2-Nitro-alpha,alpha,1-trimethyl-1H-imidazole-5-methanol-carbohydrazide

ID: ALA3275474

Cas Number: 67019-77-6

PubChem CID: 3050745

Max Phase: Preclinical

Molecular Formula: C8H13N5O4

Molecular Weight: 243.22

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C8H13N5O4/c1-8(2,17-7(14)11-9)5-4-10-6(12(5)3)13(15)16/h4H,9H2,1-3H3,(H,11,14)

Standard InChI Key:  HAUAUBDMIPKBFI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    7.6624   -7.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4304   -8.6170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6024   -8.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3261   -7.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9806   -7.3596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9580   -6.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4374   -7.5487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5876   -6.7360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0655   -8.0810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5351   -7.6273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9367   -8.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9456   -7.0372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7456   -6.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1487   -7.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5656   -6.6666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9347   -8.0471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7687   -6.8797    0.0000 N   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  1  0
M  CHG  2   7   1   9  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3275474

   Imidazole-5-methanol, 2-nitro-alpha,alpha,1-trimethyl-, 5-carboxhydrazide

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: 243.22

Molecular Weight (Monoisotopic): 243.0968

AlogP: 0.16

#Rotatable Bonds: 3

Polar Surface Area: 125.31

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.87

CX Basic pKa: 2.70

CX LogP: 0.36

CX LogD: 0.36

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.34

Np Likeness Score: -0.70

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