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

ID: ALA4532536

PubChem CID: 155547724

Max Phase: Preclinical

Molecular Formula: C19H18N2O4S

Molecular Weight: 370.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)N2C(=O)NC3(CCCc4ccccc43)C2=O)cc1

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

Standard InChI Key:  LXXQXOMQCGHKBG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   25.1142   -1.9481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8241   -2.3566    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.8230   -1.5376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6438   -2.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4180   -3.0653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6008   -3.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3482   -3.8424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0093   -4.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6704   -3.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8882   -4.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8870   -5.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5951   -5.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5933   -4.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3019   -4.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3008   -5.5551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0070   -5.9641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7188   -5.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7200   -4.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4475   -4.0951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1205   -2.4040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0479   -3.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8643   -3.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2737   -2.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8608   -1.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0457   -1.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0909   -2.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
 10 11  2  0
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  9 19  2  0
  6 20  2  0
  4 21  2  0
 21 22  1  0
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 24 25  2  0
 25  4  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532536

   ---

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: 9.87

CX Basic pKa: ┄

CX LogP: 3.60

CX LogD: 3.60

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.82

Np Likeness Score: -0.93

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