Phytochemical Database for Neurological Disease

Phytochemical Name : 3-Hydroxy-10,13-dimethyl-17-[1-(3-methyl-2,3,4,5-tetrahydropyridin-6-yl)ethyl]-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one

Pubchem CID : 3721430

Molecular formula: C27H43NO2

Molecular weight : 413.600

Canonical SMILES : CC1CCC(=NC1)C(C)C2CCC3C2(CCC4C3CC(=O)C5C4(CCC(C5)O)C)C

Synonymes : Petiline

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C27H43NO2

Molecular weight (g/mol) : 413.600

Num. heavy atoms : 30

Num. arom. heavy atoms : 0

Fraction Csp3 : 0.930

Num. rotatable bonds : 2

Num. H-bond acceptors : 3

Num. H-bond donors : 1

Molar Refractivity : 129.190

Plasma TPSA : 49.660

Lipophilicity

Log P_o/w (iLOGP) : 4.010

Log P_o/w (XLOGP3) : 5.080

Log P_o/w (WLOGP) : 5.310

Log P_o/w (MLOGP) : 4.420

Log P_o/w (SILICOS-IT) : 5.680

Consensus Log P_o/w : 4.900

Water Solubility

Log S (ESOL) : -5.470

Solubility : 1.39E-03 mg/ml; 3.37E-06 mol/l

Class : Moderately soluble

Log S (Ali) : -5.870

Solubility : 5.64E-04 mg/ml; 1.36E-06 mol/l

Class : Moderately soluble

Log S (SILICOS-IT) : -5.200

Solubility : 2.60E-03 mg/ml; 6.30E-06 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 94.710

BBB permeant : 0.092

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) : -3.483

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Lipids and lipid-like molecules

Class : Steroids and steroid derivatives

Subclass : Steroidal alkaloids

Parent Level 1 : 22,26-epiminocholestanes