2-(2-(Naphthalen-2-yl)acetyl)benzo[d]isothiazol-3(2H)-one

ID: ALA3360062

PubChem CID: 118724039

Max Phase: Preclinical

Molecular Formula: C19H13NO2S

Molecular Weight: 319.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccc2ccccc2c1)n1sc2ccccc2c1=O

Standard InChI:  InChI=1S/C19H13NO2S/c21-18(20-19(22)16-7-3-4-8-17(16)23-20)12-13-9-10-14-5-1-2-6-15(14)11-13/h1-11H,12H2

Standard InChI Key:  PAPREHNJYFBQSL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    3.9080  -14.2869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9080  -15.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6157  -15.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3276  -15.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3276  -14.2869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6157  -13.8742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1089  -14.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5933  -14.6955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1089  -15.3608    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.4118  -14.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8190  -13.9861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8190  -15.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6374  -15.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0502  -16.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8715  -16.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0502  -14.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3646  -13.2517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8715  -14.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2767  -15.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0916  -15.4051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5024  -14.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0922  -13.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2786  -13.9901    0.0000 C   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 19  2  0
 18 16  2  0
 16 13  1  0
  7 17  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3360062

   ---

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: 319.38

Molecular Weight (Monoisotopic): 319.0667

AlogP: 4.10

#Rotatable Bonds: 2

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: 4.17

CX LogD: 4.17

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.56

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