ID: ALA2207832

Max Phase: Preclinical

Molecular Formula: C17H11Cl2NO2

Molecular Weight: 332.19

Molecule Type: Small molecule

Representations

Canonical SMILES:  Oc1ccccc1/C=C/c1ccc2c(Cl)cc(Cl)c(O)c2n1

Standard InChI:  InChI=1S/C17H11Cl2NO2/c18-13-9-14(19)17(22)16-12(13)8-7-11(20-16)6-5-10-3-1-2-4-15(10)21/h1-9,21-22H/b6-5+

Standard InChI Key:  IMRYINNXHMYATJ-AATRIKPKSA-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

Properties

Molecular Weight: 332.19

Molecular Weight (Monoisotopic): 331.0167

AlogP: 5.12

#Rotatable Bonds: 2

Polar Surface Area: 53.35

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.42

CX Basic pKa: 2.88

CX LogP: 5.31

CX LogD: 4.30

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.68

Np Likeness Score: -0.39

References

1. Cieslik W, Musiol R, Nycz JE, Jampilek J, Vejsova M, Wolff M, Machura B, Polanski J..  (2012)  Contribution to investigation of antimicrobial activity of styrylquinolines.,  20  (24): [PMID:23159041] [10.1016/j.bmc.2012.10.027]

2. Mrozek-Wilczkiewicz A, Kuczak M, Malarz K, Cieślik W, Spaczyńska E, Musiol R..  (2019)  The synthesis and anticancer activity of 2-styrylquinoline derivatives. A p53 independent mechanism of action.,  177  [PMID:31158748] [10.1016/j.ejmech.2019.05.061]

3. Joaquim AR, Gionbelli MP, Gosmann G, Fuentefria AM, Lopes MS, Fernandes de Andrade S..  (2021)  Novel Antimicrobial 8-Hydroxyquinoline-Based Agents: Current Development, Structure-Activity Relationships, and Perspectives.,  64  (22.0): [PMID:34779640] [10.1021/acs.jmedchem.1c01318]

Source

Source(1):

• Scientific Literature