Phytochemical Database for Neurological Disease

Phytochemical Name : Gentianamine

Pubchem CID : 442535

Molecular formula: C11H11NO3

Molecular weight : 205.210

Canonical SMILES : C=CC1=CN=CC2=C1C(COC2=O)CO

Synonymes : Gentianamine|22952-54-1|C09961|AC1L9D15|5-ethenyl-4-(hydroxymethyl)-3,4-dihydropyrano[3,4-c]pyridin-1-one|CHEBI:5316|DTXSID00331866|Q27106715|4-(hydroxymethyl)-5-vinyl-3,4-dihydropyrano[3,4-c]pyridin-1-one

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C11H11NO3

Molecular weight (g/mol) : 205.210

Num. heavy atoms : 15

Num. arom. heavy atoms : 6

Fraction Csp3 : 0.270

Num. rotatable bonds : 2

Num. H-bond acceptors : 4

Num. H-bond donors : 1

Molar Refractivity : 54.430

Plasma TPSA : 59.420

Lipophilicity

Log P_o/w (iLOGP) : 1.490

Log P_o/w (XLOGP3) : 0.620

Log P_o/w (WLOGP) : 0.860

Log P_o/w (MLOGP) : 0.640

Log P_o/w (SILICOS-IT) : 2.090

Consensus Log P_o/w : 1.140

Water Solubility

Log S (ESOL) : -1.670

Solubility : 4.42E+00 mg/ml; 2.15E-02 mol/l

Class : Very soluble

Log S (Ali) : -1.440

Solubility : 7.41E+00 mg/ml; 3.61E-02 mol/l

Class : Very soluble

Log S (SILICOS-IT) : -2.540

Solubility : 5.97E-01 mg/ml; 2.91E-03 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 90.097

BBB permeant : -0.303

P-gp substrate : No

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : No

CYP1A2 inhibitor : No

CYP2C19 inhibitor : No

CYP2C9 inhibitor : No

CYP2D6 inhibitor : No

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -3.340

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Organoheterocyclic compounds

Class : Pyranopyridines

Parent Level 1 : Pyranopyridines