1-(benzenesulfonyl)pyrrolidine-2,5-dione

ID: ALA4861272

PubChem CID: 555214

Max Phase: Preclinical

Molecular Formula: C10H9NO4S

Molecular Weight: 239.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CCC(=O)N1S(=O)(=O)c1ccccc1

Standard InChI:  InChI=1S/C10H9NO4S/c12-9-6-7-10(13)11(9)16(14,15)8-4-2-1-3-5-8/h1-5H,6-7H2

Standard InChI Key:  QKNHKZFLCNTIFR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   17.9246  -17.9741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1392  -18.7665    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.7181  -18.1844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1073  -19.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3617  -19.0216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6987  -18.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6975  -17.7223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5869  -20.4600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2901  -19.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0391  -19.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7458  -19.3178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5693  -20.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1751  -20.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9568  -20.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1293  -19.6128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5222  -19.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  9  4  1  0
  4  5  1  0
  5  6  1  0
  6 10  1  0
  6  7  2  0
  4  8  2  0
  9 10  1  0
  5  2  1  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4861272

   2,5-Pyrrolidinedione, 1-(phenylsulfonyl)-

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 239.25

Molecular Weight (Monoisotopic): 239.0252

AlogP: 0.52

#Rotatable Bonds: 2

Polar Surface Area: 71.52

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.60

CX LogD: 0.60

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.71

Np Likeness Score: -1.04

References

1. Parsons WH, Rutland NT, Crainic JA, Cardozo JM, Chow AS, Andrews CL, Sheehan BK..  (2021)  Development of succinimide-based inhibitors for the mitochondrial rhomboid protease PARL.,  49  [PMID:34311087] [10.1016/j.bmcl.2021.128290]

Source

Source(1):

• Scientific Literature