1-(4-nitrophenyl)sulfonylpyrrolidine-2,5-dione

ID: ALA4854450

PubChem CID: 13704823

Max Phase: Preclinical

Molecular Formula: C10H8N2O6S

Molecular Weight: 284.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CCC(=O)N1S(=O)(=O)c1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C10H8N2O6S/c13-9-5-6-10(14)11(9)19(17,18)8-3-1-7(2-4-8)12(15)16/h1-4H,5-6H2

Standard InChI Key:  FUUHKWWRHZIUGB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   26.0882  -18.7665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3028  -19.5589    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.8818  -18.9769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2710  -20.5908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5254  -19.8141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8624  -19.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8611  -18.5147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7506  -21.2525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4538  -20.5908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2027  -19.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9094  -20.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7330  -20.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3388  -21.4605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1205  -21.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2930  -20.4052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6858  -19.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7268  -21.7607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5048  -21.5108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5542  -22.5595    0.0000 O   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
 17 18  2  0
 17 19  1  0
 14 17  1  0
M  CHG  2  17   1  19  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4854450

   1-(4-Nitrophenyl)sulfonylpyrrolidine-2,5-dione

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: 284.25

Molecular Weight (Monoisotopic): 284.0103

AlogP: 0.43

#Rotatable Bonds: 3

Polar Surface Area: 114.66

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.54

CX LogD: 0.54

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.45

Np Likeness Score: -1.37

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