3,4-Dihydro-3'-(4-isopropylphenylsulfonyl)spiro[imidazoline-5',1(2H)-naphthalene]-2',5'-dione

ID: ALA4514288

PubChem CID: 155539348

Max Phase: Preclinical

Molecular Formula: C21H22N2O4S

Molecular Weight: 398.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1ccc(S(=O)(=O)N2C(=O)NC3(CCCc4ccccc43)C2=O)cc1

Standard InChI:  InChI=1S/C21H22N2O4S/c1-14(2)15-9-11-17(12-10-15)28(26,27)23-19(24)21(22-20(23)25)13-5-7-16-6-3-4-8-18(16)21/h3-4,6,8-12,14H,5,7,13H2,1-2H3,(H,22,25)

Standard InChI Key:  PGIDIMILIZZQHU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   39.7824   -2.2658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.4922   -2.6744    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   40.4912   -1.8554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.3119   -2.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0862   -3.3831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.2690   -3.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0163   -4.1602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.6774   -4.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3385   -4.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5564   -5.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5552   -5.8754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2633   -6.2843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2615   -4.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9701   -5.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9689   -5.8729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6751   -6.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3870   -5.8749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3882   -5.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1157   -4.4129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.7887   -2.7218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.7161   -3.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5325   -3.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9419   -2.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5289   -1.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7138   -1.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7591   -2.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1686   -3.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1668   -1.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
 10 11  2  0
 11 12  1  0
 12 15  2  0
 14 13  2  0
 13 10  1  0
 14 15  1  0
 14  8  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18  8  1  0
  9 19  2  0
  6 20  2  0
  4 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25  4  1  0
 23 26  1  0
 26 27  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514288

   ---

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: 398.48

Molecular Weight (Monoisotopic): 398.1300

AlogP: 3.28

#Rotatable Bonds: 3

Polar Surface Area: 83.55

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.99

CX Basic pKa: ┄

CX LogP: 4.33

CX LogD: 4.33

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.80

Np Likeness Score: -0.82

References

1. Iqbal Z, Morahan G, Arooj M, Sobolev AN, Hameed S..  (2019)  Synthesis of new arylsulfonylspiroimidazolidine-2',4'-diones and study of their effect on stimulation of insulin release from MIN6 cell line, inhibition of human aldose reductase, sorbitol accumulations in various tissues and oxidative stress.,  168  [PMID:30818176] [10.1016/j.ejmech.2019.02.036]

Source

Source(1):

• Scientific Literature