3-Bromo-N-(3-chlorophenyl)-2-hydroxybenzamide

ID: ALA4293036

PubChem CID: 46215317

Max Phase: Preclinical

Molecular Formula: C13H9BrClNO2

Molecular Weight: 326.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc(Cl)c1)c1cccc(Br)c1O

Standard InChI:  InChI=1S/C13H9BrClNO2/c14-11-6-2-5-10(12(11)17)13(18)16-9-4-1-3-8(15)7-9/h1-7,17H,(H,16,18)

Standard InChI Key:  LJTQVIFOJANPHH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   31.5224   -8.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5212   -9.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2293   -9.4210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9389   -9.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9361   -8.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2275   -7.7836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6423   -7.7777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3515   -8.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0577   -7.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3546   -9.0008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7653   -8.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4710   -7.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4684   -6.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7541   -6.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0514   -6.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2291  -10.2382    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   35.7664   -8.9988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1801   -8.1773    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  9  1  0
  3 16  1  0
 11 17  1  0
 12 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4293036

   3-bromo-N-(3-chlorophenyl)-2-hydroxybenzamide

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: 326.58

Molecular Weight (Monoisotopic): 324.9505

AlogP: 4.06

#Rotatable Bonds: 2

Polar Surface Area: 49.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.60

CX Basic pKa: ┄

CX LogP: 4.13

CX LogD: 3.29

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.87

Np Likeness Score: -1.44

References

1. Kunkle T, Abdeen S, Salim N, Ray AM, Stevens M, Ambrose AJ, Victorino J, Park Y, Hoang QQ, Chapman E, Johnson SM..  (2018)  Hydroxybiphenylamide GroEL/ES Inhibitors Are Potent Antibacterials against Planktonic and Biofilm Forms of Staphylococcus aureus.,  61  (23): [PMID:30392371] [10.1021/acs.jmedchem.8b01293]

Source

Source(1):

• Scientific Literature