1-(3-Oxobenzo[d]isothiazol-2(3H)-yl)-4-(thiophen-2-yl)butane-1,4-dione

ID: ALA3360059

PubChem CID: 118724036

Max Phase: Preclinical

Molecular Formula: C15H11NO3S2

Molecular Weight: 317.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCC(=O)n1sc2ccccc2c1=O)c1cccs1

Standard InChI:  InChI=1S/C15H11NO3S2/c17-11(13-6-3-9-20-13)7-8-14(18)16-15(19)10-4-1-2-5-12(10)21-16/h1-6,9H,7-8H2

Standard InChI Key:  IRZYVIBRQPMBSG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    7.7518  -12.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7518  -12.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4595  -13.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1714  -12.9383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1714  -12.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4595  -11.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9527  -11.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4371  -12.5297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9527  -13.1908    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.2556  -12.5297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6628  -11.8203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6628  -13.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4812  -13.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8926  -13.9443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7110  -13.9443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1914  -14.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9727  -14.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9727  -13.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1914  -13.2790    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.4812  -14.6537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2084  -11.0857    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  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 15  1  0
 14 20  2  0
  7 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3360059

   ---

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: 317.39

Molecular Weight (Monoisotopic): 317.0180

AlogP: 3.43

#Rotatable Bonds: 4

Polar Surface Area: 56.14

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.84

CX LogD: 2.84

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: -1.49

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