1,2-methylenedioxy-8-amino-9-methoxycycloberberine chloride

ID: ALA4164375

Chembl Id: CHEMBL4164375

PubChem CID: 145959559

Max Phase: Preclinical

Molecular Formula: C21H17ClN2O3

Molecular Weight: 345.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c[n+]3c4c2ccc2c5c(cc(c24)CC3)OCO5)c1N.[Cl-]

Standard InChI:  InChI=1S/C21H16N2O3.ClH/c1-24-16-5-4-12-13-2-3-14-18-11(8-17-21(14)26-10-25-17)6-7-23(20(13)18)9-15(12)19(16)22;/h2-5,8-9,22H,6-7,10H2,1H3;1H

Standard InChI Key:  LDJUCNXUWAEDFU-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: 345.38

Molecular Weight (Monoisotopic): 345.1234

AlogP: 3.31

#Rotatable Bonds: 1

Polar Surface Area: 57.59

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 1.76

CX LogP: -1.51

CX LogD: -1.51

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.33

Np Likeness Score: 1.23

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