Phytochemical Database for Neurological Disease

Phytochemical Name : orixalone A

Pubchem CID : 11278088

Molecular formula: C17H21NO4

Molecular weight : 303.350

Canonical SMILES : CC(C)C(=O)CC1=C(C2=C(C(=CC=C2)OC)N(C1=O)C)OC

Synonymes : orixalone A|CHEMBL522635|DIUJWBJYQHUELV-UHFFFAOYSA-|4,8-dimethoxy-1-methyl-3-(3-methyl-2-oxobutyl)quinolin-2-one

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C17H21NO4

Molecular weight (g/mol) : 303.350

Num. heavy atoms : 22

Num. arom. heavy atoms : 10

Fraction Csp3 : 0.410

Num. rotatable bonds : 5

Num. H-bond acceptors : 4

Num. H-bond donors : 0

Molar Refractivity : 86.850

Plasma TPSA : 57.530

Lipophilicity

Log P_o/w (iLOGP) : 3.010

Log P_o/w (XLOGP3) : 1.850

Log P_o/w (WLOGP) : 2.320

Log P_o/w (MLOGP) : 1.710

Log P_o/w (SILICOS-IT) : 3.420

Consensus Log P_o/w : 2.460

Water Solubility

Log S (ESOL) : -2.890

Solubility : 3.88E-01 mg/ml; 1.28E-03 mol/l

Class : Soluble

Log S (Ali) : -2.680

Solubility : 6.35E-01 mg/ml; 2.09E-03 mol/l

Class : Soluble

Log S (SILICOS-IT) : -4.590

Solubility : 7.82E-03 mg/ml; 2.58E-05 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 98.825

BBB permeant : -0.168

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) : -2.629

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Organoheterocyclic compounds

Class : Quinolines and derivatives

Subclass : Quinolones and derivatives

Parent Level 1 : Hydroquinolones