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

ID: ALA3360058

PubChem CID: 118724035

Max Phase: Preclinical

Molecular Formula: C13H9NO2S2

Molecular Weight: 275.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1cccs1)n1sc2ccccc2c1=O

Standard InChI:  InChI=1S/C13H9NO2S2/c15-12(8-9-4-3-7-17-9)14-13(16)10-5-1-2-6-11(10)18-14/h1-7H,8H2

Standard InChI Key:  BURLHWWADQRHGR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    0.3475  -11.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3475  -12.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0593  -13.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7712  -12.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7712  -11.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0593  -11.3882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5525  -11.5442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0369  -12.2095    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5525  -12.8747    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8554  -12.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2626  -11.5001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2626  -12.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0810  -12.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5656  -13.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3469  -13.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3469  -12.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5656  -12.2536    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8041  -10.7656    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 13  1  0
  7 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3360058

   ---

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: 275.35

Molecular Weight (Monoisotopic): 275.0075

AlogP: 3.01

#Rotatable Bonds: 2

Polar Surface Area: 39.07

Molecular Species: ┄

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.09

CX LogD: 3.09

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.72

Np Likeness Score: -1.72

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