Phytochemical Database for Neurological Disease

Phytochemical Name : (13S)-16-methoxy-5,7-dioxa-1-azapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-17-ol

Pubchem CID : 101277425

Molecular formula: C19H19NO4

Molecular weight : 325.400

Canonical SMILES : COC1=C(C=C2CCN3CC4=C(CC3C2=C1)C=CC5=C4OCO5)O

Synonymes : HY-N5109|AKOS040760322|CS-0032418

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C19H19NO4

Molecular weight (g/mol) : 325.400

Num. heavy atoms : 24

Num. arom. heavy atoms : 12

Fraction Csp3 : 0.370

Num. rotatable bonds : 1

Num. H-bond acceptors : 5

Num. H-bond donors : 1

Molar Refractivity : 92.600

Plasma TPSA : 51.160

Lipophilicity

Log P_o/w (iLOGP) : 3.210

Log P_o/w (XLOGP3) : 2.780

Log P_o/w (WLOGP) : 1.930

Log P_o/w (MLOGP) : 2.160

Log P_o/w (SILICOS-IT) : 2.990

Consensus Log P_o/w : 2.610

Water Solubility

Log S (ESOL) : -3.910

Solubility : 3.98E-02 mg/ml; 1.22E-04 mol/l

Class : Soluble

Log S (Ali) : -3.510

Solubility : 1.00E-01 mg/ml; 3.09E-04 mol/l

Class : Soluble

Log S (SILICOS-IT) : -4.680

Solubility : 6.75E-03 mg/ml; 2.07E-05 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 93.903

BBB permeant : 0.665

P-gp substrate : Yes

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : Yes

CYP1A2 inhibitor : Yes

CYP2C19 inhibitor : No

CYP2C9 inhibitor : No

CYP2D6 inhibitor : Yes

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -3.351

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Alkaloids and derivatives

Class : Protoberberine alkaloids and derivatives

Parent Level 1 : Protoberberine alkaloids and derivatives