1,2-Methylenedioxy-8-(1-(furan-2-yl)methylamino)-9-methoxycycloberberine chloride

ID: ALA4160973

Chembl Id: CHEMBL4160973

PubChem CID: 145956450

Max Phase: Preclinical

Molecular Formula: C26H21ClN2O4

Molecular Weight: 425.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c[n+]3c4c2ccc2c5c(cc(c24)CC3)OCO5)c1NCc1ccco1.[Cl-]

Standard InChI:  InChI=1S/C26H20N2O4.ClH/c1-29-21-7-6-17-18-4-5-19-23-15(11-22-26(19)32-14-31-22)8-9-28(25(18)23)13-20(17)24(21)27-12-16-3-2-10-30-16;/h2-7,10-11,13H,8-9,12,14H2,1H3;1H

Standard InChI Key:  AEXHYWJJOFGCQQ-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 425.46

Molecular Weight (Monoisotopic): 425.1496

AlogP: 4.93

#Rotatable Bonds: 4

Polar Surface Area: 56.74

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.03

CX Basic pKa: 1.18

CX LogP: -0.43

CX LogD: -0.43

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.33

Np Likeness Score: 0.47

References

1. Fan T, Hu X, Tang S, Liu X, Wang Y, Deng H, You X, Jiang J, Li Y, Song D..  (2018)  Discovery and Development of 8-Substituted Cycloberberine Derivatives as Novel Antibacterial Agents against MRSA.,  9  (5): [PMID:29795764] [10.1021/acsmedchemlett.8b00094]

Source

Source(1):

• Scientific Literature