1,2-Methylenedioxy-8-(1,2,3-thiadiazole-4-carbonylamido)-9-methoxycyclo berberine chloride

ID: ALA4160656

Chembl Id: CHEMBL4160656

PubChem CID: 145962289

Max Phase: Preclinical

Molecular Formula: C24H17ClN4O4S

Molecular Weight: 457.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c[n+]3c4c2ccc2c5c(cc(c24)CC3)OCO5)c1NC(=O)c1csnn1.[Cl-]

Standard InChI:  InChI=1S/C24H16N4O4S.ClH/c1-30-18-5-4-13-14-2-3-15-20-12(8-19-23(15)32-11-31-19)6-7-28(22(14)20)9-16(13)21(18)25-24(29)17-10-33-27-26-17;/h2-5,8-10H,6-7,11H2,1H3;1H

Standard InChI Key:  BFXQYHMNGQGWDD-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: 457.49

Molecular Weight (Monoisotopic): 457.0965

AlogP: 3.83

#Rotatable Bonds: 3

Polar Surface Area: 86.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.70

CX Basic pKa:

CX LogP: -0.62

CX LogD: -0.62

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.33

Np Likeness Score: 0.03

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