Phytochemical Database for Neurological Disease

Phytochemical Name : Avicine

Pubchem CID : 356657

Molecular formula: C20H14NO4+

Molecular weight : 332.300

Canonical SMILES : C[N+]1=CC2=CC3=C(C=C2C4=C1C5=CC6=C(C=C5C=C4)OCO6)OCO3

Synonymes : Avicine|SCHEMBL13170174|1,3-Benzodioxolo[5,6-c][1,3]dioxolo[4,5-j]phenanthridinium, 5-methyl-|Q63408949

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C20H14NO4+

Molecular weight (g/mol) : 332.300

Num. heavy atoms : 25

Num. arom. heavy atoms : 18

Fraction Csp3 : 0.150

Num. rotatable bonds : 0

Num. H-bond acceptors : 4

Num. H-bond donors : 0

Molar Refractivity : 94.680

Plasma TPSA : 40.800

Lipophilicity

Log P_o/w (iLOGP) : -0.240

Log P_o/w (XLOGP3) : 4.450

Log P_o/w (WLOGP) : 3.430

Log P_o/w (MLOGP) : 2.720

Log P_o/w (SILICOS-IT) : 3.850

Consensus Log P_o/w : 2.840

Water Solubility

Log S (ESOL) : -5.240

Solubility : 1.93E-03 mg/ml; 5.80E-06 mol/l

Class : Moderately soluble

Log S (Ali) : -5.030

Solubility : 3.13E-03 mg/ml; 9.42E-06 mol/l

Class : Moderately soluble

Log S (SILICOS-IT) : -6.090

Solubility : 2.67E-04 mg/ml; 8.04E-07 mol/l

Class : Poorly soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 98.431

BBB permeant : 0.094

P-gp substrate : Yes

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : Yes

CYP2C19 inhibitor : Yes

CYP2C9 inhibitor : No

CYP2D6 inhibitor : Yes

CYP3A4 inhibitor : Yes

Log Kp (skin permeation) : -2.725

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Organoheterocyclic compounds

Class : Quinolines and derivatives

Subclass : Benzoquinolines

Parent Level 1 : Phenanthridines and derivatives