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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL211456
CHEMBL211456
Compound Name EPHEDRINE
ChEMBL Synonyms FRANOL | Ephedrine Sulfate | DO-DO | (-)-Ephedrine Hemisulfate | EXPURHIN | HAYMINE | BRONCHIPAX | C.A.M. | CORPHEDRA | SECRON | EPHED IN NOR SALINE | AMESEC | EPHED HCL | ASMAPAX | AKOVAZ | EXPANSYL | TEDRAL | TAUMASTHMAN | ISOFEDROL | FRANOL-PLUS | FRANOL PLUS | EPHEDRINE SULPHATE | EPHEDRINE SULFATE | EPHEDRINE | TEDRAL SA | TABASAN | EPHEDRINE HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names DO-DO | EXPURHIN | FRANOL | CORPHEDRA | SECRON | ASMAPAX | EPHED HCL | AKOVAZ | AMESEC | EPHED IN NOR SALINE | TAUMASTHMAN | TEDRAL | EXPANSYL | HAYMINE | FRANOL PLUS | FRANOL-PLUS | ISOFEDROL | BRONCHIPAX | C.A.M. | TABASAN | TEDRAL SA
Molecular Formula C10H15NO

Additional synonyms for CHEMBL211456 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN[C@@H](C)[C@H](O)c1ccccc1
Standard InChI InChI=1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H, ...
Download InChI
Standard InChI Key KWGRBVOPPLSCSI-WPRPVWTQSA-N

Sources

  • AstraZeneca Deposited Data
  • 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


CHEMBL211456

Molecule Features

CHEMBL211456 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:Prescription-only

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
HypotensionD007022EFO:0005251hypotension2ClinicalTrials
Nasal ObstructionD015508HP:0001742Nasal obstruction4ATC
ATC
HemorrhageD006470MP:0001914hemorrhage2ClinicalTrials
PainD010146EFO:0003843pain1ClinicalTrials
Pre-EclampsiaD011225EFO:0000668preeclampsia3ClinicalTrials
AsthmaD001249EFO:0000270asthma4DailyMed
DailyMed
DailyMed
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Cognitive DysfunctionD060825HP:0100543cognitive impairment2ClinicalTrials
ObesityD009765EFO:0001073obesity4ATC
ClinicalTrials

Clinical Data

ClinicalTrials.gov EPHEDRINE
The Cochrane Collaboration EPHEDRINE

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 CHEMBL211456. 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
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 0.857
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 0.491
CHEMBL4198 Inhibitor of apoptosis protein 3 Homo sapiens 0.244
CHEMBL4400 Beta-3 adrenergic receptor Canis lupus familiaris 0.235
CHEMBL3399910 Probable G-protein coupled receptor 88 Homo sapiens 0.224

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 0.801
CHEMBL4072 Cathepsin B Homo sapiens 0.493
CHEMBL4198 Inhibitor of apoptosis protein 3 Homo sapiens 0.429
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 0.325

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
165.2 165.1154 1.33 3 32.26 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 2 0 2 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.96 9.38 1.08 -.93 1 12 0.71

Structural Alerts

There are no structural alerts for CHEMBL211456

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C01 - CARDIAC THERAPY
C01C - CARDIAC STIMULANTS EXCL. CARDIAC GLYCOSIDES
C01CA - Adrenergic and dopaminergic agents
C01CA26 - ephedrine

R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01A - DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
R01AB - Sympathomimetics, combinations excl. corticosteroids
R01AB05 - ephedrine

R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01A - DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
R01AA - Sympathomimetics, plain
R01AA03 - ephedrine

A - ALIMENTARY TRACT AND METABOLISM
A08 - ANTIOBESITY PREPARATIONS, EXCL. DIET PRODUCTS
A08A - ANTIOBESITY PREPARATIONS, EXCL. DIET PRODUCTS
A08AA - Centrally acting antiobesity products
A08AA56 - ephedrine, combinations

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01F - MYDRIATICS AND CYCLOPLEGICS
S01FB - Sympathomimetics excl. antiglaucoma preparations
S01FB02 - ephedrine

ChemSpider ChemSpider:KWGRBVOPPLSCSI-WPRPVWTQSA-N
DailyMed ephedrine sulfate
PubChem SID: 124892369
Wikipedia Ephedrine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL211456



Brenda 90189 19817 63172 204497
ChEBI 15407
DrugBank DB01364
DrugCentral 1024
eMolecules 480929
EPA CompTox Dashboard DTXSID0022985
FDA SRS GN83C131XS
Guide to Pharmacology 556
Human Metabolome Database HMDB0015451
IBM Patent System 9D113C9452B2502741F69542893AF01C
KEGG Ligand C01575
Mcule MCULE-1217859840
Metabolights MTBLC15407
Nikkaji J9.314I
PharmGKB PA449466
PubChem 9294
PubChem: Thomson Pharma 15147083 15219436
SureChEMBL SCHEMBL4785
ZINC ZINC000000074836

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