SID24788172

ID: ALA1424665

Chembl Id: CHEMBL1424665

PubChem CID: 1251267

Max Phase: Preclinical

Molecular Formula: C20H20N4O3

Molecular Weight: 364.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cc(CN2CCN(c3ccccc3)CC2)c(O)c2ncccc12

Standard InChI:  InChI=1S/C20H20N4O3/c25-20-15(13-18(24(26)27)17-7-4-8-21-19(17)20)14-22-9-11-23(12-10-22)16-5-2-1-3-6-16/h1-8,13,25H,9-12,14H2

Standard InChI Key:  RWSKCMWORGMGJE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1424665

   5-Nitro-7-[(4-phenylpiperazin-1-yl)methyl]quinolin-8-ol

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: 364.41

Molecular Weight (Monoisotopic): 364.1535

AlogP: 3.17

#Rotatable Bonds: 4

Polar Surface Area: 82.74

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.77

CX Basic pKa: 8.43

CX LogP: 1.43

CX LogD: 1.67

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.57

Np Likeness Score: -1.38

References

1. PubChem BioAssay data set, 

2. 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]

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(2):

• Scientific Literature
• PubChem BioAssays