PDND
Phytochemical Database for Neurological Disorders
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Phytochemical Name : (2S)-4-[(E)-2-(2-carboxy-5,6-dihydroxy-2,3-dihydroindol-1-yl)ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid
PCNDIDOT0134
Pubchem CID : 136705145
Molecular formula: C18H16N2O8

Molecular weight : 388.300

Canonical SMILES : C1C(N=C(C=C1C=CN2C(CC3=CC(=C(C=C32)O)O)C(=O)O)C(=O)O)C(=O)O

Synonymes : Betanidin

Structure
3D structure 2D structure
136705145
SDF ↓   MOL ↓   SMILES ↓
Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C18H16N2O8
Molecular weight (g/mol) : 388.300
Num. heavy atoms : 28
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.220
Num. rotatable bonds : 5
Num. H-bond acceptors : 10
Num. H-bond donors : 5
Molar Refractivity : 103.010
Plasma TPSA : 167.960

Lipophilicity

Log Po/w (iLOGP) : 0.790
Log Po/w (XLOGP3) : 0.550
Log Po/w (WLOGP) : -0.030
Log Po/w (MLOGP) : -0.490
Log Po/w (SILICOS-IT) : 0.010
Consensus Log Po/w : 0.170

Water Solubility

Log S (ESOL) : -2.420
Solubility : 1.47E+00 mg/ml; 3.78E-03 mol/l
Class : Soluble
Log S (Ali) : -3.650
Solubility : 8.71E-02 mg/ml; 2.24E-04 mol/l
Class : Soluble
Log S (SILICOS-IT) : 0.010
Solubility : 3.97E+02 mg/ml; 1.02E+00 mol/l
Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 2.559
BBB permeant : -1.364
P-gp substrate : No
Metabolism CYP2D6 substrate : No
Metabolism CYP3A4 substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -2.735

Druglikeness

Lipinski : 0
Ghose : 0
Veber : 1
Egan : 1
Muegge : 1
Bioavailability Score : 0.110

Phytochemical classification

Kingdom : Organic compounds
Superclass : Organoheterocyclic compounds
Class : Indoles and derivatives
Subclass : Indolecarboxylic acids and derivatives
Parent Level 1 : Indolecarboxylic acids