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

ID: ALA3247270

PubChem CID: 5981289

Max Phase: Preclinical

Molecular Formula: C7H8N4O4

Molecular Weight: 212.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=C\c1cnc([N+](=O)[O-])n1C)[N+](=O)[O-]

Standard InChI:  InChI=1S/C7H8N4O4/c1-5(10(12)13)3-6-4-8-7(9(6)2)11(14)15/h3-4H,1-2H3/b5-3+

Standard InChI Key:  CWBRWTIMTXTANR-HWKANZROSA-N

Molfile:  

     RDKit          2D

 15 15  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
    9.4430   -4.1023    0.0000 C   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
  5 15  1  0
M  CHG  4   8   1   9  -1  12   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3247270

   1-methyl-2-nitro-5-[(E)-2-nitroprop-1-enyl]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: 212.16

Molecular Weight (Monoisotopic): 212.0546

AlogP: 0.97

#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: 0.86

CX LogD: 0.86

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.55

Np Likeness Score: -0.25

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