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

ID: ALA4560452

PubChem CID: 155558498

Max Phase: Preclinical

Molecular Formula: C19H18N2O5S

Molecular Weight: 386.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N2C(=O)NC3(CCCc4ccccc43)C2=O)cc1

Standard InChI:  InChI=1S/C19H18N2O5S/c1-26-14-8-10-15(11-9-14)27(24,25)21-17(22)19(20-18(21)23)12-4-6-13-5-2-3-7-16(13)19/h2-3,5,7-11H,4,6,12H2,1H3,(H,20,23)

Standard InChI Key:  KQNAXJYPBMYCPP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   12.8316   -9.4720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5414   -9.8806    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.5403   -9.0615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3611   -9.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1354  -10.5892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3182  -10.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0655  -11.3663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7266  -11.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3877  -11.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6056  -12.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6044  -13.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3125  -13.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3107  -11.8531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0193  -12.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0181  -13.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7243  -13.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4362  -13.0810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4374  -12.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1649  -11.6190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8379   -9.9280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7653  -10.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5817  -10.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9911   -9.8841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5781   -9.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7630   -9.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8083   -9.8830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2178  -10.5902    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
M  END

Alternative Forms

1. Parent:

   

   ALA4560452

   ---

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: 386.43

Molecular Weight (Monoisotopic): 386.0936

AlogP: 2.17

#Rotatable Bonds: 3

Polar Surface Area: 92.78

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.69

CX Basic pKa: ┄

CX LogP: 2.93

CX LogD: 2.93

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.82

Np Likeness Score: -0.80

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