Phytochemical Database for Neurological Disease

Phytochemical Name : Stesakine

Pubchem CID : 157110

Molecular formula: C19H19NO4

Molecular weight : 325.400

Canonical SMILES : CN1CCC2=CC3=C(C4=C2C1CC5=C4C=CC(=C5OC)O)OCO3

Synonymes : Stesakine|(-)-Stesakine|77784-23-7|5H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinolin-10-ol, 6,7,7a,8-tetrahydro-9-methoxy-7-methyl-, (7aR)-|DTXSID20228401

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C19H19NO4

Molecular weight (g/mol) : 325.400

Num. heavy atoms : 24

Num. arom. heavy atoms : 12

Fraction Csp3 : 0.370

Num. rotatable bonds : 1

Num. H-bond acceptors : 5

Num. H-bond donors : 1

Molar Refractivity : 93.550

Plasma TPSA : 51.160

Lipophilicity

Log P_o/w (iLOGP) : 3.120

Log P_o/w (XLOGP3) : 2.920

Log P_o/w (WLOGP) : 2.180

Log P_o/w (MLOGP) : 2.160

Log P_o/w (SILICOS-IT) : 3.270

Consensus Log P_o/w : 2.730

Water Solubility

Log S (ESOL) : -4.000

Solubility : 3.25E-02 mg/ml; 9.98E-05 mol/l

Class : Moderately soluble

Log S (Ali) : -3.660

Solubility : 7.19E-02 mg/ml; 2.21E-04 mol/l

Class : Soluble

Log S (SILICOS-IT) : -4.790

Solubility : 5.26E-03 mg/ml; 1.62E-05 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 93.930

BBB permeant : 0.206

P-gp substrate : Yes

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : Yes

CYP2C19 inhibitor : No

CYP2C9 inhibitor : No

CYP2D6 inhibitor : No

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -2.877

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Alkaloids and derivatives

Class : Aporphines

Parent Level 1 : Aporphines