PDND
Phytochemical Database for Neurological Disorders
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Phytochemical Name : Tabernaemontanine
PCNDIDT0001
Pubchem CID : 5351950
Molecular formula: C21H26N2O3

Molecular weight : 354.400

Canonical SMILES : CCC1CN(C2CC3=C(C(=O)CC1C2C(=O)OC)NC4=CC=CC=C34)C

Synonymes : Tabernemontanine|Tabernaemontanine|20-Epidregamine|(-)-Tabernemontanine|MLS000737276|Tabernamontanine|NSC108088|NSC-108088|CHEMBL1967575|2134-98-7|NCI60_000192|Vobasan-17-oic acid,20-dihydro-3-oxo-, methyl ester, (20.beta.)-

Structure
3D structure 2D structure
5351950
SDF ↓   MOL ↓   SMILES ↓
Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C21H26N2O3
Molecular weight (g/mol) : 354.400
Num. heavy atoms : 26
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.520
Num. rotatable bonds : 3
Num. H-bond acceptors : 4
Num. H-bond donors : 1
Molar Refractivity : 105.400
Plasma TPSA : 62.400

Lipophilicity

Log Po/w (iLOGP) : 2.900
Log Po/w (XLOGP3) : 3.270
Log Po/w (WLOGP) : 2.660
Log Po/w (MLOGP) : 2.130
Log Po/w (SILICOS-IT) : 3.300
Consensus Log Po/w : 2.850

Water Solubility

Log S (ESOL) : -4.160
Solubility : 2.48E-02 mg/ml; 6.99E-05 mol/l
Class : Moderately soluble
Log S (Ali) : -4.250
Solubility : 1.97E-02 mg/ml; 5.56E-05 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -5.020
Solubility : 3.40E-03 mg/ml; 9.59E-06 mol/l
Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 95.243
BBB permeant : -0.165
P-gp substrate : Yes
Metabolism CYP2D6 substrate : No
Metabolism CYP3A4 substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -3.765

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 : Vobasan alkaloids
Subclass :
Parent Level 1 : Vobasan alkaloids