2-(2-([1,10-Biphenyl]-4-yl)acetyl)benzo[d]isothiazol-3(2H)-one

ID: ALA3360061

PubChem CID: 118724038

Max Phase: Preclinical

Molecular Formula: C21H15NO2S

Molecular Weight: 345.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccc(-c2ccccc2)cc1)n1sc2ccccc2c1=O

Standard InChI:  InChI=1S/C21H15NO2S/c23-20(22-21(24)18-8-4-5-9-19(18)25-22)14-15-10-12-17(13-11-15)16-6-2-1-3-7-16/h1-13H,14H2

Standard InChI Key:  VMPMJRSSYGKAFD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    0.3503  -15.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3503  -16.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0581  -17.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7699  -16.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7699  -15.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0581  -15.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5512  -15.6729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0357  -16.3381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5512  -17.0034    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8541  -16.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2613  -15.6287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2613  -17.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0798  -17.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4925  -17.7594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3138  -17.7594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7224  -17.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3138  -16.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4925  -16.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5409  -17.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9537  -17.7594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7750  -17.7594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1836  -17.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7750  -16.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9537  -16.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8069  -14.8943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  5  1  0
  8  7  1  0
  9  8  1  0
  4  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
  7 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3360061

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 345.42

Molecular Weight (Monoisotopic): 345.0823

AlogP: 4.61

#Rotatable Bonds: 3

Polar Surface Area: 39.07

Molecular Species: ┄

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.83

CX LogD: 4.83

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: -0.73

References

1. Li Z, Pan Y, Zhong W, Zhu Y, Zhao Y, Li L, Liu W, Zhou H, Yang C..  (2014)  Synthesis and evaluation of N-acyl-substituted 1,2-benzisothiazol-3-one derivatives as caspase-3 inhibitors.,  22  (24): [PMID:25468037] [10.1016/j.bmc.2014.11.005]

Source

Source(1):

• Scientific Literature