Phytochemical Database for Neurological Disease

Phytochemical Name : Oxyavicine

Pubchem CID : 12313849

Molecular formula: C20H13NO5

Molecular weight : 347.300

Canonical SMILES : CN1C2=C(C=CC3=CC4=C(C=C32)OCO4)C5=CC6=C(C=C5C1=O)OCO6

Synonymes : Oxyavicine|12-methyl-5,7,17,19-tetraoxa-12-azahexacyclo[11.11.0.02,10.04,8.014,22.016,20]tetracosa-1(13),2,4(8),9,14,16(20),21,23-octaen-11-one

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C20H13NO5

Molecular weight (g/mol) : 347.300

Num. heavy atoms : 26

Num. arom. heavy atoms : 18

Fraction Csp3 : 0.150

Num. rotatable bonds : 0

Num. H-bond acceptors : 5

Num. H-bond donors : 0

Molar Refractivity : 96.610

Plasma TPSA : 58.920

Lipophilicity

Log P_o/w (iLOGP) : 3.260

Log P_o/w (XLOGP3) : 3.520

Log P_o/w (WLOGP) : 3.300

Log P_o/w (MLOGP) : 2.640

Log P_o/w (SILICOS-IT) : 3.750

Consensus Log P_o/w : 3.300

Water Solubility

Log S (ESOL) : -4.720

Solubility : 6.57E-03 mg/ml; 1.89E-05 mol/l

Class : Moderately soluble

Log S (Ali) : -4.440

Solubility : 1.26E-02 mg/ml; 3.62E-05 mol/l

Class : Moderately soluble

Log S (SILICOS-IT) : -5.990

Solubility : 3.56E-04 mg/ml; 1.03E-06 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 100.000

BBB permeant : -0.389

P-gp substrate : No

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : Yes

CYP2C19 inhibitor : Yes

CYP2C9 inhibitor : No

CYP2D6 inhibitor : No

CYP3A4 inhibitor : Yes

Log Kp (skin permeation) : -2.712

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Alkaloids and derivatives

Class : Amaryllidaceae alkaloids

Subclass : Phenanthridine- and phenanthridone-type amaryllidaceae alkaloids

Parent Level 1 : Phenanthridine- and phenanthridone-type amaryllidaceae alkaloids