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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1590
CHEMBL1590
Compound Name PSEUDOEPHEDRINE
ChEMBL Synonyms PSEUDO-12 | SUDAFED 24 HOUR | SUDAFED 12 HR DECONGEST | GALPSEUD | OTRIVINE MU-CRON | GALPSEUD PLUS | CONTAC | SUDAFED PLUS | Pseudophed | NOVAFED | DIMOTANE PLUS L.A. | SCH 4855 | SUDAFED 12 HOUR | DIMOTANE PLUS | ACTIFED | PSEUDOEPHEDRINE SULFATE | SUDAFED-SA | Pseudoephedrine polistirex | PSEUDOEPHEDRINE | AFRINOL | PSEUDOEPHEDRINE HYDROCHLORIDE | SUDAFED | SINUTAB
Max Phase 4 (Approved)
Trade Names CONTAC | GALPSEUD PLUS | OTRIVINE MU-CRON | DIMOTANE PLUS L.A. | NOVAFED | Pseudophed | SUDAFED PLUS | SUDAFED 12 HOUR | ACTIFED | DIMOTANE PLUS | SUDAFED-SA | PSEUDOEPHEDRINE HYDROCHLORIDE | SINUTAB | SUDAFED | AFRINOL | PSEUDO-12 | GALPSEUD | SUDAFED 12 HR DECONGEST | SUDAFED 24 HOUR
Molecular Formula C10H15NO

Additional synonyms for CHEMBL1590 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-WCBMZHEXSA-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


CHEMBL1590

Molecule Features

CHEMBL1590 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Over-The-Counter

Mechanism of Action

Mechanism of Action ChEMBL Target References
Norepinephrine transporter releasing agent Norepinephrine transporter ISBN PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
SinusitisD012852EFO:0007486sinusitis2ClinicalTrials
CoughD003371HP:0012735Cough3ClinicalTrials
HypersensitivityD006967EFO:0003785allergy1ClinicalTrials
Rhinitis, Allergic, PerennialD012221EFO:1001417Rhinitis, Allergic, Perennial3ClinicalTrials
Rhinitis, Allergic, SeasonalD006255EFO:0005854allergic rhinitis3ClinicalTrials
ClinicalTrials
Multiple System AtrophyD019578EFO:1001050multiple system atrophy0ClinicalTrials
InflammationD007249MP:0001845inflammation3ClinicalTrials
RhinitisD0122203ClinicalTrials
Rhinitis, Allergic, SeasonalD006255EFO:0003956seasonal allergic rhinitis3ClinicalTrials
Common ColdD003139EFO:0007214common cold3ClinicalTrials
ClinicalTrials
Hypotension, OrthostaticD007024EFO:0005252orthostatic hypotension1ClinicalTrials
Rhinitis, VasomotorD012223EFO:0007533vasomotor rhinitis3ClinicalTrials

Clinical Data

ClinicalTrials.gov PSEUDOEPHEDRINE
The Cochrane Collaboration PSEUDOEPHEDRINE

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 CHEMBL1590. 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 CHEMBL1590

Compound Cross References

ATC R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01B - NASAL DECONGESTANTS FOR SYSTEMIC USE
R01BA - Sympathomimetics
R01BA02 - pseudoephedrine

R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01B - NASAL DECONGESTANTS FOR SYSTEMIC USE
R01BA - Sympathomimetics
R01BA52 - pseudoephedrine, combinations

ChemSpider ChemSpider:KWGRBVOPPLSCSI-WCBMZHEXSA-N
DailyMed pseudoephedrine hydrochloride pseudoephedrine sulfate
PubChem SID: 11111142
Wikipedia Pseudoephedrine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1590



ACToR 304-87-0
Brenda 90218 40746
ChEBI 51209
DrugBank DB00852
DrugCentral 2326
eMolecules 494893
EPA CompTox Dashboard DTXSID0023537
FDA SRS 7CUC9DDI9F
Guide to Pharmacology 7286
Human Metabolome Database HMDB0001943
IBM Patent System 557C70E648E5D614F8634E832B0BA94A
KEGG Ligand C02765
LINCS LSM-3885
Mcule MCULE-5756045923
Metabolights MTBLC51209
Nikkaji J10.171K
PharmGKB PA451170
PubChem 7028
PubChem: Thomson Pharma 15120370
SureChEMBL SCHEMBL4368
ZINC ZINC000000020259

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