1,2-Methylenedioxy-8-benzylamino-9-methoxycycloberberine chloride

ID: ALA4176092

Chembl Id: CHEMBL4176092

PubChem CID: 145976964

Max Phase: Preclinical

Molecular Formula: C28H23ClN2O3

Molecular Weight: 435.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c[n+]3c4c2ccc2c5c(cc(c24)CC3)OCO5)c1NCc1ccccc1.[Cl-]

Standard InChI:  InChI=1S/C28H22N2O3.ClH/c1-31-23-10-9-19-20-7-8-21-25-18(13-24-28(21)33-16-32-24)11-12-30(27(20)25)15-22(19)26(23)29-14-17-5-3-2-4-6-17;/h2-10,13,15H,11-12,14,16H2,1H3;1H

Standard InChI Key:  GWBOLPVZMDNROO-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: 435.50

Molecular Weight (Monoisotopic): 435.1703

AlogP: 5.34

#Rotatable Bonds: 4

Polar Surface Area: 43.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 1.96

CX LogP: 0.51

CX LogD: 0.51

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.31

Np Likeness Score: 0.63

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