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

ID: ALA4515034

PubChem CID: 155539622

Max Phase: Preclinical

Molecular Formula: C18H15N3O6S

Molecular Weight: 401.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1NC2(CCCc3ccccc32)C(=O)N1S(=O)(=O)c1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C18H15N3O6S/c22-16-18(11-3-5-12-4-1-2-6-15(12)18)19-17(23)20(16)28(26,27)14-9-7-13(8-10-14)21(24)25/h1-2,4,6-10H,3,5,11H2,(H,19,23)

Standard InChI Key:  CEQVSMPXPPAWJJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   32.2460   -1.9687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9559   -2.3773    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.9548   -1.5582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7756   -2.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5498   -3.0859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7326   -3.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4800   -3.8630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1411   -4.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8022   -3.8631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0200   -4.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0189   -5.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7269   -5.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7252   -4.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4338   -4.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4326   -5.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1388   -5.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8507   -5.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8518   -4.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5794   -4.1157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2524   -2.4247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.1797   -3.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9962   -3.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4056   -2.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9926   -1.6707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1775   -1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2228   -2.3797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6323   -3.0869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.6304   -1.6714    0.0000 O   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
 26 28  2  0
M  CHG  2  26   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4515034

   ---

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: 401.40

Molecular Weight (Monoisotopic): 401.0682

AlogP: 2.07

#Rotatable Bonds: 3

Polar Surface Area: 126.69

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.35

CX Basic pKa: ┄

CX LogP: 3.03

CX LogD: 3.02

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.48

Np Likeness Score: -1.13

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