(2,5-dioxopyrrolidin-1-yl)4-phenylbenzenesulfonate

ID: ALA4855230

PubChem CID: 21715540

Max Phase: Preclinical

Molecular Formula: C16H13NO5S

Molecular Weight: 331.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CCC(=O)N1OS(=O)(=O)c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C16H13NO5S/c18-15-10-11-16(19)17(15)22-23(20,21)14-8-6-13(7-9-14)12-4-2-1-3-5-12/h1-9H,10-11H2

Standard InChI Key:  MNBBOLNLMNXWFK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   37.0584   -9.3853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.8479   -8.5970    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.2705   -9.1735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3963   -9.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2135   -9.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4679   -8.3032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8049   -7.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1461   -8.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8036   -7.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6930   -9.7416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2454   -8.0518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6295   -8.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2318   -8.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0128   -8.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1885   -7.8518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5771   -7.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7985   -7.5499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9665   -7.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5713   -8.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3490   -7.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5230   -7.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9132   -6.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1379   -6.8069    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
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 15 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4855230

   (2,5-Dioxopyrrolidin-1-yl) 4-phenylbenzenesulfonate

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: 331.35

Molecular Weight (Monoisotopic): 331.0514

AlogP: 2.12

#Rotatable Bonds: 4

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: 2.40

CX LogD: 2.40

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: -0.56

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