Phytochemical Database for Neurological Disease

Phytochemical Name : (-)-Tabernemontanine

Pubchem CID : 268052

Molecular formula: C21H26N2O3

Molecular weight : 354.400

Canonical SMILES : CCC1CN(C2CC3=C(C(=O)CC1C2C(=O)OC)NC4=CC=CC=C34)C

Synonymes : (-)-Tabernemontanine|NSC108088|2134-98-7

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C21H26N2O3

Molecular weight (g/mol) : 354.400

Num. heavy atoms : 26

Num. arom. heavy atoms : 9

Fraction Csp3 : 0.520

Num. rotatable bonds : 3

Num. H-bond acceptors : 4

Num. H-bond donors : 1

Molar Refractivity : 105.400

Plasma TPSA : 62.400

Lipophilicity

Log P_o/w (iLOGP) : 2.900

Log P_o/w (XLOGP3) : 3.270

Log P_o/w (WLOGP) : 2.660

Log P_o/w (MLOGP) : 2.130

Log P_o/w (SILICOS-IT) : 3.300

Consensus Log P_o/w : 2.850

Water Solubility

Log S (ESOL) : -4.160

Solubility : 2.48E-02 mg/ml; 6.99E-05 mol/l

Class : Moderately soluble

Log S (Ali) : -4.250

Solubility : 1.97E-02 mg/ml; 5.56E-05 mol/l

Class : Moderately soluble

Log S (SILICOS-IT) : -5.020

Solubility : 3.40E-03 mg/ml; 9.59E-06 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 95.243

BBB permeant : -0.165

P-gp substrate : Yes

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : No

CYP2C19 inhibitor : No

CYP2C9 inhibitor : No

CYP2D6 inhibitor : Yes

CYP3A4 inhibitor : Yes

Log Kp (skin permeation) : -3.765

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Alkaloids and derivatives

Class : Vobasan alkaloids

Parent Level 1 : Vobasan alkaloids