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

ID: ALA4292652

PubChem CID: 145987657

Max Phase: Preclinical

Molecular Formula: C21H15ClN2O2S2

Molecular Weight: 426.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1C(=O)Nc1ccc(Sc2nc3ccccc3s2)c(Cl)c1

Standard InChI:  InChI=1S/C21H15ClN2O2S2/c1-26-17-8-4-2-6-14(17)20(25)23-13-10-11-18(15(22)12-13)27-21-24-16-7-3-5-9-19(16)28-21/h2-12H,1H3,(H,23,25)

Standard InChI Key:  HSTSQSFBCSOFQG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    7.1263  -21.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1252  -22.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8332  -22.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5429  -22.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5400  -21.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8314  -21.3086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2462  -21.3026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9554  -21.7085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6616  -21.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9585  -22.5257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3693  -21.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0750  -21.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0723  -20.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3581  -20.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6553  -20.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4171  -22.9450    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7097  -22.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6234  -21.7207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9614  -22.8652    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4150  -22.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8241  -21.5544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4197  -20.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6064  -20.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1991  -21.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6059  -22.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8330  -23.7631    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.3703  -22.5238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0785  -22.9315    0.0000 C   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
 11 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4292652

   ---

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: 426.95

Molecular Weight (Monoisotopic): 426.0263

AlogP: 6.36

#Rotatable Bonds: 5

Polar Surface Area: 51.22

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.84

CX LogP: 6.52

CX LogD: 6.52

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.40

Np Likeness Score: -1.98

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