pseudoephedrine   Click here for help

GtoPdb Ligand ID: 7286

Synonyms: pseudoephedrine hydrochloride | pseudophedrine sulphate | Sinutab® | Sudafed®
Approved drug
pseudoephedrine is an approved drug (FDA (1975))
Compound class: Synthetic organic
Comment: Pseudoephedrine is a decongestant, often contained as one of the active ingredients in fixed-mixture cold and flu medications.
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Click here for structure editor
Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 32.26
Molecular weight 165.12
XLogP 1.39
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES CNC(C(c1ccccc1)O)C
Isomeric SMILES CN[C@H]([C@H](c1ccccc1)O)C
InChI InChI=1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10+/m0/s1
InChI Key KWGRBVOPPLSCSI-WCBMZHEXSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1975))
IUPAC Name Click here for help
(1S,2S)-2-(methylamino)-1-phenylpropan-1-ol
International Nonproprietary Names Click here for help
INN number INN
1061 pseudoephedrine
Synonyms Click here for help
pseudoephedrine hydrochloride | pseudophedrine sulphate | Sinutab® | Sudafed®
Database Links Click here for help
CAS Registry No. 90-82-4
ChEMBL Ligand CHEMBL1590
DrugBank Ligand DB00852
DrugCentral Ligand 2326
GtoPdb PubChem SID 178103860
PubChem CID 7028
Search Google for chemical match using the InChIKey KWGRBVOPPLSCSI-WCBMZHEXSA-N
Search Google for chemicals with the same backbone KWGRBVOPPLSCSI
Search PubMed clinical trials pseudoephedrine
Search PubMed titles pseudoephedrine
Search PubMed titles/abstracts pseudoephedrine
UniChem Compound Search for chemical match using the InChIKey KWGRBVOPPLSCSI-WCBMZHEXSA-N
UniChem Connectivity Search for chemical match using the InChIKey KWGRBVOPPLSCSI-WCBMZHEXSA-N
Wikipedia Pseudoephedrine