PDND
Phytochemical Database for Neurological Disorders
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Phytochemical Name : (+)-Chelamine
PCNDIDOT0044
Pubchem CID : 15690611
Molecular formula: C20H19NO6

Molecular weight : 369.400

Canonical SMILES : CN1CC2=C(C=CC3=C2OCO3)C4C1C5=CC6=C(C=C5C(C4O)O)OCO6

Synonymes : (+)-Chelamine|Chelamine (10-Hydroxychelidonin)

Structure
3D structure 2D structure
15690611
SDF ↓   MOL ↓   SMILES ↓
Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C20H19NO6
Molecular weight (g/mol) : 369.400
Num. heavy atoms : 27
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.400
Num. rotatable bonds : 0
Num. H-bond acceptors : 7
Num. H-bond donors : 2
Molar Refractivity : 97.280
Plasma TPSA : 80.620

Lipophilicity

Log Po/w (iLOGP) : 2.930
Log Po/w (XLOGP3) : 1.040
Log Po/w (WLOGP) : 0.640
Log Po/w (MLOGP) : 1.180
Log Po/w (SILICOS-IT) : 1.570
Consensus Log Po/w : 1.470

Water Solubility

Log S (ESOL) : -3.110
Solubility : 2.84E-01 mg/ml; 7.69E-04 mol/l
Class : Soluble
Log S (Ali) : -2.320
Solubility : 1.75E+00 mg/ml; 4.75E-03 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.400
Solubility : 1.47E-01 mg/ml; 3.98E-04 mol/l
Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 97.134
BBB permeant : -0.919
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 : Yes
Log Kp (skin permeation) : -2.746

Druglikeness

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

Phytochemical classification

Kingdom : Organic compounds
Superclass : Alkaloids and derivatives
Class : Benzophenanthridine alkaloids
Subclass : Hexahydrobenzophenanthridine alkaloids
Parent Level 1 : Hexahydrobenzophenanthridine alkaloids