Phytochemical Database for Neurological Disease

Phytochemical Name : (4aR,5aR,8aS,13aS,15bR)-5a-hydroxy-2,4a,5,7,8,13a,15,15a,15b,16-decahydro4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one

Pubchem CID : 137628395

Molecular formula: C21H22N2O3

Molecular weight : 350.400

Canonical SMILES : C1CN2CC3=CCOC4CC(=O)N5C6C4C3CC2(C61C7=CC=CC=C75)O

Synonymes : Pseudostrychnine

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C21H22N2O3

Molecular weight (g/mol) : 350.400

Num. heavy atoms : 26

Num. arom. heavy atoms : 6

Fraction Csp3 : 0.570

Num. rotatable bonds : 0

Num. H-bond acceptors : 4

Num. H-bond donors : 1

Molar Refractivity : 102.250

Plasma TPSA : 53.010

Lipophilicity

Log P_o/w (iLOGP) : 2.240

Log P_o/w (XLOGP3) : 1.820

Log P_o/w (WLOGP) : 0.650

Log P_o/w (MLOGP) : 2.290

Log P_o/w (SILICOS-IT) : 1.250

Consensus Log P_o/w : 1.650

Water Solubility

Log S (ESOL) : -3.330

Solubility : 1.64E-01 mg/ml; 4.68E-04 mol/l

Class : Soluble

Log S (Ali) : -2.550

Solubility : 9.81E-01 mg/ml; 2.80E-03 mol/l

Class : Soluble

Log S (SILICOS-IT) : -3.030

Solubility : 3.24E-01 mg/ml; 9.25E-04 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 99.488

BBB permeant : 0.098

P-gp substrate : Yes

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) : -3.489

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Alkaloids and derivatives

Class : Strychnos alkaloids

Parent Level 1 : Strychnos alkaloids