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

ID: ALA4462586

PubChem CID: 155529053

Max Phase: Preclinical

Molecular Formula: C18H15ClN2O4S

Molecular Weight: 390.85

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H15ClN2O4S/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:  UPCSFRZEXYXKMW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.1355  -11.8989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4060  -11.5307    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.4519  -12.3466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3359  -10.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5187  -10.7583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2661  -11.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9272  -12.0160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5883  -11.5355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8061  -12.4312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8050  -13.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5130  -13.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5113  -12.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2199  -12.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2187  -13.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9249  -13.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6368  -13.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6379  -12.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4889  -11.7880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8164  -10.0974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8125  -10.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6277  -10.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0336  -10.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6223   -9.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8009   -9.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3987  -10.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0273   -8.6975    0.0000 Cl  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
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  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:

   

   ALA4462586

   ---

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: 390.85

Molecular Weight (Monoisotopic): 390.0441

AlogP: 2.81

#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: 3.69

CX LogD: 3.66

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.80

Np Likeness Score: -0.65

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