N-(2-Methylbenzyl)-3-oxobenzo[d]isothiazole-2(3H)-carboxamide 1,1-Dioxide

ID: ALA5190125

PubChem CID: 168279459

Max Phase: Preclinical

Molecular Formula: C16H14N2O4S

Molecular Weight: 330.37

Names and Identifiers

Canonical SMILES:  Cc1ccccc1CNC(=O)N1C(=O)c2ccccc2S1(=O)=O

Standard InChI:  InChI=1S/C16H14N2O4S/c1-11-6-2-3-7-12(11)10-17-16(20)18-15(19)13-8-4-5-9-14(13)23(18,21)22/h2-9H,10H2,1H3,(H,17,20)

Standard InChI Key:  DRZVRDYXFMQLNR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -2.5866   -0.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8721   -0.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1577   -0.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1577   -1.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3731   -1.7063    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1117   -1.0390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3731   -0.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1182    0.4129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9367   -1.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3491   -0.3245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9367    0.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3491    1.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9367    1.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1117    1.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3491    2.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1741    2.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5866    1.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1741    1.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3491   -1.7534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8721   -1.8639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5866   -1.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3731   -2.5331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3409   -2.1198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  4  5  1  0
  5  6  1  0
  7  6  1  0
  3  7  1  0
  7  8  2  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 13 12  2  0
 13 14  1  0
 15 13  1  0
 16 15  2  0
 17 16  1  0
 12 18  1  0
 18 17  2  0
  9 19  2  0
 20  4  1  0
  1 21  1  0
 21 20  2  0
  5 22  2  0
  5 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5190125

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 330.37

Molecular Weight (Monoisotopic): 330.0674

AlogP: 2.05

#Rotatable Bonds: 2

Polar Surface Area: 83.55

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.88

CX Basic pKa: ┄

CX LogP: 2.57

CX LogD: 2.57

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.91

Np Likeness Score: -1.26

References

1. Wen W, Cao H, Xu Y, Ren Y, Rao L, Shao X, Chen H, Wu L, Liu J, Su C, Peng C, Huang Y, Wan J..  (2022)  N-Acylamino Saccharin as an Emerging Cysteine-Directed Covalent Warhead and Its Application in the Identification of Novel FBPase Inhibitors toward Glucose Reduction.,  65  (13.0): [PMID:35786925] [10.1021/acs.jmedchem.2c00336]

Source

Source(1):

• Scientific Literature