1-Methyl-2-nitro-5-(2-nitroethenyl)-1H-imidazole

ID: ALA3247269

PubChem CID: 12348489

Max Phase: Preclinical

Molecular Formula: C6H6N4O4

Molecular Weight: 198.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(/C=C/[N+](=O)[O-])cnc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C6H6N4O4/c1-8-5(2-3-9(11)12)4-7-6(8)10(13)14/h2-4H,1H3/b3-2+

Standard InChI Key:  HWTPQTZUBBIGCC-NSCUHMNNSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
   10.8278   -4.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9177   -4.2306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4735   -6.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4859   -5.4949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4008   -4.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5653   -4.7407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1600   -5.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9441   -5.2835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1036   -6.0929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0902   -4.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0932   -5.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6731   -5.2981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6281   -6.1160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9840   -4.8556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  2  2  0
  8  6  2  0
  1 11  1  0
  1  4  1  0
 10  1  2  0
  4  7  1  0
  2 10  1  0
  4  3  1  0
  7  8  1  0
 11  5  2  0
  8  9  1  0
  5 12  1  0
 12 13  2  0
 12 14  1  0
M  CHG  4   8   1   9  -1  12   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3247269

   1-methyl-2-nitro-5-[(E)-2-nitroethenyl]imidazole

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 198.14

Molecular Weight (Monoisotopic): 198.0389

AlogP: 0.58

#Rotatable Bonds: 3

Polar Surface Area: 104.10

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.79

CX LogD: 0.79

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.52

Np Likeness Score: -0.20

References

1. Cavalleri B, Volpe G, Arioli V..  (1977)  Synthesis and biological activity of some vinyl-substituted 2-nitroimidazoles.,  20  (5): [PMID:16132] [10.1021/jm00215a007]

Source

Source(1):

• Scientific Literature