2-(1-methyl-2-nitro-1H-imidazol-5-yl)propan-2-yl benzoate

ID: ALA3275477

PubChem CID: 12439051

Max Phase: Preclinical

Molecular Formula: C14H15N3O4

Molecular Weight: 289.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(C(C)(C)OC(=O)c2ccccc2)cnc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C14H15N3O4/c1-14(2,11-9-15-13(16(11)3)17(19)20)21-12(18)10-7-5-4-6-8-10/h4-9H,1-3H3

Standard InChI Key:  XYELFBPLKSMPJW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    7.5902   -7.7503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3604   -8.5358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5402   -8.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2665   -7.7874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9148   -7.2902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8924   -6.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3579   -7.4775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5066   -6.6725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9800   -8.0048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4829   -7.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8902   -8.1180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8990   -6.9709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6914   -6.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1096   -7.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5320   -6.6038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8976   -7.9712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7461   -5.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1693   -5.2363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3789   -5.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1684   -6.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7466   -6.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  1  5  1  0
  5  6  1  0
  7  8  2  0
  7  9  1  0
  1  7  1  0
  4 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 15  1  0
M  CHG  2   7   1   9  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3275477

   2-(3-Methyl-2-nitroimidazol-4-yl)propan-2-yl benzoate

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: 289.29

Molecular Weight (Monoisotopic): 289.1063

AlogP: 2.42

#Rotatable Bonds: 4

Polar Surface Area: 87.26

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.05

CX LogD: 3.05

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.49

Np Likeness Score: -0.52

References

1. Cavalleri B, Volpe G, Arioli V, Pizzocheri F, Diena A..  (1978)  Synthesis and biological activity of new 2-nitroimidazole derivatives.,  21  (8): [PMID:211235] [10.1021/jm00206a012]

Source

Source(1):

• Scientific Literature