Phytochemical Database for Neurological Disease

Phytochemical Name : Dauricoline

Pubchem CID : 101697047

Molecular formula: C36H40N2O6

Molecular weight : 596.700

Canonical SMILES : CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)OC4=C(C=CC(=C4)CC5C6=CC(=C(C=C6CCN5C)O)OC)O)OC)O

Synonymes : Dauricoline|29550-42-3

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C36H40N2O6

Molecular weight (g/mol) : 596.700

Num. heavy atoms : 44

Num. arom. heavy atoms : 12

Fraction Csp3 : 0.400

Num. rotatable bonds : 8

Num. H-bond acceptors : 8

Num. H-bond donors : 3

Molar Refractivity : 98.020

Plasma TPSA : 40.160

Lipophilicity

Log P_o/w (iLOGP) : 3.510

Log P_o/w (XLOGP3) : 3.240

Log P_o/w (WLOGP) : 2.480

Log P_o/w (MLOGP) : 2.380

Log P_o/w (SILICOS-IT) : 3.790

Consensus Log P_o/w : 3.080

Water Solubility

Log S (ESOL) : -4.210

Solubility : 2.10E-02 mg/ml; 6.19E-05 mol/l

Class : Moderately soluble

Log S (Ali) : -3.760

Solubility : 5.94E-02 mg/ml; 1.75E-04 mol/l

Class : Soluble

Log S (SILICOS-IT) : -5.490

Solubility : 1.11E-03 mg/ml; 3.27E-06 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 91.515

BBB permeant : -1.197

P-gp substrate : Yes

Metabolism CYP2D6 substrate : Yes

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : No

CYP2C19 inhibitor : Yes

CYP2C9 inhibitor : No

CYP2D6 inhibitor : Yes

CYP3A4 inhibitor : Yes

Log Kp (skin permeation) : -2.735

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Organoheterocyclic compounds

Class : Isoquinolines and derivatives

Subclass : Benzylisoquinolines

Parent Level 1 : Benzylisoquinolines