1,2-Methylenedioxy-8-(1-adamantanecarbonylamino)-9-methoxycycloberberine chloride

ID: ALA4175675

Chembl Id: CHEMBL4175675

PubChem CID: 145971922

Max Phase: Preclinical

Molecular Formula: C32H31ClN2O4

Molecular Weight: 507.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c[n+]3c4c2ccc2c5c(cc(c24)CC3)OCO5)c1NC(=O)C12CC3CC(CC(C3)C1)C2.[Cl-]

Standard InChI:  InChI=1S/C32H30N2O4.ClH/c1-36-25-5-4-21-22-2-3-23-27-20(11-26-30(23)38-16-37-26)6-7-34(29(22)27)15-24(21)28(25)33-31(35)32-12-17-8-18(13-32)10-19(9-17)14-32;/h2-5,11,15,17-19H,6-10,12-14,16H2,1H3;1H

Standard InChI Key:  ROMDCMGVJZCHMO-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: 507.61

Molecular Weight (Monoisotopic): 507.2278

AlogP: 5.88

#Rotatable Bonds: 3

Polar Surface Area: 60.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.38

CX Basic pKa:

CX LogP: 1.16

CX LogD: 1.16

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.28

Np Likeness Score: 0.51

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