Phytochemical Database for Neurological Disease

Phytochemical Name : methyl (17R)-17-ethyl-6-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate

Pubchem CID : 363281

Molecular formula: C22H28N2O3

Molecular weight : 368.500

Canonical SMILES : CCC1CC2CC3(C1N(C2)CCC4=C3NC5=C4C=CC(=C5)OC)C(=O)OC

Synonymes : Isovoacangine|NSC628062|NSC-628062

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C22H28N2O3

Molecular weight (g/mol) : 368.500

Num. heavy atoms : 27

Num. arom. heavy atoms : 9

Fraction Csp3 : 0.590

Num. rotatable bonds : 4

Num. H-bond acceptors : 4

Num. H-bond donors : 1

Molar Refractivity : 109.240

Plasma TPSA : 54.560

Lipophilicity

Log P_o/w (iLOGP) : 3.630

Log P_o/w (XLOGP3) : 3.510

Log P_o/w (WLOGP) : 2.880

Log P_o/w (MLOGP) : 2.700

Log P_o/w (SILICOS-IT) : 3.790

Consensus Log P_o/w : 3.300

Water Solubility

Log S (ESOL) : -4.320

Solubility : 1.77E-02 mg/ml; 4.80E-05 mol/l

Class : Moderately soluble

Log S (Ali) : -4.340

Solubility : 1.69E-02 mg/ml; 4.58E-05 mol/l

Class : Moderately soluble

Log S (SILICOS-IT) : -5.350

Solubility : 1.65E-03 mg/ml; 4.47E-06 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 93.462

BBB permeant : -0.051

P-gp substrate : No

Metabolism CYP2D6 substrate : Yes

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : No

CYP2C19 inhibitor : No

CYP2C9 inhibitor : No

CYP2D6 inhibitor : Yes

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -2.905

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Alkaloids and derivatives

Class : Ibogan-type alkaloids

Parent Level 1 : Ibogan-type alkaloids