Phytochemical Database for Neurological Disease

Phytochemical Name : N-[2-(1H-Imidazole-4-yl)ethyl]-3-(3-methoxy-4-hydroxyphenyl)propenamide

Pubchem CID : 10401784

Molecular formula: C15H17N3O3

Molecular weight : 287.310

Canonical SMILES : COC1=C(C=CC(=C1)C=CC(=O)NCCC2=CN=CN2)O

Synonymes : feruloylhistamine|N-[2-(1H-Imidazole-4-yl)ethyl]-3-(3-methoxy-4-hydroxyphenyl)propenamide

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C15H17N3O3

Molecular weight (g/mol) : 287.310

Num. heavy atoms : 21

Num. arom. heavy atoms : 11

Fraction Csp3 : 0.200

Num. rotatable bonds : 6

Num. H-bond acceptors : 4

Num. H-bond donors : 3

Molar Refractivity : 79.100

Plasma TPSA : 87.240

Lipophilicity

Log P_o/w (iLOGP) : 1.830

Log P_o/w (XLOGP3) : 1.390

Log P_o/w (WLOGP) : 1.390

Log P_o/w (MLOGP) : 0.130

Log P_o/w (SILICOS-IT) : 2.420

Consensus Log P_o/w : 1.430

Water Solubility

Log S (ESOL) : -2.420

Solubility : 1.09E+00 mg/ml; 3.78E-03 mol/l

Class : Soluble

Log S (Ali) : -2.830

Solubility : 4.29E-01 mg/ml; 1.49E-03 mol/l

Class : Soluble

Log S (SILICOS-IT) : -4.200

Solubility : 1.81E-02 mg/ml; 6.31E-05 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 91.286

BBB permeant : -1.102

P-gp substrate : Yes

Metabolism CYP2D6 substrate : No

Metabolism CYP3A4 substrate : No

CYP1A2 inhibitor : No

CYP2C19 inhibitor : No

CYP2C9 inhibitor : No

CYP2D6 inhibitor : Yes

CYP3A4 inhibitor : No

Log Kp (skin permeation) : -2.735

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Phenylpropanoids and polyketides

Class : Cinnamic acids and derivatives

Subclass : Hydroxycinnamic acids and derivatives

Parent Level 1 : Hydroxycinnamic acids and derivatives