PDND
Phytochemical Database for Neurological Disorders
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Phytochemical Name : Bisdehydrostemoninine
PCNDIDB0118
Pubchem CID : 11842856
Molecular formula: C22H27NO5

Molecular weight : 385.500

Canonical SMILES : CCC1C2C(CCCN3C2=CC=C3C4CC(C(=O)O4)C)OC15C=C(C(=O)O5)C

Synonymes : Bisdehydrostemoninine|Isobisdehydrostemonine|CHEMBL495647

Structure
3D structure 2D structure
11842856
SDF ↓   MOL ↓   SMILES ↓
Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C22H27NO5
Molecular weight (g/mol) : 385.500
Num. heavy atoms : 28
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.640
Num. rotatable bonds : 2
Num. H-bond acceptors : 5
Num. H-bond donors : 0
Molar Refractivity : 102.490
Plasma TPSA : 66.760

Lipophilicity

Log Po/w (iLOGP) : 3.250
Log Po/w (XLOGP3) : 2.730
Log Po/w (WLOGP) : 3.290
Log Po/w (MLOGP) : 2.610
Log Po/w (SILICOS-IT) : 2.790
Consensus Log Po/w : 2.930

Water Solubility

Log S (ESOL) : -3.950
Solubility : 4.33E-02 mg/ml; 1.12E-04 mol/l
Class : Soluble
Log S (Ali) : -3.790
Solubility : 6.31E-02 mg/ml; 1.64E-04 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.750
Solubility : 6.90E-02 mg/ml; 1.79E-04 mol/l
Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 97.062
BBB permeant : 0.621
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 : No
Log Kp (skin permeation) : -3.215

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 : Stemona alkaloids
Subclass : Stemoamide-type alkaloids
Parent Level 1 : Stichoneurine-type alkaloids