1,2-Methylenedioxy-8-(2-cyclopentylacetamido)-9-methoxycyclocberberine chloride

ID: ALA4167812

Chembl Id: CHEMBL4167812

PubChem CID: 145952970

Max Phase: Preclinical

Molecular Formula: C28H27ClN2O4

Molecular Weight: 455.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c[n+]3c4c2ccc2c5c(cc(c24)CC3)OCO5)c1NC(=O)CC1CCCC1.[Cl-]

Standard InChI:  InChI=1S/C28H26N2O4.ClH/c1-32-22-9-8-18-19-6-7-20-25-17(13-23-28(20)34-15-33-23)10-11-30(27(19)25)14-21(18)26(22)29-24(31)12-16-4-2-3-5-16;/h6-9,13-14,16H,2-5,10-12,15H2,1H3;1H

Standard InChI Key:  XICFGCDMCKYDBH-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: 455.53

Molecular Weight (Monoisotopic): 455.1965

AlogP: 5.25

#Rotatable Bonds: 4

Polar Surface Area: 60.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.55

CX Basic pKa:

CX LogP: 0.41

CX LogD: 0.41

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.34

Np Likeness Score: 0.56

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