ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1215
CHEMBL1215
Compound Name PHENYLEPHRINE
ChEMBL Synonyms NUROFEN SINUS PAIN RELIEF | NeoSynephrine | BIOMYDRIN | Phenylephrine | Cyclomydril | PHENYLEPHRINE HYDROCHLORIDE | NEO-SYNEPHRINE | Fenilfar | METAOXEDRINE CHLORIDE | FENOX | AFRIN 4 HOUR NASAL SPRAY | VAZCULEP | PHENYLEPHRINE BITARTRATE | NAZEX | Duo-Medihaler | PREFRIN | NOSTRIL | MYDFRIN
Max Phase 4 (Approved)
Trade Names NAZEX | BIOMYDRIN | NeoSynephrine | NUROFEN SINUS PAIN RELIEF | VAZCULEP | Fenilfar | NEO-SYNEPHRINE | PHENYLEPHRINE HYDROCHLORIDE | AFRIN 4 HOUR NASAL SPRAY | FENOX | MYDFRIN | NOSTRIL | PREFRIN
Molecular Formula C9H13NO2

Additional synonyms for CHEMBL1215 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CNC[C@H](O)c1cccc(O)c1
Standard InChI InChI=1S/C9H13NO2/c1-10-6-9(12)7-3-2-4-8(11)5-7/h2-5,9-12H,6 ...
Download InChI
Standard InChI Key SONNWYBIRXJNDC-VIFPVBQESA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL1215

Molecule Features

CHEMBL1215 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:Y Topical:Y Black Box:N Availability Type:Over-The-Counter

Mechanism of Action

Mechanism of Action ChEMBL Target References
Adrenergic receptor alpha-1 agonist Adrenergic receptor alpha-1 ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Eye ManifestationsD005132EFO:0005751eye allergy4ATC
ATC
Cognitive DysfunctionD060825HP:0100543cognitive impairment2ClinicalTrials
Influenza, HumanD007251EFO:0001669influenza infection3ClinicalTrials
Shock, SepticD012772EFO:0006834septic shock2ClinicalTrials
Respiratory Tract InfectionsD0121411ClinicalTrials
ClinicalTrials
Arrhythmias, CardiacD001145EFO:0004269cardiac arrhythmia1ClinicalTrials
Rhinitis, VasomotorD012223EFO:0007533vasomotor rhinitis3ClinicalTrials
BronchiolitisD001988HP:0011950Bronchiolitis2ClinicalTrials
PainD010146EFO:0003843pain1ClinicalTrials
RhinitisD0122201ClinicalTrials
Acute Lung InjuryD055371EFO:0004610acute lung injury2ClinicalTrials
ClinicalTrials
HypotensionD007022EFO:0005251hypotension3ClinicalTrials
StrokeD020521EFO:0000712stroke3ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ClinicalTrials
ATC
Common ColdD003139EFO:0007214common cold3ClinicalTrials
ClinicalTrials
Eye DiseasesD005128EFO:0003966eye disease3ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm1ClinicalTrials
Ovarian CystsD0100481ClinicalTrials
Stress Disorders, Post-TraumaticD013313EFO:0001358post-traumatic stress disorder2ClinicalTrials
Rhinitis, Allergic, SeasonalD006255EFO:0003956seasonal allergic rhinitis3ClinicalTrials
ClinicalTrials
HypertensionD006973EFO:0000537hypertension1ClinicalTrials
Nasal ObstructionD015508HP:0001742Nasal obstruction4ATC
ATC
StomatitisD013280EFO:1001904oral mucositis1ClinicalTrials
CataractD002386EFO:0001059cataract3ClinicalTrials
Stomach NeoplasmsD013274EFO:0000178gastric carcinoma2ClinicalTrials

Clinical Data

ClinicalTrials.gov PHENYLEPHRINE
The Cochrane Collaboration PHENYLEPHRINE

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 CHEMBL1215. 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
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 0.999
CHEMBL270 Mu opioid receptor Rattus norvegicus 0.990
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 0.969
CHEMBL222 Norepinephrine transporter Homo sapiens 0.736
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.562
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 0.395
CHEMBL3952 Kappa opioid receptor Cavia porcellus 0.315



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 0.999
CHEMBL270 Mu opioid receptor Rattus norvegicus 0.997
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.989
CHEMBL222 Norepinephrine transporter Homo sapiens 0.928
CHEMBL2289 Beta-2 adrenergic receptor Canis lupus familiaris 0.474
CHEMBL3952 Kappa opioid receptor Cavia porcellus 0.340
CHEMBL269 Delta opioid receptor Rattus norvegicus 0.287
CHEMBL4400 Beta-3 adrenergic receptor Canis lupus familiaris 0.240

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
167.2 167.0946 0.65 3 52.49 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 3 0 3 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.77 9.22 .12 -1.77 1 12 0.62

Structural Alerts

There are no structural alerts for CHEMBL1215

Compound Cross References

ATC R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01A - DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
R01AB - Sympathomimetics, combinations excl. corticosteroids
R01AB01 - phenylephrine

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01G - DECONGESTANTS AND ANTIALLERGICS
S01GA - Sympathomimetics used as decongestants
S01GA05 - phenylephrine

R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01B - NASAL DECONGESTANTS FOR SYSTEMIC USE
R01BA - Sympathomimetics
R01BA03 - phenylephrine

C - CARDIOVASCULAR SYSTEM
C01 - CARDIAC THERAPY
C01C - CARDIAC STIMULANTS EXCL. CARDIAC GLYCOSIDES
C01CA - Adrenergic and dopaminergic agents
C01CA06 - phenylephrine

R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01B - NASAL DECONGESTANTS FOR SYSTEMIC USE
R01BA - Sympathomimetics
R01BA53 - phenylephrine, combinations

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01F - MYDRIATICS AND CYCLOPLEGICS
S01FB - Sympathomimetics excl. antiglaucoma preparations
S01FB01 - phenylephrine

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01G - DECONGESTANTS AND ANTIALLERGICS
S01GA - Sympathomimetics used as decongestants
S01GA55 - phenylephrine, combinations

R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01A - DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
R01AA - Sympathomimetics, plain
R01AA04 - phenylephrine

ChemSpider ChemSpider:SONNWYBIRXJNDC-VIFPVBQESA-N
DailyMed phenylephrine bitartrate phenylephrine hydrochloride
PubChem SID: 11111644 SID: 90340906
Wikipedia Phenylephrine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1215



ACToR 1416-03-1 59-42-7
ChEBI 8093
DrugBank DB00388
DrugCentral 2146
eMolecules 902300
EPA CompTox Dashboard DTXSID9023465
FDA SRS 1WS297W6MV
Guide to Pharmacology 485
Human Metabolome Database HMDB0002182
IBM Patent System 07655A984C0A0E68BC12F53FA684AADF
KEGG Ligand C07441
LINCS LSM-15380
Mcule MCULE-8302708533
MolPort MolPort-001-792-191
Nikkaji J8.601K
PharmGKB PA450935
PubChem 6041
PubChem: Thomson Pharma 15147117 15219459
SureChEMBL SCHEMBL4711
ZINC ZINC000000113355

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