(2,5-dioxopyrrolidin-1-yl)naphthalene-2-sulfonate

ID: ALA4846927

PubChem CID: 22082177

Max Phase: Preclinical

Molecular Formula: C14H11NO5S

Molecular Weight: 305.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CCC(=O)N1OS(=O)(=O)c1ccc2ccccc2c1

Standard InChI:  InChI=1S/C14H11NO5S/c16-13-7-8-14(17)15(13)20-21(18,19)12-6-5-10-3-1-2-4-11(10)9-12/h1-6,9H,7-8H2

Standard InChI Key:  SSWULYWUYZXRHV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   38.1108  -14.9571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.9003  -14.1688    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.3229  -14.7452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.4487  -14.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2659  -14.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5203  -13.8750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8573  -13.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1986  -13.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8561  -12.5757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.7455  -15.3134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.2978  -13.6235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6819  -13.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2843  -14.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0652  -14.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8510  -13.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6296  -12.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2362  -13.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0165  -13.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1912  -12.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5795  -11.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8016  -12.0722    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 17  2  0
 16 15  2  0
 15 12  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4846927

   (2,5-Dioxopyrrolidin-1-yl) naphthalene-2-sulfonate

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: 305.31

Molecular Weight (Monoisotopic): 305.0358

AlogP: 1.61

#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: 1.75

CX LogD: 1.75

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.80

Np Likeness Score: -0.71

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