N-(4-(2,5-dimethylphenyl)-1H-imidazol-2-yl)-4-(piperidin-1-ylsulfonyl)benzamide

ID: ALA4859159

PubChem CID: 152386968

Max Phase: Preclinical

Molecular Formula: C23H26N4O3S

Molecular Weight: 438.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C)c(-c2c[nH]c(NC(=O)c3ccc(S(=O)(=O)N4CCCCC4)cc3)n2)c1

Standard InChI:  InChI=1S/C23H26N4O3S/c1-16-6-7-17(2)20(14-16)21-15-24-23(25-21)26-22(28)18-8-10-19(11-9-18)31(29,30)27-12-4-3-5-13-27/h6-11,14-15H,3-5,12-13H2,1-2H3,(H2,24,25,26,28)

Standard InChI Key:  XGOYNPDPEMORQJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   36.2412   -6.6861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.6539   -7.3960    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.0623   -6.6836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.5352   -7.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5341   -8.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2421   -9.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9518   -8.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9490   -7.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2403   -7.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3644   -7.8039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.3649   -8.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0700   -9.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7786   -8.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7775   -7.7982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0678   -7.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8261   -9.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1187   -8.6312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8254   -9.8576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4106   -9.0393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6678   -8.7086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1205   -9.3154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5286  -10.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3280   -9.8541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3110   -9.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9839   -8.4828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1752   -8.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6947   -9.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0287   -9.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8364   -9.8846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1703  -10.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8444   -7.6489    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
 21 24  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
 29 30  1  0
 26 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4859159

   ---

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: 438.55

Molecular Weight (Monoisotopic): 438.1726

AlogP: 4.12

#Rotatable Bonds: 5

Polar Surface Area: 95.16

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.56

CX Basic pKa: 2.64

CX LogP: 4.59

CX LogD: 4.59

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.63

Np Likeness Score: -1.60

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