8-((3-bromobenzyl)oxy)quinoline

ID: ALA5291105

Max Phase: Preclinical

Molecular Formula: C16H12BrNO

Molecular Weight: 314.18

Names and Identifiers

Canonical SMILES:  Brc1cccc(COc2cccc3cccnc23)c1

Standard InChI:  InChI=1S/C16H12BrNO/c17-14-7-1-4-12(10-14)11-19-15-8-2-5-13-6-3-9-18-16(13)15/h1-10H,11H2

Standard InChI Key:  LFSJLUIIUVZPQP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -1.4302    0.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1447    0.5343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8592    0.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8592   -0.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1447   -1.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4302   -0.7031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1447    1.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4302    1.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156    1.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156    0.5343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.1231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143    0.5369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4301    0.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4301   -0.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1447   -1.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8592   -0.6994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8592    0.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1447    0.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1447   -1.7720    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  7  2  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  1 10  1  0
 11 10  1  0
 12 11  1  0
 13 12  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 19 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5291105

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 314.18

Molecular Weight (Monoisotopic): 313.0102

AlogP: 4.58

#Rotatable Bonds: 3

Polar Surface Area: 22.12

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.86

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.71

Np Likeness Score: -1.15

References

1. 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