2-(Naphthalene-2-sulfonyl)-isoindole-1,3-dione

ID: ALA98854

PubChem CID: 44330123

Max Phase: Preclinical

Molecular Formula: C18H11NO4S

Molecular Weight: 337.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)N1S(=O)(=O)c1ccc2ccccc2c1

Standard InChI:  InChI=1S/C18H11NO4S/c20-17-15-7-3-4-8-16(15)18(21)19(17)24(22,23)14-10-9-12-5-1-2-6-13(12)11-14/h1-11H

Standard InChI Key:  MUCGYLBRALFXNM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    3.1375    0.8833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3542    0.5958    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500    1.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7667    0.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2667    1.5833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4667    0.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5667    0.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0667    1.3833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6375   -0.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9375    0.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7250   -0.4792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0125    2.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1667    0.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4250   -0.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0250   -0.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2542    0.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8667    2.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4625    1.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7458   -0.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6500    1.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542    1.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2333    0.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3833   -0.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  1  1  0
  5  3  1  0
  6  4  1  0
  7  2  1  0
  8  2  2  0
  9  2  2  0
 10  7  1  0
 11  4  2  0
 12  3  2  0
 13 10  2  0
 14  7  2  0
 15 16  2  0
 16 14  1  0
 17  6  1  0
 18  5  1  0
 19 13  1  0
 20 15  1  0
 21 18  2  0
 22 17  2  0
 23 19  2  0
 24 20  2  0
  5  6  2  0
 22 21  1  0
 15 13  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA98854

   2-Naphthalen-2-ylsulfonylisoindole-1,3-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 337.36

Molecular Weight (Monoisotopic): 337.0409

AlogP: 2.82

#Rotatable Bonds: 2

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: 3.28

CX LogD: 3.28

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.67

Np Likeness Score: -0.78

References

1. Koide Y, Tatsui A, Hasegawa T, Murakami A, Satoh S, Yamada H, Kazayama S, Takahashi A..  (2003)  Identification of a stable chymase inhibitor using a pharmacophore-Based database search.,  13  (1): [PMID:12467610] [10.1016/s0960-894x(02)00853-3]

2. 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