2-(3-(2-Chlorophenyl)propanoyl)benzo[d]isothiazol-3(2H)-one

ID: ALA3360052

PubChem CID: 118724029

Max Phase: Preclinical

Molecular Formula: C16H12ClNO2S

Molecular Weight: 317.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCc1ccccc1Cl)n1sc2ccccc2c1=O

Standard InChI:  InChI=1S/C16H12ClNO2S/c17-13-7-3-1-5-11(13)9-10-15(19)18-16(20)12-6-2-4-8-14(12)21-18/h1-8H,9-10H2

Standard InChI Key:  RSWZABGNSYHJJL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    0.1272   -1.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1272   -2.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390   -3.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5508   -2.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5508   -1.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390   -1.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3322   -1.6562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8125   -2.3214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3322   -2.9866    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6309   -2.3214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0423   -1.6120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0423   -3.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8607   -3.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2679   -3.7402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8593   -4.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2679   -5.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0893   -5.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5020   -4.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0893   -3.7402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5006   -3.0308    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5838   -0.8776    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  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 19 20  1  0
  7 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3360052

   ---

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: 317.80

Molecular Weight (Monoisotopic): 317.0277

AlogP: 3.99

#Rotatable Bonds: 3

Polar Surface Area: 39.07

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.23

CX LogD: 4.23

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.73

Np Likeness Score: -1.17

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