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Phytochemical Database for Neurological Disorders
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Phytochemical Name : (17R)-1-Acetyl-19,20-didehydro-17,18-epoxycuran-17-ol
PCNDIDOT0076
Pubchem CID : 321983
Molecular formula: C21H24N2O3

Molecular weight : 352.400

Canonical SMILES : CC(=O)N1C2C3C4CC5C2(CCN5CC4=CCOC3O)C6=CC=CC=C61

Synonymes : DIABOLINE|NSC277458|509-40-0|(17R)-1-Acetyl-19,20-didehydro-17,18-epoxycuran-17-ol|NSC-277458|CHEMBL1969794|DTXSID70965137|NCI60_002258|Curan-17-ol,20-didehydro-17,18-epoxy-, (17R)-|1-(17-Hydroxy-19,20-didehydro-17,18-epoxycuran-1-yl)ethan-1-one

Structure
3D structure 2D structure
321983
SDF ↓   MOL ↓   SMILES ↓
Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C21H24N2O3
Molecular weight (g/mol) : 352.400
Num. heavy atoms : 26
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.570
Num. rotatable bonds : 0
Num. H-bond acceptors : 4
Num. H-bond donors : 1
Molar Refractivity : 104.330
Plasma TPSA : 53.010

Lipophilicity

Log Po/w (iLOGP) : 2.490
Log Po/w (XLOGP3) : 0.740
Log Po/w (WLOGP) : 0.900
Log Po/w (MLOGP) : 2.290
Log Po/w (SILICOS-IT) : 1.120
Consensus Log Po/w : 1.510

Water Solubility

Log S (ESOL) : -2.600
Solubility : 8.93E-01 mg/ml; 2.54E-03 mol/l
Class : Soluble
Log S (Ali) : -1.430
Solubility : 1.30E+01 mg/ml; 3.70E-02 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.710
Solubility : 6.89E-01 mg/ml; 1.95E-03 mol/l
Class : Soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 98.252
BBB permeant : -0.069
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 : No
Log Kp (skin permeation) : -3.547

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