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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL776
CHEMBL776
Compound Name METAPROTERENOL
ChEMBL Synonyms TH-152 | METAPROTERENOL SULFATE | ALUPENT OBSTETRIC | ALUPENT | ORCIPRENALINE SULFATE | Rac-Metaproterenol Hydrochloride | ORCIPRENALINE | Metaproterenol | PROMETA
Max Phase 4 (Approved)
Trade Names ALUPENT | METAPROTERENOL SULFATE | ALUPENT OBSTETRIC | PROMETA
Molecular Formula C11H17NO3

Additional synonyms for CHEMBL776 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)NCC(O)c1cc(O)cc(O)c1
Standard InChI InChI=1S/C11H17NO3/c1-7(2)12-6-11(15)8-3-9(13)5-10(14)4-8/h3 ...
Download InChI
Standard InChI Key LMOINURANNBYCM-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL776

Molecule Features

CHEMBL776 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:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
AsthmaD001249EFO:0000270asthma4DailyMed
DailyMed
Lung Diseases, ObstructiveD008173HP:0006536obstructive lung disease4ATC
ATC

Clinical Data

ClinicalTrials.gov METAPROTERENOL
The Cochrane Collaboration METAPROTERENOL

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 CHEMBL776. 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
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 0.992
CHEMBL4400 Beta-3 adrenergic receptor Canis lupus familiaris 0.977
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.977
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.856
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.788
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.668
CHEMBL270 Mu opioid receptor Rattus norvegicus 0.425



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
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
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL5471 Beta-1 adrenergic receptor Cavia porcellus 0.995
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.974
CHEMBL4400 Beta-3 adrenergic receptor Canis lupus familiaris 0.956
CHEMBL2289 Beta-2 adrenergic receptor Canis lupus familiaris 0.771
CHEMBL270 Mu opioid receptor Rattus norvegicus 0.221

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
211.3 211.1208 1.13 4 72.72 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.11 9.3 .28 -1.61 1 15 0.6

Structural Alerts

There are no structural alerts for CHEMBL776

Compound Cross References

ATC R - RESPIRATORY SYSTEM
R03 - DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES
R03A - ADRENERGICS, INHALANTS
R03AB - Non-selective beta-adrenoreceptor agonists
R03AB03 - orciprenaline

R - RESPIRATORY SYSTEM
R03 - DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES
R03C - ADRENERGICS FOR SYSTEMIC USE
R03CB - Non-selective beta-adrenoreceptor agonists
R03CB03 - orciprenaline

ChemSpider ChemSpider:LMOINURANNBYCM-UHFFFAOYSA-N
DailyMed metaproterenol sulfate
PubChem SID: 26748125 SID: 90340962
Wikipedia Orciprenaline

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL776



ACToR 586-06-1
BindingDB 50295572
ChEBI 83329 6792
DrugBank DB00816
DrugCentral 1720
eMolecules 902108
EPA CompTox Dashboard DTXSID8048529
Guide to Pharmacology 7250
Human Metabolome Database HMDB0014954
IBM Patent System 7F5B40FFFB07E4471E5AA78649FB3034
KEGG Ligand C07144
LINCS LSM-4318
Mcule MCULE-8722254342
NIH Clinical Collection SAM002548965
Nikkaji J6.736I
PharmGKB PA450390
PubChem 4086
PubChem: Thomson Pharma 14822465
SureChEMBL SCHEMBL4270

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