9-((2-(dimethylamino)ethyl)amino)-10-methoxy-13-octyl-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium Chloride

ID: ALA5283840

Chembl Id: CHEMBL5283840

Max Phase: Preclinical

Molecular Formula: C31H42ClN3O3

Molecular Weight: 504.70

Names and Identifiers

Canonical SMILES:  CCCCCCCCc1c2[n+](cc3c(NCCN(C)C)c(OC)ccc13)CCc1cc3c(cc1-2)OCO3.[Cl-]

Standard InChI:  InChI=1S/C31H41N3O3.ClH/c1-5-6-7-8-9-10-11-24-23-12-13-27(35-4)30(32-15-17-33(2)3)26(23)20-34-16-14-22-18-28-29(37-21-36-28)19-25(22)31(24)34;/h12-13,18-20H,5-11,14-17,21H2,1-4H3;1H

Standard InChI Key:  BHNUSCOUJWTCPU-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 504.70

Molecular Weight (Monoisotopic): 504.3221

AlogP: 5.96

#Rotatable Bonds: 12

Polar Surface Area: 46.84

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 8.75

CX LogP: 1.99

CX LogD: 0.62

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.24

Np Likeness Score: 0.57

References

1. Chen J, Duan Y, Yang K, Wang J, Yan J, Gu C, Wang S, Zhu Z, Liu EH, Xu J..  (2023)  Design, synthesis and biological evaluation of novel 9-N-substituted-13-alkylberberine derivatives from Chinese medicine as anti-hepatocellular carcinoma agents.,  79  [PMID:36640595] [10.1016/j.bmc.2023.117156]

Source

Source(1):

• Scientific Literature