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

ID: ALA3360054

PubChem CID: 118724031

Max Phase: Preclinical

Molecular Formula: C17H15NO2S

Molecular Weight: 297.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCc1ccccc1)n1sc2ccccc2c1=O

Standard InChI:  InChI=1S/C17H15NO2S/c19-16(12-6-9-13-7-2-1-3-8-13)18-17(20)14-10-4-5-11-15(14)21-18/h1-5,7-8,10-11H,6,9,12H2

Standard InChI Key:  XZTYLVOBUZQRJN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   15.2882   -2.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2882   -3.6410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9999   -4.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7118   -3.6410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7118   -2.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9999   -2.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4931   -2.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9775   -3.2324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4931   -3.8936    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.7961   -3.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2032   -2.5231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2032   -3.9376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0217   -3.9376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4330   -4.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2543   -4.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6629   -5.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4842   -5.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8969   -4.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4842   -3.9353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6629   -3.9353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7448   -1.7885    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
 15 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  7 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3360054

   ---

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: 297.38

Molecular Weight (Monoisotopic): 297.0823

AlogP: 3.73

#Rotatable Bonds: 4

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: 4.07

CX LogD: 4.07

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.74

Np Likeness Score: -0.68

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