N-(5-methylisoxazol-3-yl)-4-(4-oxo-2-(4-(trifluoromethyl)phenyl)thiazolidin-3-yl)benzenesulfonamide

ID: ALA4873097

PubChem CID: 164619933

Max Phase: Preclinical

Molecular Formula: C20H16F3N3O4S2

Molecular Weight: 483.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(NS(=O)(=O)c2ccc(N3C(=O)CSC3c3ccc(C(F)(F)F)cc3)cc2)no1

Standard InChI:  InChI=1S/C20H16F3N3O4S2/c1-12-10-17(24-30-12)25-32(28,29)16-8-6-15(7-9-16)26-18(27)11-31-19(26)13-2-4-14(5-3-13)20(21,22)23/h2-10,19H,11H2,1H3,(H,24,25)

Standard InChI Key:  ALGIIILPRCPZCT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   11.4002   -4.6168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2253   -4.6168    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.8128   -3.9023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8210   -9.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6461   -9.1878    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.9029   -8.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2336   -7.9168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5685   -8.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6841   -8.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2963   -8.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0807   -8.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2540   -7.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6366   -7.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8547   -7.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2323   -7.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9478   -6.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9469   -5.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2313   -5.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5150   -5.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5195   -6.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9423   -4.2029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9399   -3.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6049   -2.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3477   -2.1097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5227   -2.1121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2701   -2.8975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8307   -1.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7838   -8.1490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0386   -7.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6517   -7.9393    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.8212   -6.5835    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.6212   -6.7960    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  4  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  6  9  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  7 15  1  0
 18  2  1  0
  2 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 22  2  0
 24 27  1  0
  8 28  2  0
 12 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873097

   ---

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: 483.49

Molecular Weight (Monoisotopic): 483.0534

AlogP: 4.58

#Rotatable Bonds: 5

Polar Surface Area: 92.51

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.86

CX Basic pKa: 0.38

CX LogP: 3.70

CX LogD: 2.85

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.57

Np Likeness Score: -1.92

References

1. Trotsko N..  (2021)  Antitubercular properties of thiazolidin-4-ones - A review.,  215  [PMID:33588179] [10.1016/j.ejmech.2021.113266]

Source

Source(1):

• Scientific Literature