PDND
Phytochemical Database for Neurological Disorders
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Phytochemical Name : Purpureine
PCNDIDP0220
Pubchem CID : 98473
Molecular formula: C22H27NO5

Molecular weight : 385.500

Canonical SMILES : CN1CCC2=C3C1CC4=CC(=C(C=C4C3=C(C(=C2OC)OC)OC)OC)OC

Synonymes : PURPUREINE|Thalicsimidin|Thalicsimidine|NSC 141547|19775-47-4|4H-Dibenzo(de,g)quinoline, 5,6,6a,7-tetrahydro-1,2,3,9,10-pentamethoxy-6-methyl-, (S)-|NSC141547|Ammonium, tetrahexyl-|O(C)c1c(OC)c(OC)c2CCN(C)C3Cc4cc(OC)c(OC)cc4c1c23|C24H52N|1,2,3,9,10-pentamethoxyaporphine|C24-H52-N|NSC-141547

Structure
3D structure 2D structure
98473
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 : 12
Fraction Csp3 : 0.450
Num. rotatable bonds : 5
Num. H-bond acceptors : 6
Num. H-bond donors : 0
Molar Refractivity : 111.430
Plasma TPSA : 49.390

Lipophilicity

Log Po/w (iLOGP) : 3.960
Log Po/w (XLOGP3) : 3.340
Log Po/w (WLOGP) : 2.780
Log Po/w (MLOGP) : 1.880
Log Po/w (SILICOS-IT) : 4.100
Consensus Log Po/w : 3.210

Water Solubility

Log S (ESOL) : -4.320
Solubility : 1.84E-02 mg/ml; 4.77E-05 mol/l
Class : Moderately soluble
Log S (Ali) : -4.050
Solubility : 3.40E-02 mg/ml; 8.82E-05 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -6.080
Solubility : 3.19E-04 mg/ml; 8.28E-07 mol/l
Class : Poorly soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 96.290
BBB permeant : -0.116
P-gp substrate : Yes
Metabolism CYP2D6 substrate : No
Metabolism CYP3A4 substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -2.784

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