2-(4-(Thiophen-2-yl)butanoyl)benzo[d]isothiazol-3(2H)-one

ID: ALA3360060

PubChem CID: 118724037

Max Phase: Preclinical

Molecular Formula: C15H13NO2S2

Molecular Weight: 303.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCc1cccs1)n1sc2ccccc2c1=O

Standard InChI:  InChI=1S/C15H13NO2S2/c17-14(9-3-5-11-6-4-10-19-11)16-15(18)12-7-1-2-8-13(12)20-16/h1-2,4,6-8,10H,3,5,9H2

Standard InChI Key:  SKWCEVYBZPAJGK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   16.6955  -12.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6955  -13.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4032  -14.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1151  -13.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1151  -12.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4032  -12.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8964  -12.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3808  -13.1900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8964  -13.8511    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.1993  -13.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6065  -12.4806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6065  -13.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4249  -13.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8363  -14.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6547  -14.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1351  -15.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9164  -15.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9164  -14.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1351  -13.9435    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.1521  -11.7461    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
  7 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3360060

   ---

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: 303.41

Molecular Weight (Monoisotopic): 303.0388

AlogP: 3.79

#Rotatable Bonds: 4

Polar Surface Area: 39.07

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.98

CX LogD: 3.98

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.74

Np Likeness Score: -1.61

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