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

ID: ALA4474168

PubChem CID: 155537004

Max Phase: Preclinical

Molecular Formula: C19H18N2O4S

Molecular Weight: 370.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)N2C(=O)NC(=O)C23CCCc2ccccc23)cc1

Standard InChI:  InChI=1S/C19H18N2O4S/c1-13-8-10-15(11-9-13)26(24,25)21-18(23)20-17(22)19(21)12-4-6-14-5-2-3-7-16(14)19/h2-3,5,7-11H,4,6,12H2,1H3,(H,20,22,23)

Standard InChI Key:  YGRGZNKVCGIGFG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   41.4152  -11.9938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.6857  -11.6256    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   40.7316  -12.4415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.6157  -10.8533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7985  -10.8533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5458  -11.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2069  -12.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8680  -11.6305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0859  -12.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0847  -13.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7928  -13.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7910  -12.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4996  -12.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4984  -13.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2046  -13.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9165  -13.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9177  -12.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7686  -11.8829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.0961  -10.1923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.0922  -10.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9074  -10.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3133  -10.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9020   -9.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0806   -9.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6784  -10.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3070   -8.7924    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
  9 10  2  0
 10 11  1  0
 11 14  2  0
 13 12  2  0
 12  9  1  0
 13 14  1  0
 13  7  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
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  6 18  2  0
  4 19  2  0
  8  2  1  0
  2 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474168

   ---

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: 370.43

Molecular Weight (Monoisotopic): 370.0987

AlogP: 2.47

#Rotatable Bonds: 2

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: 8.37

CX Basic pKa: ┄

CX LogP: 3.60

CX LogD: 3.56

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.82

Np Likeness Score: -0.55

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