2-(3-(4-Fluorophenyl)propanoyl)benzo[d]isothiazol-3(2H)-one

ID: ALA3360051

PubChem CID: 118724028

Max Phase: Preclinical

Molecular Formula: C16H12FNO2S

Molecular Weight: 301.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCc1ccc(F)cc1)n1sc2ccccc2c1=O

Standard InChI:  InChI=1S/C16H12FNO2S/c17-12-8-5-11(6-9-12)7-10-15(19)18-16(20)13-3-1-2-4-14(13)21-18/h1-6,8-9H,7,10H2

Standard InChI Key:  LNQOGDMGNCKCJV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   23.4152  -27.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4152  -28.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1271  -28.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8389  -28.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8389  -27.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1271  -27.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6203  -27.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1006  -28.1369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6203  -28.7981    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.9190  -28.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3303  -27.4275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3303  -28.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1488  -28.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5560  -29.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1474  -30.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5560  -30.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3773  -30.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7900  -30.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3773  -29.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7887  -31.6845    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.8718  -26.6930    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
 17 20  1  0
  7 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3360051

   ---

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: 301.34

Molecular Weight (Monoisotopic): 301.0573

AlogP: 3.48

#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: 3.77

CX LogD: 3.77

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.74

Np Likeness Score: -1.06

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