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

ID: ALA4577996

PubChem CID: 155564684

Max Phase: Preclinical

Molecular Formula: C18H15BrN2O4S

Molecular Weight: 435.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1NC(=O)C2(CCCc3ccccc32)N1S(=O)(=O)c1ccc(Br)cc1

Standard InChI:  InChI=1S/C18H15BrN2O4S/c19-13-7-9-14(10-8-13)26(24,25)21-17(23)20-16(22)18(21)11-3-5-12-4-1-2-6-15(12)18/h1-2,4,6-10H,3,5,11H2,(H,20,22,23)

Standard InChI Key:  PLHRUKZORBTXRB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   35.5381  -11.9319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8086  -11.5637    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.8544  -12.3796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7385  -10.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9213  -10.7914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6687  -11.5685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3298  -12.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9909  -11.5686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2087  -12.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2075  -13.2837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9156  -13.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9138  -12.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6224  -12.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6213  -13.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3275  -13.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0393  -13.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0405  -12.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8914  -11.8210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2189  -10.1304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2150  -10.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0303  -10.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4361  -10.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0248   -9.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2034   -9.4460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8013  -10.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4298   -8.7305    0.0000 Br  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
 17  7  1  0
  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:

   

   ALA4577996

   ---

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: 435.30

Molecular Weight (Monoisotopic): 433.9936

AlogP: 2.92

#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: 8.52

CX Basic pKa: ┄

CX LogP: 3.86

CX LogD: 3.83

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.74

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