4-(3-(2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethoxy)benzylideneamino)-N-(thiazol-2-yl)benzenesulfonamide

ID: ALA4859439

PubChem CID: 164617044

Max Phase: Preclinical

Molecular Formula: C22H20N6O5S2

Molecular Weight: 512.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncc([N+](=O)[O-])n1CCOc1cccc(/C=N\c2ccc(S(=O)(=O)Nc3nccs3)cc2)c1

Standard InChI:  InChI=1S/C22H20N6O5S2/c1-16-24-15-21(28(29)30)27(16)10-11-33-19-4-2-3-17(13-19)14-25-18-5-7-20(8-6-18)35(31,32)26-22-23-9-12-34-22/h2-9,12-15H,10-11H2,1H3,(H,23,26)/b25-14-

Standard InChI Key:  KQALYPOUOCHSCK-QFEZKATASA-N

Molfile:  

 
     RDKit          2D

 35 38  0  0  0  0  0  0  0  0999 V2000
   18.4611  -10.9495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8738  -10.2438    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.0563  -10.2392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6228   -4.5399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2857   -4.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0314   -3.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2142   -3.2812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9598   -4.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1830   -4.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0674   -4.3153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6755   -3.7694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2362   -5.1149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6228   -5.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3305   -5.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3305   -6.5829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0382   -6.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0357   -7.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7425   -8.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4512   -7.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4486   -6.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7411   -6.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1549   -6.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8640   -6.9832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8669   -7.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1612   -8.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1637   -9.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8734   -9.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5820   -9.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5760   -8.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5870  -10.6522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5910  -11.4693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9376  -11.9542    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.1939  -12.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0112  -12.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2598  -11.9478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  7  8  2  0
  5  6  2  0
  4  5  1  0
  6  7  1  0
  8  4  1  0
  8  9  1  0
 10 11  2  0
 10 12  1  0
  5 10  1  0
  4 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 27  2  1  0
  2 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 31  2  0
M  CHG  2  10   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4859439

   ---

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: 512.57

Molecular Weight (Monoisotopic): 512.0937

AlogP: 4.19

#Rotatable Bonds: 10

Polar Surface Area: 141.61

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.76

CX Basic pKa: 3.03

CX LogP: 3.58

CX LogD: 3.02

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.19

Np Likeness Score: -2.22

References

1. Patel OPS, Jesumoroti OJ, Legoabe LJ, Beteck RM..  (2021)  Metronidazole-conjugates: A comprehensive review of recent developments towards synthesis and medicinal perspective.,  210  [PMID:33234343] [10.1016/j.ejmech.2020.112994]

Source

Source(1):

• Scientific Literature