Phytochemical Database for Neurological Disease

Phytochemical Name : [(2R,4S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] (2R)-3-hydroxy-2-phenylpropanoate

Pubchem CID : 134767951

Molecular formula: C17H21NO4

Molecular weight : 303.350

Canonical SMILES : CN1C2CC(CC1C3C2O3)OC(=O)C(CO)C4=CC=CC=C4

Synonymes : scopolamine

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 : 6

Fraction Csp3 : 0.590

Num. rotatable bonds : 5

Num. H-bond acceptors : 5

Num. H-bond donors : 1

Molar Refractivity : 83.480

Plasma TPSA : 62.300

Lipophilicity

Log P_o/w (iLOGP) : 2.680

Log P_o/w (XLOGP3) : 0.980

Log P_o/w (WLOGP) : 0.540

Log P_o/w (MLOGP) : 1.190

Log P_o/w (SILICOS-IT) : 1.490

Consensus Log P_o/w : 1.380

Water Solubility

Log S (ESOL) : -2.210

Solubility : 1.87E+00 mg/ml; 6.17E-03 mol/l

Class : Soluble

Log S (Ali) : -1.880

Solubility : 4.03E+00 mg/ml; 1.33E-02 mol/l

Class : Very soluble

Log S (SILICOS-IT) : -2.200

Solubility : 1.93E+00 mg/ml; 6.37E-03 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 72.626

BBB permeant : -0.043

P-gp substrate : No

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : No

CYP2C19 inhibitor : No

CYP2C9 inhibitor : No

CYP2D6 inhibitor : No

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -4.097

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Organic acids and derivatives

Class : Hydroxy acids and derivatives

Subclass : Beta hydroxy acids and derivatives

Parent Level 1 : Beta hydroxy acids and derivatives