Phytochemical Database for Neurological Disease

Phytochemical Name : huperzine-B

Pubchem CID : 6916252

Molecular formula: C16H20N2O

Molecular weight : 256.339

Canonical SMILES : CC1=CC2CC3=C(C=CC(=O)N3)C4(C1)C2CCCN4

Synonymes : huperzine-B|(-)-Huperzine B|D04ZJO|AC-489|AKOS025402103

Structure
3D structure	2D structure

MOL

SMILES

Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C16H20N2O

Molecular weight (g/mol) : 256.339

Num. heavy atoms : 19

Num. arom. heavy atoms : 6

Fraction Csp3 : 0.560

Num. rotatable bonds : 0

Num. H-bond acceptors : 2

Num. H-bond donors : 2

Molar Refractivity : 80.040

Plasma TPSA : 44.890

Lipophilicity

Log P_o/w (iLOGP) : 2.470

Log P_o/w (XLOGP3) : 0.630

Log P_o/w (WLOGP) : 1.600

Log P_o/w (MLOGP) : 2.540

Log P_o/w (SILICOS-IT) : 3.270

Consensus Log P_o/w : 2.100

Water Solubility

Log S (ESOL) : -2.060

Solubility : 2.23E+00 mg/ml; 8.71E-03 mol/l

Class : Soluble

Log S (Ali) : -1.150

Solubility : 1.82E+01 mg/ml; 7.12E-02 mol/l

Class : Very soluble

Log S (SILICOS-IT) : -4.420

Solubility : 9.68E-03 mg/ml; 3.78E-05 mol/l

Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 93.434

BBB permeant : 0.317

P-gp substrate : Yes

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) : -2.912

Druglikeness

Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds

Superclass : Organoheterocyclic compounds

Class : Phenanthrolines

Parent Level 1 : Phenanthrolines