IMPPAT Phytochemical information: 
Dihydropalmatinium hydroxide
Dihydropalmatinium hydroxide
Summary

SMILES: COc1cc2CC[N+]3=C(c2cc1OC)Cc1c(C3)c(OC)c(cc1)OC.[OH-]
InChI: InChI=1S/C21H24NO4.H2O/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4;/h5-6,10-11H,7-9,12H2,1-4H3;1H2/q+1;/p-1
InChIKey: SGPMZDQGKCDLED-UHFFFAOYSA-M
DeepSMILES: COcccCC[N+]=Cc6cc%10OC)))))CccC6)cOC))ccc6))OC.[OH-]
Scaffold Graph/Node/Bond level: c1ccc2c(c1)CC1=[N+](CCc3ccccc31)C2
Scaffold Graph/Node level: C1CCC2CN3CCC4CCCCC4C3CC2C1
Scaffold Graph level: C1CCC2CC3C(CCC4CCCCC43)CC2C1
Functional groups: cOC; cC(=[N+](C)C)C; [OH-]
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Protoberberine alkaloids and derivatives
Synonymous chemical names:
dihydropalmatinium hydroxide
External chemical identifiers:
CID:CID_176714
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Dihydropalmatinium hydroxide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 371.43
Log P RDKit 2.66
Topological polar surface area (Å2) RDKit 69.93
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 27
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 13
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.38
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
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
Dihydropalmatinium hydroxide
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 0.77
Dihydropalmatinium hydroxide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME 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 -6.98
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 No
P-glycoprotein substrate SwissADME Yes