Molecule Details
| InChIKey | DLNKOYKMWOXYQA-UHFFFAOYSA-N |
|---|---|
| Compound Name | (1S,2R)-(+)-Norephedrine |
| Canonical SMILES | CC(N)C(O)c1ccccc1 |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 5 |
| Pfam Stratification | Cross-Family |
| Avg pChEMBL | 6.67 |
| Source | BindingDB;ChEMBL |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB00397 |
|---|---|
| Drug Name | Phenylpropanolamine |
| CAS Number | 14838-15-4 |
| Groups | approved vet_approved withdrawn |
| ATC Codes | R01BA51 R01BA01 |
| Description | Phenylpropanolamine is a sympathomimetic agent that acts as a nonselective adrenergic receptor agonist and norepinephrine reuptake inhibitor. It has been used as a decongestant and appetite suppressant. Currently, it is withdrawn from the market in Canada and the United States due to the risk for he... |
Categories: Adrenergic Agents Adrenergic Agonists Adrenergic alpha-Agonists Adrenergic beta-2 Receptor Agonists Adrenergic beta-Agonists Agents producing tachycardia Agents that produce hypertension Agents that reduce seizure threshold Alcohols Amines Amino Alcohols Anti-Obesity Agents Appetite Depressants Autonomic Agents Cardiovascular Agents Monoamine Oxidase A Inhibitors for interaction with Monoamine Oxidase A substrates Nasal Decongestants Nasal Decongestants for Systemic Use Nasal Preparations Neurotransmitter Agents Peripheral Nervous System Agents Propanolamines Propanols Respiratory System Agents Sympathomimetics Vasoconstrictor Agents
Cross-references: BindingDB: 50022722 ChEBI: 80680 CHEMBL61006 ChemSpider: 4622 Drugs Product Database (DPD): 8843 C16719 PharmGKB: PA164748965 PubChem:26934 PubChem:46508087 RxCUI: 8175 Therapeutic Targets Database: DNC001144 Wikipedia: Phenylpropanolamine ZINC: ZINC000000157545
Target Activities (5)
| Target | Gene | Organism | Category | Pfam | pChEMBL | Type | Source |
|---|---|---|---|---|---|---|---|
| P23975 | SLC6A2 | Homo sapiens | Human | PF00209 | 7.5 | Ki | BindingDB |
| P08913 | ADRA2A | Homo sapiens | Human | PF00001 | 6.6 | Ki | ChEMBL;BindingDB |
| Q01959 | SLC6A3 | Homo sapiens | Human | PF00209 | 6.5 | Ki | BindingDB |
| P18089 | ADRA2B | Homo sapiens | Human | PF00001 | 6.4 | Ki | BindingDB |
| P18825 | ADRA2C | Homo sapiens | Human | PF00001 | 6.4 | Ki | BindingDB |
DrugBank Target Actions (6)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| P21397 | MAOA | Amine oxidase [flavin-containing] A | inhibitor | enzymes |
| P07550 | ADRB2 | Beta-2 adrenergic receptor | agonist | targets |
| P08588 | ADRB1 | Beta-1 adrenergic receptor | agonist | targets |
| P08913 | ADRA2A | Alpha-2 adrenergic receptors | binder | targets |
| O14746 | TERT | Telomerase reverse transcriptase | inhibitor | targets |
| P21728 | DRD1 | D(1A) dopamine receptor | partial agonist | targets |