(2,5-dioxopyrrolidin-1-yl)benzenesulfonate

ID: ALA4871112

Cas Number: 73674-58-5

PubChem CID: 9816501

Max Phase: Preclinical

Molecular Formula: C10H9NO5S

Molecular Weight: 255.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CCC(=O)N1OS(=O)(=O)c1ccccc1

Standard InChI:  InChI=1S/C10H9NO5S/c12-9-6-7-10(13)11(9)16-17(14,15)8-4-2-1-3-5-8/h1-5H,6-7H2

Standard InChI Key:  CYQVWEIWMNTBIE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   26.0304   -4.0529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8199   -3.2646    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.2425   -3.8411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3683   -3.7476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1855   -3.7476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4399   -2.9708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7769   -2.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1182   -2.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7757   -1.6715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6651   -4.4092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2174   -2.7194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6015   -3.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2039   -3.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9848   -3.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1605   -2.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5492   -1.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7706   -2.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  4  1  0
  7  9  2  0
  5 10  2  0
  6 11  1  0
 11  2  1  0
  2 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4871112

   2,5-Pyrrolidinedione, 1-[(phenylsulfonyl)oxy]-

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: 255.25

Molecular Weight (Monoisotopic): 255.0201

AlogP: 0.46

#Rotatable Bonds: 3

Polar Surface Area: 80.75

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.76

CX LogD: 0.76

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.73

Np Likeness Score: -0.68

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