N-(4-(2,6-dimethylphenyl)thiazol-2-yl)-4-(piperidin-1-ylsulfonyl)benzamide

ID: ALA4856803

PubChem CID: 152199442

Max Phase: Preclinical

Molecular Formula: C23H25N3O3S2

Molecular Weight: 455.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(C)c1-c1csc(NC(=O)c2ccc(S(=O)(=O)N3CCCCC3)cc2)n1

Standard InChI:  InChI=1S/C23H25N3O3S2/c1-16-7-6-8-17(2)21(16)20-15-30-23(24-20)25-22(27)18-9-11-19(12-10-18)31(28,29)26-13-4-3-5-14-26/h6-12,15H,3-5,13-14H2,1-2H3,(H,24,25,27)

Standard InChI Key:  VUYJXNQCNLWAKO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.6070  -18.0071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0197  -18.7170    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.4281  -18.0046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9010  -19.1338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8999  -19.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6079  -20.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3176  -19.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3147  -19.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6061  -18.7249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7302  -19.1249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7306  -19.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4358  -20.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1444  -19.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1433  -19.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4336  -18.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1918  -20.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4845  -19.9522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1912  -21.1786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7764  -20.3602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0336  -20.0296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4863  -20.6364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8943  -21.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6938  -21.1751    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6768  -20.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3457  -19.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5339  -19.7153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0522  -20.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3881  -21.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1989  -21.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5328  -21.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8273  -19.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  8  2  1  0
  2 10  1  0
 10 11  1  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  5 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 21 24  1  0
 29 30  1  0
 25 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4856803

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 455.61

Molecular Weight (Monoisotopic): 455.1337

AlogP: 4.85

#Rotatable Bonds: 5

Polar Surface Area: 79.37

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.44

CX Basic pKa: ┄

CX LogP: 5.37

CX LogD: 5.37

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: -2.00

References

1. Shukla NM, Chan M, Lao FS, Chu PJ, Belsuzarri M, Yao S, Nan J, Sato-Kaneko F, Saito T, Hayashi T, Corr M, Carson DA, Cottam HB..  (2021)  Structure-activity relationship studies in substituted sulfamoyl benzamidothiazoles that prolong NF-κB activation.,  43  [PMID:34274759] [10.1016/j.bmc.2021.116242]

Source

Source(1):

• Scientific Literature