Phytochemical Database for Neurological Disease

Phytochemical Name : (1S,2R,3S,6R)-3-ethyl-3'-methylspiro[5-oxa-10-azatricyclo[8.3.0.02,6]tridecane-4,5'-furan]-2',11-dione

Pubchem CID : 101670405

Molecular formula: C17H23NO4

Molecular weight : 305.400

Canonical SMILES : CCC1C2C3CCC(=O)N3CCCC2OC14C=C(C(=O)O4)C

Synonymes : stemoninoamide

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C17H23NO4

Molecular weight (g/mol) : 305.400

Num. heavy atoms : 22

Num. arom. heavy atoms : 0

Fraction Csp3 : 0.760

Num. rotatable bonds : 1

Num. H-bond acceptors : 4

Num. H-bond donors : 0

Molar Refractivity : 84.320

Plasma TPSA : 55.840

Lipophilicity

Log P_o/w (iLOGP) : 2.690

Log P_o/w (XLOGP3) : 1.760

Log P_o/w (WLOGP) : 1.630

Log P_o/w (MLOGP) : 2.090

Log P_o/w (SILICOS-IT) : 1.760

Consensus Log P_o/w : 1.990

Water Solubility

Log S (ESOL) : -2.780

Solubility : 5.11E-01 mg/ml; 1.67E-03 mol/l

Class : Soluble

Log S (Ali) : -2.550

Solubility : 8.60E-01 mg/ml; 2.82E-03 mol/l

Class : Soluble

Log S (SILICOS-IT) : -2.340

Solubility : 1.41E+00 mg/ml; 4.60E-03 mol/l

Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 96.054

BBB permeant : -0.294

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) : -3.822

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Alkaloids and derivatives

Class : Stemona alkaloids

Subclass : Stemoamide-type alkaloids

Parent Level 1 : Stemoamide-type alkaloids