5-((1-Methyl-5-nitro-1H-imidazol-2-yl)methylene)-2-(thiophen-2-ylimino)thiazolidin-4-one

ID: ALA5280919

Max Phase: Preclinical

Molecular Formula: C12H9N5O3S2

Molecular Weight: 335.37

Names and Identifiers

Canonical SMILES:  Cn1c([N+](=O)[O-])cnc1/C=C1\S/C(=N/c2cccs2)NC1=O

Standard InChI:  InChI=1S/C12H9N5O3S2/c1-16-8(13-6-10(16)17(19)20)5-7-11(18)15-12(22-7)14-9-3-2-4-21-9/h2-6H,1H3,(H,14,15,18)/b7-5-

Standard InChI Key:  CUTQTQFXBASELF-ALCCZGGFSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -1.5248    2.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6539    1.4527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4687    1.3237    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8433    2.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2599    2.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0703    0.8691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2730    1.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0180    1.8677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8072    1.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2199    2.5825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0622    1.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8595    0.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0731    0.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5539   -0.5692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0033   -1.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7897   -2.0585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3733   -2.6421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9924   -2.2721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8433   -1.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8433   -0.2237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7286   -0.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3946    0.5977    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  3  2  1  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  6  2  1  0
  7  6  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 14 13  1  0
 15 14  1  0
 16 15  1  0
 16 17  2  0
 16 18  1  0
 19 15  2  0
 20 19  1  0
 20 13  2  0
 14 21  1  0
 11 22  1  0
 22  7  1  0
M  CHG  2  16   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5280919

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 335.37

Molecular Weight (Monoisotopic): 335.0147

AlogP: 2.28

#Rotatable Bonds: 3

Polar Surface Area: 102.42

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.66

CX Basic pKa: 1.92

CX LogP: 2.22

CX LogD: 2.22

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.53

Np Likeness Score: -1.83

References

1. Ghobadi E, Ghanbarimasir Z, Emami S..  (2021)  A review on the structures and biological activities of anti-Helicobacter pylori agents.,  223  [PMID:34218084] [10.1016/j.ejmech.2021.113669]

Source

Source(1):

• Scientific Literature