5-(1-methoxy-1-methylethyl)-1-methyl-2-nitro-1H-imidazole

ID: ALA3274999

Cas Number: 64157-82-0

PubChem CID: 116560

Max Phase: Preclinical

Molecular Formula: C8H13N3O3

Molecular Weight: 199.21

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C8H13N3O3/c1-8(2,14-4)6-5-9-7(10(6)3)11(12)13/h5H,1-4H3

Standard InChI Key:  VNTUXFDKBZQALW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
   14.9535  -11.0225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7211  -11.8121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8913  -11.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6168  -11.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2687  -10.5565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2472   -9.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7290  -10.7454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8800   -9.9301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3577  -11.2760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8257  -10.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2228  -10.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2249  -11.3939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3757  -10.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4169  -12.1882    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
M  CHG  2   7   1   9  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3274999

   5-(2-Methoxy-2-propyl)-1-methyl-2-nitroimidazole

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: 199.21

Molecular Weight (Monoisotopic): 199.0957

AlogP: 1.21

#Rotatable Bonds: 3

Polar Surface Area: 70.19

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.20

CX LogD: 1.20

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.54

Np Likeness Score: -0.36

References

1. Cavalleri B, Volpe G, Arioli V, Lancini G..  (1977)  Synthesis and biological activity of two metabolites of 1-methyl-5-(1-methylethyl)-2-nitro-1 H-imidazole, an antiprotozoal agent.,  20  (11): [PMID:199729] [10.1021/jm00221a035]

2. 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