1,2-Methylenedioxy-8-(1,5-dimethylpyrazole-3-carbonylamino)-9-methoxycycloberberine chloride

ID: ALA4162670

Chembl Id: CHEMBL4162670

PubChem CID: 145959218

Max Phase: Preclinical

Molecular Formula: C27H23ClN4O4

Molecular Weight: 467.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c[n+]3c4c2ccc2c5c(cc(c24)CC3)OCO5)c1NC(=O)c1cc(C)n(C)n1.[Cl-]

Standard InChI:  InChI=1S/C27H22N4O4.ClH/c1-14-10-20(29-30(14)2)27(32)28-24-19-12-31-9-8-15-11-22-26(35-13-34-22)18-5-4-17(25(31)23(15)18)16(19)6-7-21(24)33-3;/h4-7,10-12H,8-9,13H2,1-3H3;1H

Standard InChI Key:  RBHBWSJBTUIPDD-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: 467.51

Molecular Weight (Monoisotopic): 467.1714

AlogP: 4.02

#Rotatable Bonds: 3

Polar Surface Area: 78.49

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 0.35

CX LogP: -0.58

CX LogD: -0.58

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.32

Np Likeness Score: 0.00

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