N-(4-(Benzo[d]thiazol-2-ylthio)-3-chlorophenyl)-3-bromobenzamide

ID: ALA4293780

PubChem CID: 145988139

Max Phase: Preclinical

Molecular Formula: C20H12BrClN2OS2

Molecular Weight: 475.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Sc2nc3ccccc3s2)c(Cl)c1)c1cccc(Br)c1

Standard InChI:  InChI=1S/C20H12BrClN2OS2/c21-13-5-3-4-12(10-13)19(25)23-14-8-9-17(15(22)11-14)26-20-24-16-6-1-2-7-18(16)27-20/h1-11H,(H,23,25)

Standard InChI Key:  JXAKOAQJURHBQY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   16.7015   -8.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7003   -9.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4084  -10.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1180   -9.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1152   -8.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4066   -8.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8214   -8.4752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5306   -8.8811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2368   -8.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5337   -9.6983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9444   -8.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6501   -8.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6475   -7.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9333   -7.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2305   -7.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9923  -10.1176    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.2849   -9.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1986   -8.8933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5366  -10.0378    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.9902   -9.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3993   -8.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9949   -8.0232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1815   -8.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7743   -8.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1811   -9.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4082  -10.9357    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.9273   -6.4276    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
  2 16  1  0
 16 17  1  0
 17 18  2  0
 18 21  1  0
 20 19  1  0
 19 17  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
  3 26  1  0
 14 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4293780

   ---

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: 475.82

Molecular Weight (Monoisotopic): 473.9263

AlogP: 7.12

#Rotatable Bonds: 4

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.84

CX LogP: 7.45

CX LogD: 7.45

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.34

Np Likeness Score: -2.19

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