IMPPAT Phytochemical information: 
N-methylcephaeline
N-methylcephaeline
Summary

SMILES: CCC1CN2CCc3c(C2CC1CC1N(C)CCc2c1cc(OC)c(c2)O)cc(c(c3)OC)OC
InChI: InChI=1S/C29H40N2O4/c1-6-18-17-31-10-8-20-14-28(34-4)29(35-5)16-23(20)25(31)12-21(18)11-24-22-15-27(33-3)26(32)13-19(22)7-9-30(24)2/h13-16,18,21,24-25,32H,6-12,17H2,1-5H3
InChIKey: DXRJQYIJXWUNSE-UHFFFAOYSA-N
DeepSMILES: CCCCNCCccC6CC%10CCNC)CCcc6ccOC))cc6)O))))))))))))))cccc6)OC)))OC
Scaffold Graph/Node/Bond level: c1ccc2c(c1)CCNC2CC1CCN2CCc3ccccc3C2C1
Scaffold Graph/Node level: C1CCC2C(C1)CCNC2CC1CCN2CCC3CCCCC3C2C1
Scaffold Graph level: C1CCC2C(C1)CCCC2CC1CCC2CCC3CCCCC3C2C1
Functional groups: cOC; CN(C)C; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Emetine alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Isoquinoline alkaloids|Terpenoid tetrahydroisoquinoline alkaloids
Synonymous chemical names:
N-methylcephaeline
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
N-methylcephaeline
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 480.65
Log P RDKit 4.98
Topological polar surface area (Å2) RDKit 54.4
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 29
Number of heavy atoms RDKit 35
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.14
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 17
Shape complexity RDKit 0.59
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
N-methylcephaeline
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.63
N-methylcephaeline
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.77
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 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 Yes