2-(2-(2,3-Dihydrobenzofuran-5-yl)acetyl)benzo[d]isothiazol-3(2H)-one

ID: ALA3360063

PubChem CID: 118724040

Max Phase: Preclinical

Molecular Formula: C17H13NO3S

Molecular Weight: 311.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccc2c(c1)CCO2)n1sc2ccccc2c1=O

Standard InChI:  InChI=1S/C17H13NO3S/c19-16(10-11-5-6-14-12(9-11)7-8-21-14)18-17(20)13-3-1-2-4-15(13)22-18/h1-6,9H,7-8,10H2

Standard InChI Key:  GDXMRGIYSQTDEQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   15.8852   -6.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8852   -6.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5929   -7.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3048   -6.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3048   -6.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5929   -5.6404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0861   -5.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5705   -6.4617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0861   -7.1270    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.3890   -6.4617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7962   -5.7523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7962   -7.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6146   -7.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0274   -7.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8487   -7.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0274   -6.4593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3418   -5.0178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8470   -6.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2539   -7.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0573   -7.0018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1469   -6.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3990   -5.8490    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  1  0
 21 22  1  0
 22 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3360063

   ---

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: 311.36

Molecular Weight (Monoisotopic): 311.0616

AlogP: 2.88

#Rotatable Bonds: 2

Polar Surface Area: 48.30

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.06

CX LogD: 3.06

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.73

Np Likeness Score: -0.81

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