1,2-Methylenedioxy-8-p-methoxybenzylamino-9-methoxycycloberberine chloride

ID: ALA4168902

Chembl Id: CHEMBL4168902

PubChem CID: 145954621

Max Phase: Preclinical

Molecular Formula: C28H23ClN2O4

Molecular Weight: 451.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Nc2c(OC)ccc3c2c[n+]2c4c3ccc3c5c(cc(c34)CC2)OCO5)cc1.[Cl-]

Standard InChI:  InChI=1S/C28H22N2O4.ClH/c1-31-18-5-3-17(4-6-18)29-26-22-14-30-12-11-16-13-24-28(34-15-33-24)21-8-7-20(27(30)25(16)21)19(22)9-10-23(26)32-2;/h3-10,13-14H,11-12,15H2,1-2H3;1H

Standard InChI Key:  LEVOHBYRSYGRNS-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: 451.50

Molecular Weight (Monoisotopic): 451.1652

AlogP: 5.48

#Rotatable Bonds: 4

Polar Surface Area: 52.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 0.12

CX LogP: 0.60

CX LogD: 0.60

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.29

Np Likeness Score: 0.60

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