IMPPAT Phytochemical information: 
Methoxyeglandine N-oxide
Methoxyeglandine N-oxide
Summary

SMILES: CCC1CC2CC3(C1[N+]1(C2OC(C1)c1c3[nH]c2c1cc(cc2)OC)[O-])C(=O)OC
InChI: InChI=1S/C22H26N2O5/c1-4-11-7-12-9-22(21(25)28-3)18-17(14-8-13(27-2)5-6-15(14)23-18)16-10-24(26,19(11)22)20(12)29-16/h5-6,8,11-12,16,19-20,23H,4,7,9-10H2,1-3H3
InChIKey: FTRDJKNSAZYQLO-UHFFFAOYSA-N
DeepSMILES: CCCCCCCC6[N+]C6OCC5)cc8[nH]cc5cccc6))OC))))))))))))[O-])))C=O)OC
Scaffold Graph/Node/Bond level: c1ccc2c3c([nH]c2c1)C1CC2CCC1[NH+]1CC3OC21
Scaffold Graph/Node level: C1CCC2C(C1)NC1C3CC4CCC3N3CC(OC43)C21
Scaffold Graph level: C1CCC2C(C1)CC1C3CC4CCC3C3CC(CC43)C21
Functional groups: CC1OCC[N+]1([O-])C; c[nH]c; cOC; COC(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Ibogan-type alkaloids
Synonymous chemical names:
10-methoxyeglandine-n-oxide, 10-methoxyeglandine n-oxide
External chemical identifiers:
CID:CID_432337
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Methoxyeglandine N-oxide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 398.46
Log P RDKit 3.13
Topological polar surface area (Å2) RDKit 83.61
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 22
Number of heavy atoms RDKit 29
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.27
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.59
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 4
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 7
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
Methoxyeglandine N-oxide
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 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.49
Methoxyeglandine N-oxide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.03
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes