2-(4-nitrophenyl)sulfonylisoindoline-1,3-dione

ID: ALA4876110

PubChem CID: 85828254

Max Phase: Preclinical

Molecular Formula: C14H8N2O6S

Molecular Weight: 332.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)N1S(=O)(=O)c1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C14H8N2O6S/c17-13-11-3-1-2-4-12(11)14(18)15(13)23(21,22)10-7-5-9(6-8-10)16(19)20/h1-8H

Standard InChI Key:  XKBXPAOROVRSIW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   14.0450   -1.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2596   -2.1049    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.8385   -1.5228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2277   -3.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4821   -2.3600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8191   -1.8779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8179   -1.0607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7073   -3.7984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8662   -2.6562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6897   -3.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2955   -4.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0772   -3.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2497   -2.9512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6426   -2.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6835   -4.3067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4616   -4.0567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5110   -5.1054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4119   -3.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1595   -2.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3600   -2.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8122   -2.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0693   -3.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8682   -3.7431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
 18  4  1  0
  4  5  1  0
  5  6  1  0
  6 19  1  0
  6  7  2  0
  4  8  2  0
  5  2  1  0
  2  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 15 16  2  0
 15 17  1  0
 12 15  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
M  CHG  2  15   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4876110

   2-(4-Nitrophenyl)sulfonylisoindole-1,3-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: 332.29

Molecular Weight (Monoisotopic): 332.0103

AlogP: 1.58

#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: 2.23

CX LogD: 2.23

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.48

Np Likeness Score: -1.20

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