IMPPAT Phytochemical information: 
Racephedrine
Racephedrine
Summary

SMILES: CNC(C(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
InChIKey: KWGRBVOPPLSCSI-UHFFFAOYSA-N
DeepSMILES: CNCCcccccc6))))))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:
1-ephedrine
External chemical identifiers:
CID:5032; ChEMBL:CHEMBL279157; SureChEMBL:SCHEMBL4369
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Racephedrine
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
Racephedrine
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
Racephedrine
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
Racephedrine
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000219833SLC6A2829
ENSP00000226730IL2800
ENSP00000261707SLC6A4800
ENSP00000262053ATF1800
ENSP00000270349SLC6A3909
ENSP00000280155ADRA2A817
ENSP00000298472SLC18A2843
ENSP00000298854RAPSN705
ENSP00000303211ACHE884
ENSP00000305372ADRB2894
ENSP00000306245FOS824
ENSP00000327850NFATC1800
ENSP00000344432DOK7721
ENSP00000358301ADRB1817
ENSP00000369960ADRA1A820
ENSP00000398698TNF800
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.