1,2-Methylenedioxy-8-(2-p-fluorophenyl-2-oxoethoxy)-9-methoxycycloberberine bromide

ID: ALA4166781

Chembl Id: CHEMBL4166781

PubChem CID: 145954525

Max Phase: Preclinical

Molecular Formula: C29H21BrFNO5

Molecular Weight: 482.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c[n+]3c4c2ccc2c5c(cc(c24)CC3)OCO5)c1OCC(=O)c1ccc(F)cc1.[Br-]

Standard InChI:  InChI=1S/C29H21FNO5.BrH/c1-33-24-9-8-19-20-6-7-21-26-17(12-25-28(21)36-15-35-25)10-11-31(27(20)26)13-22(19)29(24)34-14-23(32)16-2-4-18(30)5-3-16;/h2-9,12-13H,10-11,14-15H2,1H3;1H/q+1;/p-1

Standard InChI Key:  NULOJHAQGUYWLK-UHFFFAOYSA-M

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: 482.49

Molecular Weight (Monoisotopic): 482.1398

AlogP: 5.13

#Rotatable Bonds: 5

Polar Surface Area: 57.87

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 0.53

CX LogD: 0.53

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.20

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