ID: ALA2023324

Max Phase: Preclinical

Molecular Formula: C20H19N3O3

Molecular Weight: 349.39

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=[N+]([O-])c1cc(CN2CCC(c3ccccc3)C2)c(O)c2ncccc12

Standard InChI:  InChI=1S/C20H19N3O3/c24-20-16(11-18(23(25)26)17-7-4-9-21-19(17)20)13-22-10-8-15(12-22)14-5-2-1-3-6-14/h1-7,9,11,15,24H,8,10,12-13H2

Standard InChI Key:  NCXLPGIFFKJJHL-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

Properties

Molecular Weight: 349.39

Molecular Weight (Monoisotopic): 349.1426

AlogP: 3.84

#Rotatable Bonds: 4

Polar Surface Area: 79.50

Molecular Species: ZWITTERION

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 5.58

CX Basic pKa: 10.01

CX LogP: 2.35

CX LogD: 2.35

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.57

Np Likeness Score: -1.15

References

1. Enquist PA, Gylfe A, Hägglund U, Lindström P, Norberg-Scherman H, Sundin C, Elofsson M..  (2012)  Derivatives of 8-hydroxyquinoline--antibacterial agents that target intra- and extracellular Gram-negative pathogens.,  22  (10): [PMID:22525317] [10.1016/j.bmcl.2012.03.096]

2. 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