PDND
Phytochemical Database for Neurological Disorders
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Phytochemical Name : (+)-Thaliporphine
PCNDIDOT0060
Pubchem CID : 6992288
Molecular formula: C20H23NO4

Molecular weight : 341.400

Canonical SMILES : CN1CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)OC)OC)O)OC

Synonymes : Thaliporphine|(+)-Thaliporphine|5083-88-5|(6As)-2,9,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol|Oc1c(OC)cc2CCN(C)C3Cc4cc(OC)c(OC)cc4c1c23|CHEMBL1397308|SCHEMBL14029527|DTXSID601345982|NCGC00017380-02|NCGC00142558-01

Structure
3D structure 2D structure
6992288
SDF ↓   MOL ↓   SMILES ↓
Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C20H23NO4
Molecular weight (g/mol) : 341.400
Num. heavy atoms : 25
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.400
Num. rotatable bonds : 3
Num. H-bond acceptors : 5
Num. H-bond donors : 1
Molar Refractivity : 100.470
Plasma TPSA : 51.160

Lipophilicity

Log Po/w (iLOGP) : 3.440
Log Po/w (XLOGP3) : 2.570
Log Po/w (WLOGP) : 2.460
Log Po/w (MLOGP) : 1.980
Log Po/w (SILICOS-IT) : 3.490
Consensus Log Po/w : 2.790

Water Solubility

Log S (ESOL) : -3.730
Solubility : 6.31E-02 mg/ml; 1.85E-04 mol/l
Class : Soluble
Log S (Ali) : -3.290
Solubility : 1.74E-01 mg/ml; 5.10E-04 mol/l
Class : Soluble
Log S (SILICOS-IT) : -5.280
Solubility : 1.78E-03 mg/ml; 5.20E-06 mol/l
Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 94.152
BBB permeant : -0.265
P-gp substrate : Yes
Metabolism CYP2D6 substrate : No
Metabolism CYP3A4 substrate : Yes
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -2.880

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 : Aporphines
Subclass :
Parent Level 1 : Aporphines