4-(2,5-dimethylphenyl)-N-(4-(piperidin-1-ylsulfonyl)benzyl)thiazol-2-amine

ID: ALA4857677

PubChem CID: 151622377

Max Phase: Preclinical

Molecular Formula: C23H27N3O2S2

Molecular Weight: 441.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C)c(-c2csc(NCc3ccc(S(=O)(=O)N4CCCCC4)cc3)n2)c1

Standard InChI:  InChI=1S/C23H27N3O2S2/c1-17-6-7-18(2)21(14-17)22-16-29-23(25-22)24-15-19-8-10-20(11-9-19)30(27,28)26-12-4-3-5-13-26/h6-11,14,16H,3-5,12-13,15H2,1-2H3,(H,24,25)

Standard InChI Key:  QOTZTNUJNWYNQN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   22.8132   -7.7106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2094   -8.4298    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.6342   -7.7271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0816   -8.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0615   -9.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7599  -10.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4789   -9.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4951   -8.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7960   -8.4051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9102   -8.8541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8919   -9.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5875  -10.0903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3053   -9.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3231   -8.8811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6231   -8.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3442  -10.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6465   -9.5829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9292   -9.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1942   -9.6267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6330  -10.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0246  -10.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8277  -10.7872    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.8257  -10.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5121   -9.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7025   -9.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2056   -9.9045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5241  -10.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3328  -10.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6493  -11.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3884   -8.5002    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
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 18  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 20 23  1  0
 28 29  1  0
 25 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857677

   ---

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: 441.62

Molecular Weight (Monoisotopic): 441.1545

AlogP: 5.21

#Rotatable Bonds: 6

Polar Surface Area: 62.30

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.92

CX LogP: 5.48

CX LogD: 5.48

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.57

Np Likeness Score: -2.06

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