PDND
Phytochemical Database for Neurological Disorders
search icon
Advanced search
Phytochemical Name : Isorhyncophylline
PCNDIDI0118
Pubchem CID : 409518
Molecular formula: C22H28N2O4

Molecular weight : 384.500

Canonical SMILES : CCC1CN2CCC3(C2CC1C(=COC)C(=O)OC)C4=CC=CC=C4NC3=O

Synonymes : Rhynchophylline|Isorhyncophylline|methyl 2-(6'-ethyl-2-oxospiro[1H-indole-3,1'-3,5,6,7,8,8a-hexahydro-2H-indolizine]-7'-yl)-3-methoxyprop-2-enoate|76-66-4|6859-01-4|DTXSID30871548|FT-0600219|FT-0775469|FT-0775797|Methyl 17-methoxy-2-oxocorynox-16-en-16-carboxylate

Structure
3D structure 2D structure
409518
SDF ↓   MOL ↓   SMILES ↓
Predicted properties (NCBI Pubchem)

Physicochemical Properties

Formula : C22H28N2O4
Molecular weight (g/mol) : 384.500
Num. heavy atoms : 28
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.550
Num. rotatable bonds : 5
Num. H-bond acceptors : 5
Num. H-bond donors : 1
Molar Refractivity : 113.390
Plasma TPSA : 67.870

Lipophilicity

Log Po/w (iLOGP) : 3.680
Log Po/w (XLOGP3) : 2.310
Log Po/w (WLOGP) : 1.750
Log Po/w (MLOGP) : 2.020
Log Po/w (SILICOS-IT) : 2.540
Consensus Log Po/w : 2.460

Water Solubility

Log S (ESOL) : -3.510
Solubility : 1.19E-01 mg/ml; 3.11E-04 mol/l
Class : Soluble
Log S (Ali) : -3.370
Solubility : 1.63E-01 mg/ml; 4.23E-04 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.480
Solubility : 1.27E-02 mg/ml; 3.30E-05 mol/l
Class : Moderately soluble

Pharmacokinetics

Absorption Intestinal absorption (human) : 95.384
BBB permeant : 0.010
P-gp substrate : No
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) : -3.595

Druglikeness

Lipinski : 0
Ghose : 0
Veber : 0
Egan : 0
Muegge : 0
Bioavailability Score : 0.550

Phytochemical classification

Kingdom : Organic compounds
Superclass : Organoheterocyclic compounds
Class : Indolizidines
Subclass :
Parent Level 1 : Indolizidines