ID: ALA516566

Max Phase: Preclinical

Molecular Formula: C18H14ClNO2

Molecular Weight: 276.32

Molecule Type: Small molecule

Representations

Canonical SMILES:  [Cl-].c1ccc2c[n+]3c(cc2c1)-c1cc2c(cc1CC3)OCO2

Standard InChI:  InChI=1S/C18H14NO2.ClH/c1-2-4-14-10-19-6-5-13-8-17-18(21-11-20-17)9-15(13)16(19)7-12(14)3-1;/h1-4,7-10H,5-6,11H2;1H/q+1;/p-1

Standard InChI Key:  DIBBTQSAJLQBBU-UHFFFAOYSA-M

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

Properties

Molecular Weight: 276.32

Molecular Weight (Monoisotopic): 276.1019

AlogP: 3.08

#Rotatable Bonds: 0

Polar Surface Area: 22.34

Molecular Species: NEUTRAL

HBA: 2

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: -0.97

CX LogD: -0.97

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.59

Np Likeness Score: 1.14

References

1. Yang P, Song DQ, Li YH, Kong WJ, Wang YX, Gao LM, Liu SY, Cao RQ, Jiang JD..  (2008)  Synthesis and structure-activity relationships of berberine analogues as a novel class of low-density-lipoprotein receptor up-regulators.,  18  (16): [PMID:18644725] [10.1016/j.bmcl.2008.07.005]

2. Xu B, Jiang X, Xiong J, Lan J, Tian Y, Zhong L, Wang X, Xu N, Cao H, Zhang W, Zhang H, Hong X, Zhan YY, Zhang Y, Hu T..  (2020)  Structure-Activity Relationship Study Enables the Discovery of a Novel Berberine Analogue as the RXRα Activator to Inhibit Colon Cancer.,  63  (11): [PMID:32391701] [10.1021/acs.jmedchem.0c00088]

Source

Source(1):

• Scientific Literature