IMPPAT Phytochemical information: 
N-Methyl-14-O-demethylepiporphyroxine
N-Methyl-14-O-demethylepiporphyroxine
Summary

SMILES: COc1cc2CCN(C3C(c2cc1O)OC(O)c1c3ccc2c1OCO2)C
InChI: InChI=1S/C20H21NO6/c1-21-6-5-10-7-15(24-2)13(22)8-12(10)18-17(21)11-3-4-14-19(26-9-25-14)16(11)20(23)27-18/h3-4,7-8,17-18,20,22-23H,5-6,9H2,1-2H3
InChIKey: DPRSKEMBOBQDJV-UHFFFAOYSA-N
DeepSMILES: COcccCCNCCc7cc%11O))))OCO)cc6cccc6OCO5)))))))))))))C
Scaffold Graph/Node/Bond level: c1ccc2c(c1)CCNC1c3ccc4c(c3COC21)OCO4
Scaffold Graph/Node level: C1CCC2C(C1)CCNC1C3CCC4OCOC4C3COC21
Scaffold Graph level: C1CCC2C(C1)CCCC1C2CCC2C3CCCC3CCC21
Functional groups: cOC; CN(C)C; cO; cC(O)OC; c1cOCO1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Rhoeadine alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Isoquinoline alkaloids|Tetrahydroisoquinoline alkaloids
Synonymous chemical names:
n-methyl-14-o-demethylepiporphyroxine
External chemical identifiers:
CID:CID_78385284; ChEBI:CHEBI:175773
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
N-Methyl-14-O-demethylepiporphyroxine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 371.39
Log P RDKit 2.42
Topological polar surface area (Å2) RDKit 80.62
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 27
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.15
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.4
Number of rotatable bonds RDKit 1
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 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
N-Methyl-14-O-demethylepiporphyroxine
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.8
N-Methyl-14-O-demethylepiporphyroxine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.39
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes