PDND
Phytochemical Database for Neurological Disorders
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Phytochemical Name : Chelidonine, 13-methyl-, (14beta)-
PCNDIDC0107
Pubchem CID : 56842002
Molecular formula: C21H21NO5

Molecular weight : 367.400

Canonical SMILES : CC12C(CC3=CC4=C(C=C3C1N(CC5=C2C=CC6=C5OCO6)C)OCO4)O

Synonymes : Isocorynoline|Chelidonine, 13-methyl-, (14beta)-|51151-82-7|14-Epicorynoline|DTXSID90199174|FT-0688360

Structure
3D structure 2D structure
56842002
SDF ↓   MOL ↓   SMILES ↓
Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C21H21NO5
Molecular weight (g/mol) : 367.400
Num. heavy atoms : 27
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.430
Num. rotatable bonds : 0
Num. H-bond acceptors : 6
Num. H-bond donors : 1
Molar Refractivity : 100.810
Plasma TPSA : 60.390

Lipophilicity

Log Po/w (iLOGP) : 3.410
Log Po/w (XLOGP3) : 2.700
Log Po/w (WLOGP) : 1.650
Log Po/w (MLOGP) : 2.200
Log Po/w (SILICOS-IT) : 2.960
Consensus Log Po/w : 2.580

Water Solubility

Log S (ESOL) : -4.150
Solubility : 2.61E-02 mg/ml; 7.12E-05 mol/l
Class : Moderately soluble
Log S (Ali) : -3.620
Solubility : 8.79E-02 mg/ml; 2.39E-04 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.810
Solubility : 5.65E-03 mg/ml; 1.54E-05 mol/l
Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 94.225
BBB permeant : -0.210
P-gp substrate : No
Metabolism CYP2D6 substrate : No
Metabolism CYP3A4 substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : No
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -2.896

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