1,2-Methylenedioxy-8-(3,5-dimethylisoxazole-4-carbonylamido)-9-methoxycycloberberine chloride

ID: ALA4168580

Chembl Id: CHEMBL4168580

PubChem CID: 145955046

Max Phase: Preclinical

Molecular Formula: C27H22ClN3O5

Molecular Weight: 468.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c[n+]3c4c2ccc2c5c(cc(c24)CC3)OCO5)c1NC(=O)c1c(C)noc1C.[Cl-]

Standard InChI:  InChI=1S/C27H21N3O5.ClH/c1-13-22(14(2)35-29-13)27(31)28-24-19-11-30-9-8-15-10-21-26(34-12-33-21)18-5-4-17(25(30)23(15)18)16(19)6-7-20(24)32-3;/h4-7,10-11H,8-9,12H2,1-3H3;1H

Standard InChI Key:  JADPKIZRLQKOMG-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: 468.49

Molecular Weight (Monoisotopic): 468.1554

AlogP: 4.58

#Rotatable Bonds: 3

Polar Surface Area: 86.70

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.30

CX Basic pKa: 0.80

CX LogP: -0.90

CX LogD: -0.90

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.31

Np Likeness Score: 0.10

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