1,2-Methylenedioxy-8-(2-p-methoxy-m-trifluoromethylphenyl-2-oxoethoxy)-9-methoxycycloberberine bromide

ID: ALA4162035

Chembl Id: CHEMBL4162035

PubChem CID: 145958462

Max Phase: Preclinical

Molecular Formula: C31H23BrF3NO6

Molecular Weight: 562.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)COc2c(OC)ccc3c2c[n+]2c4c3ccc3c5c(cc(c34)CC2)OCO5)cc1C(F)(F)F.[Br-]

Standard InChI:  InChI=1S/C31H23F3NO6.BrH/c1-37-24-7-3-16(11-22(24)31(32,33)34)23(36)14-39-30-21-13-35-10-9-17-12-26-29(41-15-40-26)20-5-4-19(28(35)27(17)20)18(21)6-8-25(30)38-2;/h3-8,11-13H,9-10,14-15H2,1-2H3;1H/q+1;/p-1

Standard InChI Key:  LLLNLPJBMLKLKG-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: 562.52

Molecular Weight (Monoisotopic): 562.1472

AlogP: 6.02

#Rotatable Bonds: 6

Polar Surface Area: 67.10

Molecular Species: NEUTRAL

HBA: 6

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 1.11

CX LogD: 1.11

Aromatic Rings: 5

Heavy Atoms: 41

QED Weighted: 0.14

Np Likeness Score: 0.40

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