5-Bromo-2-hydroxy-N-phenylbenzamide

ID: ALA4294873

Cas Number: 4294-89-7

PubChem CID: 124074

Max Phase: Preclinical

Molecular Formula: C13H10BrNO2

Molecular Weight: 292.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1)c1cc(Br)ccc1O

Standard InChI:  InChI=1S/C13H10BrNO2/c14-9-6-7-12(16)11(8-9)13(17)15-10-4-2-1-3-5-10/h1-8,16H,(H,15,17)

Standard InChI Key:  RIFLOVCLRMLWFW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    4.0680  -14.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0669  -15.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7749  -15.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4846  -15.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4818  -14.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7731  -13.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1879  -13.8736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8972  -14.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6033  -13.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9002  -15.0967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3110  -14.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0167  -13.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0140  -13.0489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2998  -12.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5971  -13.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3120  -15.0947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2939  -11.8260    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
 11 16  1  0
 14 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4294873

   5-Bromosalicylanilide

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: 292.13

Molecular Weight (Monoisotopic): 290.9895

AlogP: 3.41

#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: 7.49

CX Basic pKa: ┄

CX LogP: 3.53

CX LogD: 3.28

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.89

Np Likeness Score: -1.20

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