N-(4-(2,5-dimethylphenyl)thiazol-2-yl)-6-(piperidin-1-ylsulfonyl)nicotinamide

ID: ALA4857219

PubChem CID: 152413386

Max Phase: Preclinical

Molecular Formula: C22H24N4O3S2

Molecular Weight: 456.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C)c(-c2csc(NC(=O)c3ccc(S(=O)(=O)N4CCCCC4)nc3)n2)c1

Standard InChI:  InChI=1S/C22H24N4O3S2/c1-15-6-7-16(2)18(12-15)19-14-30-22(24-19)25-21(27)17-8-9-20(23-13-17)31(28,29)26-10-4-3-5-11-26/h6-9,12-14H,3-5,10-11H2,1-2H3,(H,24,25,27)

Standard InChI Key:  XLXQQDWRXGKRLP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   36.1318  -10.1415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5280  -10.8608    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.9528  -10.1580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4002  -11.2285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3801  -12.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0785  -12.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7974  -12.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8136  -11.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1146  -10.8360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2288  -11.2850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2104  -12.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   38.6239  -12.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6417  -11.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9417  -10.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6628  -12.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9651  -12.0139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6433  -13.2562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2478  -12.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5128  -12.0576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9516  -12.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3432  -13.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1463  -13.2181    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.1443  -12.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8307  -11.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0210  -11.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5241  -12.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8426  -13.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6514  -13.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9679  -13.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7070  -10.9312    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
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  7  8  1  0
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  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
 26 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857219

   ---

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: 456.59

Molecular Weight (Monoisotopic): 456.1290

AlogP: 4.25

#Rotatable Bonds: 5

Polar Surface Area: 92.26

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.87

CX Basic pKa: ┄

CX LogP: 4.75

CX LogD: 4.75

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.62

Np Likeness Score: -2.18

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