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

ID: ALA4177411

Chembl Id: CHEMBL4177411

PubChem CID: 145973400

Max Phase: Preclinical

Molecular Formula: C30H21BrF3NO5

Molecular Weight: 532.49

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C30H21F3NO5.BrH/c1-36-24-9-8-19-20-6-7-21-26-17(12-25-28(21)39-15-38-25)10-11-34(27(20)26)13-22(19)29(24)37-14-23(35)16-2-4-18(5-3-16)30(31,32)33;/h2-9,12-13H,10-11,14-15H2,1H3;1H/q+1;/p-1

Standard InChI Key:  RJAQSPBKPMPXMV-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: 532.49

Molecular Weight (Monoisotopic): 532.1366

AlogP: 6.01

#Rotatable Bonds: 5

Polar Surface Area: 57.87

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 1.27

CX LogD: 1.27

Aromatic Rings: 5

Heavy Atoms: 39

QED Weighted: 0.16

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