Phytochemical Database for Neurological Disease

Phytochemical Name : Preskimmianine

Pubchem CID : 12305721

Molecular formula: C17H21NO4

Molecular weight : 303.350

Canonical SMILES : CC(=CCC1=C(C2=C(C(=C(C=C2)OC)OC)NC1=O)OC)C

Synonymes : PRESKIMMIANINE|38695-41-9|4,7,8-trimethoxy-3-(3-methylbut-2-enyl)-1H-quinolin-2-one|CHEMBL487794|AKOS040762223

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 : 0.350

Num. rotatable bonds : 5

Num. H-bond acceptors : 4

Num. H-bond donors : 1

Molar Refractivity : 87.760

Plasma TPSA : 60.550

Lipophilicity

Log P_o/w (iLOGP) : 3.460

Log P_o/w (XLOGP3) : 2.900

Log P_o/w (WLOGP) : 3.060

Log P_o/w (MLOGP) : 1.970

Log P_o/w (SILICOS-IT) : 4.290

Consensus Log P_o/w : 3.140

Water Solubility

Log S (ESOL) : -3.550

Solubility : 8.47E-02 mg/ml; 2.79E-04 mol/l

Class : Soluble

Log S (Ali) : -3.830

Solubility : 4.47E-02 mg/ml; 1.47E-04 mol/l

Class : Soluble

Log S (SILICOS-IT) : -5.250

Solubility : 1.71E-03 mg/ml; 5.65E-06 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 94.130

BBB permeant : -0.432

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) : -2.772

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