Phytochemical Database for Neurological Disease

Phytochemical Name : 14-Methyl-2,6,8-trioxa-14-azapentacyclo[11.7.1.03,11.05,9.017,21]henicosa-1(20),3,5(9),10,17(21),18-hexaen-20-ol

Pubchem CID : 3471669

Molecular formula: C18H17NO4

Molecular weight : 311.300

Canonical SMILES : CN1CCC2=C3C1CC4=CC5=C(C=C4OC3=C(C=C2)O)OCO5

Synonymes : C09398|AC1L9CFH

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C18H17NO4

Molecular weight (g/mol) : 311.300

Num. heavy atoms : 23

Num. arom. heavy atoms : 12

Fraction Csp3 : 0.330

Num. rotatable bonds : 0

Num. H-bond acceptors : 5

Num. H-bond donors : 1

Molar Refractivity : 88.140

Plasma TPSA : 51.160

Lipophilicity

Log P_o/w (iLOGP) : 3.190

Log P_o/w (XLOGP3) : 2.850

Log P_o/w (WLOGP) : 2.290

Log P_o/w (MLOGP) : 2.190

Log P_o/w (SILICOS-IT) : 2.840

Consensus Log P_o/w : 2.670

Water Solubility

Log S (ESOL) : -3.950

Solubility : 3.48E-02 mg/ml; 1.12E-04 mol/l

Class : Soluble

Log S (Ali) : -3.580

Solubility : 8.13E-02 mg/ml; 2.61E-04 mol/l

Class : Soluble

Log S (SILICOS-IT) : -4.410

Solubility : 1.21E-02 mg/ml; 3.87E-05 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 95.628

BBB permeant : -0.071

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) : -3.095

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Alkaloids and derivatives

Class : Cularin alkaloids and derivatives

Parent Level 1 : Cularin alkaloids and derivatives