PDND
Phytochemical Database for Neurological Disorders
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Phytochemical Name : (1R,13S,14Z,19S,21S)-14-(2-hydroxyethylidene)-4,5-dimethoxy-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,11-tetraen-9-one
PCNDIDOT0084
Pubchem CID : 101532796
Molecular formula: C23H26N2O4

Molecular weight : 394.500

Canonical SMILES : COC1=C(C=C2C(=C1)C34CCN5C3CC(C(=CCO)C5)C6=CCC(=O)N2C46)OC

Synonymes : Isobrucine|C28-H26-N2-O4

Structure
3D structure 2D structure
101532796
SDF ↓   MOL ↓   SMILES ↓
Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C23H26N2O4
Molecular weight (g/mol) : 394.500
Num. heavy atoms : 29
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.520
Num. rotatable bonds : 3
Num. H-bond acceptors : 5
Num. H-bond donors : 1
Molar Refractivity : 115.760
Plasma TPSA : 62.240

Lipophilicity

Log Po/w (iLOGP) : 3.200
Log Po/w (XLOGP3) : 0.380
Log Po/w (WLOGP) : 1.250
Log Po/w (MLOGP) : 1.960
Log Po/w (SILICOS-IT) : 2.170
Consensus Log Po/w : 1.790

Water Solubility

Log S (ESOL) : -2.480
Solubility : 1.31E+00 mg/ml; 3.31E-03 mol/l
Class : Soluble
Log S (Ali) : -1.250
Solubility : 2.21E+01 mg/ml; 5.59E-02 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -3.640
Solubility : 9.02E-02 mg/ml; 2.29E-04 mol/l
Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 94.477
BBB permeant : -0.455
P-gp substrate : No
Metabolism CYP2D6 substrate : Yes
Metabolism CYP3A4 substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -3.622

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 : Strychnos alkaloids
Subclass :
Parent Level 1 : Strychnos alkaloids