IMPPAT Phytochemical information: 
N-Methylpurpuerine

N-Methylpurpuerine
Summary

SMILES: COc1cc2-c3c(OC)c(OC)c(c4c3[C@H](Cc2cc1OC)[N+](C)(C)CC4)OC
InChI: InChI=1S/C23H30NO5/c1-24(2)9-8-14-19-16(24)10-13-11-17(25-3)18(26-4)12-15(13)20(19)22(28-6)23(29-7)21(14)27-5/h11-12,16H,8-10H2,1-7H3/q+1/t16-/m0/s1
InChIKey: UKCPFYZTMTVAHY-INIZCTEOSA-N
DeepSMILES: COccc-ccOC))cOC))ccc6[C@H]Cc%10cc%14OC))))))[N+]C)C)CC6))))))OC
Scaffold Graph/Node/Bond level: c1ccc2c(c1)CC1[NH2+]CCc3cccc-2c31
Scaffold Graph/Node level: C1CCC2C(C1)CC1NCCC3CCCC2C31
Scaffold Graph level: C1CCC2C(C1)CC1CCCC3CCCC2C31
Functional groups: cOC; C[N+](C)(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Aporphines
Synonymous chemical names:
3-methylpurpurin
External chemical identifiers:
CID:CID_101731567; ZINC:ZINC000095913693
Chemical structure download


N-Methylpurpuerine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 400.5
Log P RDKit 3.63
Topological polar surface area (Å2) RDKit 46.15
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 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.04
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.48
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 4
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 4


N-Methylpurpuerine
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 Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.72


N-Methylpurpuerine
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 -6.36
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes