IMPPAT Phytochemical information: 
Pseudoephedrine
Pseudoephedrine
Summary

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
InChIKey: KWGRBVOPPLSCSI-WCBMZHEXSA-N
DeepSMILES: CN[C@H][C@H]cccccc6))))))O))C
Scaffold Graph/Node/Bond level: c1ccccc1
Scaffold Graph/Node level: C1CCCCC1
Scaffold Graph level: C1CCCCC1
Functional groups: CNC; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Benzene and substituted derivatives
ClassyFire Subclass: Phenylpropanes
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Pseudoalkaloids
NP Classifier Class: Phenylalanine-derived alkaloids
Synonymous chemical names:
(+)-isoephedrine, (+)-pseudoephedrine, (+)pseudoephedrine, d-pseudoephedrine, ephedrine, pseudo, ephedrine, pseudo (+), pseudo-ephedrine, pseudoephedrine, pseudoephedrine (+), ψ-ephedrine
External chemical identifiers:
CID:7028; ChEMBL:CHEMBL1590; ChEBI:51209; ZINC:ZINC000000020259; FDASRS:7CUC9DDI9F; SureChEMBL:SCHEMBL4368
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Pseudoephedrine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 165.24
Log P RDKit 1.33
Topological polar surface area (Å2) RDKit 32.26
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 12
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.2
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.4
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 1
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 1
Pseudoephedrine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.7078
Pseudoephedrine
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.65
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 0.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Pseudoephedrine
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000219833SLC6A2835
ENSP00000226730IL2800
ENSP00000261707SLC6A4800
ENSP00000262053ATF1800
ENSP00000270349SLC6A3828
ENSP00000280155ADRA2A800
ENSP00000305372ADRB2800
ENSP00000306245FOS800
ENSP00000327850NFATC1800
ENSP00000358301ADRB1800
ENSP00000369960ADRA1A800
ENSP00000398698TNF800
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.