ID: ALA2022553

Max Phase: Preclinical

Molecular Formula: C20H19FN4O3

Molecular Weight: 382.40

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=[N+]([O-])c1cc(CN2CCN(c3ccc(F)cc3)CC2)c(O)c2ncccc12

Standard InChI:  InChI=1S/C20H19FN4O3/c21-15-3-5-16(6-4-15)24-10-8-23(9-11-24)13-14-12-18(25(27)28)17-2-1-7-22-19(17)20(14)26/h1-7,12,26H,8-11,13H2

Standard InChI Key:  PXRPVILOLZPQLK-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: 382.40

Molecular Weight (Monoisotopic): 382.1441

AlogP: 3.31

#Rotatable Bonds: 4

Polar Surface Area: 82.74

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 5.77

CX Basic pKa: 8.01

CX LogP: 2.36

CX LogD: 2.33

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.55

Np Likeness Score: -1.61

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