5-Methyl-2-nitro-1-(2-p-toluenesulfonyloxyethyl)-1H-imidazole

ID: ALA3247273

Cas Number: 62144-02-9

PubChem CID: 3046486

Max Phase: Preclinical

Molecular Formula: C13H15N3O5S

Molecular Weight: 325.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)OCCn2c(C)cnc2[N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C13H15N3O5S/c1-10-3-5-12(6-4-10)22(19,20)21-8-7-15-11(2)9-14-13(15)16(17)18/h3-6,9H,7-8H2,1-2H3

Standard InChI Key:  QAFCMYGJJUSFQW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   10.1296   -8.0085    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.7064   -8.7166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5313   -8.7290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9312   -5.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0316   -4.2710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5831   -6.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5956   -5.5474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6949   -4.7860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2762   -5.0673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0678   -5.3340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2288   -6.1511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1962   -4.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1433   -5.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8626   -6.7819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8502   -7.6068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4214   -7.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4371   -6.7613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7297   -6.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0082   -6.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9983   -7.5690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7063   -7.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2994   -6.3176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  1  3  2  0
  9  5  2  0
 10  8  2  0
  4  7  1  0
 12  4  2  0
  7  9  1  0
  5 12  1  0
  7  6  1  0
  9 10  1  0
 10 11  1  0
  4 13  1  0
  6 14  1  0
 14 15  1  0
 15  1  1  0
  1 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
 19 22  1  0
M  CHG  2  10   1  11  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3247273

   1H-Imidazole-1-ethanol, 5-methyl-2-nitro-, 4-methylbenzenesulfonate (ester)

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: 325.35

Molecular Weight (Monoisotopic): 325.0732

AlogP: 1.81

#Rotatable Bonds: 6

Polar Surface Area: 104.33

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.83

CX LogP: 2.78

CX LogD: 2.78

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.46

Np Likeness Score: -1.22

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