2-(2-Methyl-5-nitro-1H-imidazol-1-yl)ethyl nicotinate

ID: ALA4071468

PubChem CID: 9921678

Max Phase: Preclinical

Molecular Formula: C12H12N4O4

Molecular Weight: 276.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ncc([N+](=O)[O-])n1CCOC(=O)c1cccnc1

Standard InChI:  InChI=1S/C12H12N4O4/c1-9-14-8-11(16(18)19)15(9)5-6-20-12(17)10-3-2-4-13-7-10/h2-4,7-8H,5-6H2,1H3

Standard InChI Key:  MUNCVHKTVZPRMY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   19.3969  -11.0528    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0513  -10.5594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7900   -9.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9662   -9.7917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7273  -10.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4070  -11.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8379  -10.8020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4424  -10.2476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0219  -11.6032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1197  -12.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1298  -13.0951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8467  -13.4991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8568  -14.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5534  -13.0776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9496  -10.8441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1493  -14.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1591  -15.5532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8765  -15.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5855  -15.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5723  -14.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  1  6  1  0
  7  8  2  0
  7  9  1  0
  2  7  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  5 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 13  1  0
M  CHG  2   7   1   9  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4071468

   2-(2-Methyl-5-nitroimidazol-1-yl)ethyl pyridine-3-carboxylate

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: 276.25

Molecular Weight (Monoisotopic): 276.0859

AlogP: 1.35

#Rotatable Bonds: 5

Polar Surface Area: 100.15

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.56

CX LogP: 0.82

CX LogD: 0.82

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.46

Np Likeness Score: -1.64

References

1. Salar U, Khan KM, Taha M, Ismail NH, Ali B, Qurat-Ul-Ain, Perveen S, Ghufran M, Wadood A..  (2017)  Biology-oriented drug synthesis (BIODS): In vitro β-glucuronidase inhibitory and in silico studies on 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl aryl carboxylate derivatives.,  125  [PMID:27886546] [10.1016/j.ejmech.2016.11.031]

Source

Source(1):

• Scientific Literature