus 0.943
CHEMBL242 Estrogen receptor beta Homo sapiens 0.877
CHEMBL5043 Endoplasmic reticulum aminopeptidase 2 Homo sapiens 0.859
CHEMBL3736 Angiotensin-converting enzyme 2 Homo sapiens 0.671
CHEMBL2323 Cathepsin B Bos taurus 0.591
CHEMBL206 Estrogen receptor alpha Homo sapiens 0.571
CHEMBL3768 Neprilysin Oryctolagus cuniculus 0.492
CHEMBL1907 Aminopeptidase N Homo sapiens 0.476

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
303.4 303.1471 2.06 6 92.95 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.25 9.06 1.33 -.33 2 22 0.56

Structural Alerts

There are no structural alerts for CHEMBL32800

Compound Cross References

ATC G - GENITO URINARY SYSTEM AND SEX HORMONES
G02 - OTHER GYNECOLOGICALS
G02C - OTHER GYNECOLOGICALS
G02CA - Sympathomimetics, labour repressants
G02CA03 - fenoterol

R - RESPIRATORY SYSTEM
R03 - DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES
R03C - ADRENERGICS FOR SYSTEMIC USE
R03CC - Selective beta-2-adrenoreceptor agonists
R03CC04 - fenoterol

R - RESPIRATORY SYSTEM
R03 - DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES
R03A - ADRENERGICS, INHALANTS
R03AC - Selective beta-2-adrenoreceptor agonists
R03AC04 - fenoterol

ChemSpider ChemSpider:LSLYOANBFKQKPT-UHFFFAOYSA-N
PubChem SID: 90340690
Wikipedia Fenoterol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL32800



ACToR 13392-18-2
BindingDB 50131281 50221768
Brenda 136553
ChEBI 149226
DrugBank DB01288
DrugCentral 1155
EPA CompTox Dashboard DTXSID4023046
Guide to Pharmacology 557
Human Metabolome Database HMDB0015405
IBM Patent System 94286A223C99E4A477784B27A9F3CBDC
LINCS LSM-1948
Nikkaji J8.104C
PharmGKB PA10079
PubChem 3343
PubChem: Thomson Pharma 14898535
SureChEMBL SCHEMBL5009

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