Phytochemical Database for Neurological Disease

Phytochemical Name : (2S,13S,15R,20S,21S)-21-methyl-18-oxa-1,11-diazahexacyclo[11.8.0.02,16.04,12.05,10.015,20]henicosa-4(12),5,7,9-tetraen-17-ol

Pubchem CID : 102004388

Molecular formula: C19H22N2O2

Molecular weight : 310.400

Canonical SMILES : CC1C2COC(C3C2CC4N1C3CC5=C4NC6=CC=CC=C56)O

Synonymes :

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C19H22N2O2

Molecular weight (g/mol) : 310.400

Num. heavy atoms : 23

Num. arom. heavy atoms : 9

Fraction Csp3 : 0.580

Num. rotatable bonds : 0

Num. H-bond acceptors : 3

Num. H-bond donors : 2

Molar Refractivity : 92.100

Plasma TPSA : 48.490

Lipophilicity

Log P_o/w (iLOGP) : 2.070

Log P_o/w (XLOGP3) : 2.270

Log P_o/w (WLOGP) : 1.730

Log P_o/w (MLOGP) : 2.270

Log P_o/w (SILICOS-IT) : 1.960

Consensus Log P_o/w : 2.060

Water Solubility

Log S (ESOL) : -3.480

Solubility : 1.02E-01 mg/ml; 3.28E-04 mol/l

Class : Soluble

Log S (Ali) : -2.930

Solubility : 3.69E-01 mg/ml; 1.19E-03 mol/l

Class : Soluble

Log S (SILICOS-IT) : -3.310

Solubility : 1.54E-01 mg/ml; 4.95E-04 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 95.224

BBB permeant : 0.107

P-gp substrate : Yes

Metabolism CYP2D6 substrate : Yes

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : Yes

CYP2C19 inhibitor : No

CYP2C9 inhibitor : No

CYP2D6 inhibitor : Yes

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -2.802

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Alkaloids and derivatives

Class : Macroline alkaloids

Parent Level 1 : Macroline alkaloids