N-(4-(5-bromo-2-methylphenyl)thiazol-2-yl)-4-(piperidin-1-ylsulfonyl)benzamide

ID: ALA4858077

PubChem CID: 152040348

Max Phase: Preclinical

Molecular Formula: C22H22BrN3O3S2

Molecular Weight: 520.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(Br)cc1-c1csc(NC(=O)c2ccc(S(=O)(=O)N3CCCCC3)cc2)n1

Standard InChI:  InChI=1S/C22H22BrN3O3S2/c1-15-5-8-17(23)13-19(15)20-14-30-22(24-20)25-21(27)16-6-9-18(10-7-16)31(28,29)26-11-3-2-4-12-26/h5-10,13-14H,2-4,11-12H2,1H3,(H,24,25,27)

Standard InChI Key:  UOOIAGBMYPTTFF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   22.2870   -2.4309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6998   -3.1408    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.1082   -2.4285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5811   -3.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5799   -4.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2880   -4.7861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9976   -4.3767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9948   -3.5540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2862   -3.1488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4102   -3.5487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4107   -4.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1159   -4.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8245   -4.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8233   -3.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1136   -3.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8719   -4.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1645   -4.3760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8712   -5.6024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4565   -4.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7136   -4.4534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1663   -5.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5744   -5.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3738   -5.5989    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.3568   -4.9738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0258   -4.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2139   -4.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7322   -4.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0681   -5.5499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8790   -5.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5073   -3.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5896   -6.2123    0.0000 Br  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
 25 30  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4858077

   ---

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: 520.47

Molecular Weight (Monoisotopic): 519.0286

AlogP: 5.31

#Rotatable Bonds: 5

Polar Surface Area: 79.37

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.44

CX Basic pKa: ┄

CX LogP: 5.63

CX LogD: 5.63

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.49

Np Likeness Score: -2.22

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