2-(5-Phenylpentanoyl)benzo[d]isothiazol-3(2H)-one

ID: ALA3360057

PubChem CID: 118724034

Max Phase: Preclinical

Molecular Formula: C18H17NO2S

Molecular Weight: 311.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCCc1ccccc1)n1sc2ccccc2c1=O

Standard InChI:  InChI=1S/C18H17NO2S/c20-17(13-7-4-10-14-8-2-1-3-9-14)19-18(21)15-11-5-6-12-16(15)22-19/h1-3,5-6,8-9,11-12H,4,7,10,13H2

Standard InChI Key:  GQXBVBOSGIYTNU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   19.0653   -8.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0653   -9.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7771   -9.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4889   -9.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4889   -8.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7771   -7.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2702   -8.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7548   -8.6796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2702   -9.3449    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.5732   -8.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9804   -7.9703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9804   -9.3890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7989   -9.3890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2102  -10.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0315  -10.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4386  -10.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0300  -11.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4386  -12.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2599  -12.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6727  -11.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2599  -10.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5219   -7.2358    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  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  7 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3360057

   ---

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: 311.41

Molecular Weight (Monoisotopic): 311.0980

AlogP: 4.12

#Rotatable Bonds: 5

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: 4.51

CX LogD: 4.51

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.66

Np Likeness Score: -0.54

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