PDND
Phytochemical Database for Neurological Disorders
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Phytochemical Name : Amurensine
PCNDIDA0122
Pubchem CID : 442164
Molecular formula: C19H19NO4

Molecular weight : 325.400

Canonical SMILES : CN1CC2C3=CC(=C(C=C3CC1C4=CC5=C(C=C24)OCO5)OC)O

Synonymes : Amurensine|10481-92-2|C09333|CHEBI:2688|DTXSID70331757|Q4748992|(1S,11R)-15-methoxy-19-methyl-5,7-dioxa-19-azapentacyclo[9.7.2.02,10.04,8.012,17]icosa-2,4(8),9,12,14,16-hexaen-14-ol

Structure
3D structure 2D structure
442164
SDF ↓   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 Po/w (iLOGP) : 3.260
Log Po/w (XLOGP3) : 2.740
Log Po/w (WLOGP) : 2.100
Log Po/w (MLOGP) : 2.160
Log Po/w (SILICOS-IT) : 2.850
Consensus Log Po/w : 2.620

Water Solubility

Log S (ESOL) : -3.890
Solubility : 4.22E-02 mg/ml; 1.30E-04 mol/l
Class : Soluble
Log S (Ali) : -3.470
Solubility : 1.11E-01 mg/ml; 3.40E-04 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.560
Solubility : 8.94E-03 mg/ml; 2.75E-05 mol/l
Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 94.934
BBB permeant : -0.175
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 : Yes
Log Kp (skin permeation) : -2.984

Druglikeness

Lipinski : 0
Ghose : 0
Veber : 0
Egan : 0
Muegge : 0
Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds
Superclass : Benzenoids
Class : Dibenzocycloheptenes
Subclass :
Parent Level 1 : Dibenzocycloheptenes