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

ID: ALA5190194

PubChem CID: 168283992

Max Phase: Preclinical

Molecular Formula: C15H18N2O4S

Molecular Weight: 322.39

Names and Identifiers

Canonical SMILES:  O=C(NCC1CCCCC1)N1C(=O)c2ccccc2S1(=O)=O

Standard InChI:  InChI=1S/C15H18N2O4S/c18-14-12-8-4-5-9-13(12)22(20,21)17(14)15(19)16-10-11-6-2-1-3-7-11/h4-5,8-9,11H,1-3,6-7,10H2,(H,16,19)

Standard InChI Key:  VBEGDHOSWUSCJT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -2.5866   -0.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8721   -0.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1577   -0.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1577   -1.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3731   -1.7204    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1117   -1.0531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3731   -0.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1182    0.3988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9367   -1.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3491   -0.3386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9367    0.3757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3491    1.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9367    1.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3491    2.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1741    2.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5866    1.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1741    1.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3491   -1.7675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8721   -1.8779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5866   -1.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5871   -2.5190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2096   -2.3046    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  1  0
 14 13  1  0
 15 14  1  0
 16 15  1  0
 12 17  1  0
 17 16  1  0
  9 18  2  0
 19  4  1  0
  1 20  1  0
 20 19  2  0
  5 21  2  0
  5 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5190194

   ---

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: 322.39

Molecular Weight (Monoisotopic): 322.0987

AlogP: 2.12

#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: 13.02

CX Basic pKa: ┄

CX LogP: 2.44

CX LogD: 2.44

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.90

Np Likeness Score: -0.94

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