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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201251
CHEMBL1201251
Compound Name ARBUTAMINE
ChEMBL Synonyms GENESA | GP-2-121-3 | ARBUTAMINE | ARBUTAMINE HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names GENESA
Molecular Formula C18H23NO4

Additional synonyms for CHEMBL1201251 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES O[C@@H](CNCCCCc1ccc(O)cc1)c2ccc(O)c(O)c2
Standard InChI InChI=1S/C18H23NO4/c20-15-7-4-13(5-8-15)3-1-2-10-19-12-18(23 ...
Download InChI
Standard InChI Key IIRWWTKISYTTBL-SFHVURJKSA-N

Sources

  • Orange Book
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1201251

Molecule Features

CHEMBL1201251 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:N Availability Type:Discontinued

Clinical Data

ClinicalTrials.gov ARBUTAMINE
The Cochrane Collaboration ARBUTAMINE

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1201251. 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
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL5471 Beta-1 adrenergic receptor Cavia porcellus 1.000
CHEMBL4031 Beta-3 adrenergic receptor Rattus norvegicus 1.000
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL4400 Beta-3 adrenergic receptor Canis lupus familiaris 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.999
CHEMBL270 Mu opioid receptor Rattus norvegicus 0.985
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.946
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 0.913
CHEMBL3229 Anandamide amidohydrolase Rattus norvegicus 0.913
CHEMBL2955 Sphingosine 1-phosphate receptor Edg-5 Homo sapiens 0.893
CHEMBL2009 Glutamate receptor ionotropic, AMPA 1 Homo sapiens 0.805
CHEMBL3066 Gonadotropin-releasing hormone receptor Rattus norvegicus 0.621
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 0.573
CHEMBL4372 Anthrax lethal factor Bacillus anthracis 0.572
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.522
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.461



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 1.000
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL3754 Beta-2 adrenergic receptor Rattus norvegicus 1.000
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL5471 Beta-1 adrenergic receptor Cavia porcellus 1.000
CHEMBL4031 Beta-3 adrenergic receptor Rattus norvegicus 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL4400 Beta-3 adrenergic receptor Canis lupus familiaris 1.000
CHEMBL4358 Arachidonate 15-lipoxygenase Oryctolagus cuniculus 1.000
CHEMBL2289 Beta-2 adrenergic receptor Canis lupus familiaris 1.000
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 0.998
CHEMBL3066 Gonadotropin-releasing hormone receptor Rattus norvegicus 0.997
CHEMBL270 Mu opioid receptor Rattus norvegicus 0.995
CHEMBL2009 Glutamate receptor ionotropic, AMPA 1 Homo sapiens 0.993
CHEMBL3229 Anandamide amidohydrolase Rattus norvegicus 0.989
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.868
CHEMBL4802 Nitric-oxide synthase, endothelial Bos taurus 0.827

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
317.4 317.1627 2.95 8 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
9.6 9.18 1.38 -.48 2 23 0.38

Structural Alerts

There are 5 structural alerts for CHEMBL1201251. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C01 - CARDIAC THERAPY
C01C - CARDIAC STIMULANTS EXCL. CARDIAC GLYCOSIDES
C01CA - Adrenergic and dopaminergic agents
C01CA22 - arbutamine

ChemSpider ChemSpider:IIRWWTKISYTTBL-SFHVURJKSA-N
Wikipedia Arbutamine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201251



ACToR 128470-16-6
ChEBI 50580
DrugBank DB01102
DrugCentral 237
EPA CompTox Dashboard DTXSID00155908
FDA SRS B07L15YAEV
Human Metabolome Database HMDB0015234
IBM Patent System 144A5FF3F49162DE8C708E750A27397C
Nikkaji J561.823A
PharmGKB PA164747979
PubChem 60789
PubChem: Thomson Pharma 15074005
SureChEMBL SCHEMBL521645

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