5-((5-(4-nitrophenyl)furan-2-yl)methylene)-2-thioxoimidazolidin-4-one

ID: ALA4566633

PubChem CID: 5718019

Max Phase: Preclinical

Molecular Formula: C14H9N3O4S

Molecular Weight: 315.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1NC(=S)N/C1=C/c1ccc(-c2ccc([N+](=O)[O-])cc2)o1

Standard InChI:  InChI=1S/C14H9N3O4S/c18-13-11(15-14(22)16-13)7-10-5-6-12(21-10)8-1-3-9(4-2-8)17(19)20/h1-7H,(H2,15,16,18,22)/b11-7+

Standard InChI Key:  DTECYEKXRKVIQZ-YRNVUSSQSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   43.1587   -9.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7459   -9.7265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1488  -10.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9685  -10.4385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3836   -9.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9742   -9.0217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9233   -9.7226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4430   -9.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6601   -9.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6549  -10.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4346  -10.3806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9907  -10.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2422  -10.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0710   -9.4589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2547   -9.3684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.9176  -10.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5257  -10.6717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.6249   -8.8543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1174  -10.2827    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   45.2033   -9.7297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.6141   -9.0233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.6098  -10.4387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  1  0
  2  7  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
 14 18  2  0
 16 19  2  0
 20 21  2  0
 20 22  1  0
  5 20  1  0
M  CHG  2  20   1  22  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4566633

   (5E)-5-[[5-(4-nitrophenyl)furan-2-yl]methylidene]-2-sulfanylideneimidazolidin-4-one

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: 315.31

Molecular Weight (Monoisotopic): 315.0314

AlogP: 2.20

#Rotatable Bonds: 3

Polar Surface Area: 97.41

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.85

CX Basic pKa: ┄

CX LogP: 2.13

CX LogD: 2.00

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.39

Np Likeness Score: -1.33

References

1. Wang Y, Dou X, Jiang L, Jin H, Zhang L, Zhang L, Liu Z..  (2019)  Discovery of novel glycogen synthase kinase-3α inhibitors: Structure-based virtual screening, preliminary SAR and biological evaluation for treatment of acute myeloid leukemia.,  171  [PMID:30925338] [10.1016/j.ejmech.2019.03.039]

Source

Source(1):

• Scientific Literature