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

Names and Identifiers

Canonical SMILES: O=C1c2ccccc2C(=O)N1S(=O)(=O)c1ccc(-c2ccccc2)cc1

Standard InChI: InChI=1S/C20H13NO4S/c22-19-17-8-4-5-9-18(17)20(23)21(19)26(24,25)16-12-10-15(11-13-16)14-6-2-1-3-7-14/h1-13H

Standard InChI Key: GWMPMXHLDRQVMG-UHFFFAOYSA-N

Molfile:

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   13.7148   -7.6271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9294   -8.4195    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.5084   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8976   -9.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1519   -8.6747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4890   -8.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4877   -7.3754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3771  -10.1131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5360   -8.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3595   -9.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9653  -10.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7471  -10.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9196   -9.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3124   -8.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3509  -10.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1768  -11.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7815  -11.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5605  -11.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7314  -10.9139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1254  -10.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0817   -9.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8293   -8.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0298   -8.5021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4820   -9.1107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7392   -9.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5380  -10.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
 21  4  1  0
  4  5  1  0
  5  6  1  0
  6 22  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
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 12 15  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
M  END

Alternative Forms

Parent:

ALA4855650
---

Associated Targets(Human)

PARL Tchem Presenilins-associated rhomboid-like protein, mitochondrial (56 Activities)

Discover Target: PARL

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 363.39	Molecular Weight (Monoisotopic): 363.0565	AlogP: 3.34	#Rotatable Bonds: 3
Polar Surface Area: 71.52	Molecular Species: ┄	HBA: 4	HBD: ┄
#RO5 Violations: ┄	HBA (Lipinski): 5	HBD (Lipinski): ┄	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: ┄	CX Basic pKa: ┄	CX LogP: 3.94	CX LogD: 3.94
Aromatic Rings: 3	Heavy Atoms: 26	QED Weighted: 0.67	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