Phytochemical Database for Neurological Disease

Phytochemical Name : Orixinone

Pubchem CID : 5320309

Molecular formula: C17H19NO5

Molecular weight : 317.340

Canonical SMILES : CC(C)C(=O)CC1=C(C2=C(C3=C(C=C2)OCO3)N=C1OC)OC

Synonymes : Orixinone|CHEMBL519190|1-(6,8-Dimethoxy-1,3-dioxolo[4,5-h]quinolin-7-yl)-3-methyl-2-butanone

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C17H19NO5

Molecular weight (g/mol) : 317.340

Num. heavy atoms : 23

Num. arom. heavy atoms : 10

Fraction Csp3 : 0.410

Num. rotatable bonds : 5

Num. H-bond acceptors : 6

Num. H-bond donors : 0

Molar Refractivity : 85.180

Plasma TPSA : 66.880

Lipophilicity

Log P_o/w (iLOGP) : 3.240

Log P_o/w (XLOGP3) : 2.940

Log P_o/w (WLOGP) : 2.750

Log P_o/w (MLOGP) : 1.510

Log P_o/w (SILICOS-IT) : 3.710

Consensus Log P_o/w : 2.830

Water Solubility

Log S (ESOL) : -3.650

Solubility : 7.08E-02 mg/ml; 2.23E-04 mol/l

Class : Soluble

Log S (Ali) : -4.010

Solubility : 3.13E-02 mg/ml; 9.85E-05 mol/l

Class : Moderately soluble

Log S (SILICOS-IT) : -4.870

Solubility : 4.32E-03 mg/ml; 1.36E-05 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 97.509

BBB permeant : -0.959

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 : No

Log Kp (skin permeation) : -2.764

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Organoheterocyclic compounds

Class : Quinolines and derivatives

Subclass : Quinolones and derivatives

Parent Level 1 : Quinolones and derivatives