Phytochemical Database for Neurological Disease

Phytochemical Name : methyl (14Z)-14-ethylidene-4,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.19,15.01,9.03,8.012,17]nonadeca-3(8),4,6-triene-19-carboxylate

Pubchem CID : 5378542

Molecular formula: C22H26N2O5

Molecular weight : 398.500

Canonical SMILES : CC=C1CN2C3CC1C(C45C3(NC6=C4C=C(C=C6OC)OC)OC2C5)C(=O)OC

Synonymes : Tabernulosine

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C22H26N2O5

Molecular weight (g/mol) : 398.500

Num. heavy atoms : 29

Num. arom. heavy atoms : 6

Fraction Csp3 : 0.590

Num. rotatable bonds : 4

Num. H-bond acceptors : 7

Num. H-bond donors : 1

Molar Refractivity : 112.370

Plasma TPSA : 69.260

Lipophilicity

Log P_o/w (iLOGP) : 3.510

Log P_o/w (XLOGP3) : 2.010

Log P_o/w (WLOGP) : 1.310

Log P_o/w (MLOGP) : 2.250

Log P_o/w (SILICOS-IT) : 2.120

Consensus Log P_o/w : 2.240

Water Solubility

Log S (ESOL) : -3.470

Solubility : 1.36E-01 mg/ml; 3.42E-04 mol/l

Class : Soluble

Log S (Ali) : -3.090

Solubility : 3.23E-01 mg/ml; 8.10E-04 mol/l

Class : Soluble

Log S (SILICOS-IT) : -4.010

Solubility : 3.90E-02 mg/ml; 9.79E-05 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 96.655

BBB permeant : -0.187

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) : -2.984

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Organoheterocyclic compounds

Class : Indoles and derivatives

Subclass : Pyridoindoles

Parent Level 1 : Beta carbolines