IMPPAT Phytochemical information: 
3-Methoxyicajine
3-Methoxyicajine
Summary

SMILES: COC1=C2CN(C)CC[C@@]34C(=O)C[C@@H]2[C@H]2[C@@H](OC1)CC(=O)N([C@H]32)c1c4cccc1
InChI: InChI=1S/C23H26N2O4/c1-24-8-7-23-15-5-3-4-6-16(15)25-20(27)10-17-21(22(23)25)13(9-19(23)26)14(11-24)18(28-2)12-29-17/h3-6,13,17,21-22H,7-12H2,1-2H3/t13-,17-,21-,22-,23+/m0/s1
InChIKey: FAXARKVDBXPYHL-LZZFVXCTSA-N
DeepSMILES: COC=CCNC)CC[C@@]C=O)C[C@@H]9[C@H][C@@H]OC%14))CC=O)N[C@H]%106)cc%11cccc6
Scaffold Graph/Node/Bond level: O=C1CC2OCC=C3CNCCC45C(=O)CC3C2C4N1c1ccccc15
Scaffold Graph/Node level: OC1CC2OCCC3CNCCC45C(O)CC3C2C4N1C1CCCCC15
Scaffold Graph level: CC1CC2CCCC3CCCCC45C(C)CC3C2C4C1C1CCCCC15
Functional groups: COC(=C(C)C)C; CN(C)C; CC(=O)C; COC; cN(C)C(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indoles and derivatives
ClassyFire Subclass: Carbazoles
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Aspidosperma-Iboga hybrid type (Vinca alkaloids)|Strychnos type
Synonymous chemical names:
3-methoxyicajine
External chemical identifiers:
CID:CID_71453399; ChEMBL:CHEMBL2164626; ZINC:ZINC000095552818
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
3-Methoxyicajine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 394.47
Log P RDKit 1.88
Topological polar surface area (Å2) RDKit 59.08
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 23
Number of heavy atoms RDKit 29
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.22
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.57
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 5
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
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
3-Methoxyicajine
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 0.73
3-Methoxyicajine
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -8.73
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 Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No