1,2-Methylenedioxy-8-o,p-dimethoxybenzylamino-9-methoxycycloberberine chloride

ID: ALA4172261

Chembl Id: CHEMBL4172261

PubChem CID: 145951591

Max Phase: Preclinical

Molecular Formula: C29H25ClN2O5

Molecular Weight: 481.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Nc2c(OC)ccc3c2c[n+]2c4c3ccc3c5c(cc(c34)CC2)OCO5)c(OC)c1.[Cl-]

Standard InChI:  InChI=1S/C29H24N2O5.ClH/c1-32-17-4-8-22(24(13-17)34-3)30-27-21-14-31-11-10-16-12-25-29(36-15-35-25)20-6-5-19(28(31)26(16)20)18(21)7-9-23(27)33-2;/h4-9,12-14H,10-11,15H2,1-3H3;1H

Standard InChI Key:  WWOHXHRCVGUPBU-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: 481.53

Molecular Weight (Monoisotopic): 481.1758

AlogP: 5.49

#Rotatable Bonds: 5

Polar Surface Area: 62.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 0.61

CX LogP: 0.44

CX LogD: 0.44

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.26

Np Likeness Score: 0.53

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