4-(2-(4-fluorophenyl)-4-oxothiazolidin-3-yl)-N-(5-methylisoxazol-3-yl)benzenesulfonamide

ID: ALA4879295

PubChem CID: 164627334

Max Phase: Preclinical

Molecular Formula: C19H16FN3O4S2

Molecular Weight: 433.49

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H16FN3O4S2/c1-12-10-17(21-27-12)22-29(25,26)16-8-6-15(7-9-16)23-18(24)11-28-19(23)13-2-4-14(20)5-3-13/h2-10,19H,11H2,1H3,(H,21,22)

Standard InChI Key:  ZENFDTDMAGWIRZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.7584   -5.7378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5835   -5.7378    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1710   -5.0233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792  -10.3089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0043  -10.3089    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2611   -9.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5918   -9.0380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9267   -9.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0424   -9.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6546   -9.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4391   -9.5709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6123   -8.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9950   -8.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2130   -8.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5906   -8.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3061   -7.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3052   -6.9758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5896   -6.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8733   -6.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8777   -7.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3005   -5.3240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2982   -4.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9632   -4.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7060   -3.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8809   -3.2331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6283   -4.0184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1891   -2.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1420   -9.2701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3970   -8.5083    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
M  END

Alternative Forms

1. Parent:

   

   ALA4879295

   ---

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: 433.49

Molecular Weight (Monoisotopic): 433.0566

AlogP: 3.70

#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: 2.97

CX LogD: 2.11

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.66

Np Likeness Score: -2.07

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