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

ID: ALA4578754

PubChem CID: 155564598

Max Phase: Preclinical

Molecular Formula: C18H15BrN2O4S

Molecular Weight: 435.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1NC2(CCCc3ccccc32)C(=O)N1S(=O)(=O)c1ccc(Br)cc1

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

Standard InChI Key:  QXTJZNAZDOIECQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   17.7430   -2.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4528   -2.5795    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.4518   -1.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2725   -2.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0468   -3.2881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2296   -3.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9769   -4.0652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6380   -4.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2991   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5170   -4.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5158   -5.7804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2239   -6.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2221   -4.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9307   -4.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9295   -5.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6357   -6.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3476   -5.7799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3488   -4.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0763   -4.3179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7493   -2.6269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6767   -3.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4931   -3.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9025   -2.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4895   -1.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6744   -1.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7197   -2.5819    0.0000 Br  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
M  END

Alternative Forms

1. Parent:

   

   ALA4578754

   ---

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: 9.53

CX Basic pKa: ┄

CX LogP: 3.86

CX LogD: 3.85

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.74

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