2-(2-Methyl-5-nitro-1H-imidazol-1-yl)ethyl 3-chlorobenzoate

ID: ALA4093881

Cas Number: 102274-41-9

PubChem CID: 680817

Max Phase: Preclinical

Molecular Formula: C13H12ClN3O4

Molecular Weight: 309.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ncc([N+](=O)[O-])n1CCOC(=O)c1cccc(Cl)c1

Standard InChI:  InChI=1S/C13H12ClN3O4/c1-9-15-8-12(17(19)20)16(9)5-6-21-13(18)10-3-2-4-11(14)7-10/h2-4,7-8H,5-6H2,1H3

Standard InChI Key:  HKNKOUDLYNXHDQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   20.2636  -18.4777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9181  -17.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6567  -17.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8370  -17.2249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5981  -18.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2737  -19.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7005  -18.2310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3009  -17.6766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8804  -19.0281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9864  -19.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9965  -20.5118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7093  -20.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7194  -21.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4119  -20.4942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8246  -18.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0160  -22.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0258  -22.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7391  -23.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4440  -22.9363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4307  -22.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1581  -23.3336    0.0000 Cl  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
 19 21  1  0
M  CHG  2   7   1   9  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4093881

   2-(2-Methyl-5-nitroimidazol-1-yl)ethyl 3-chlorobenzoate

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: 309.71

Molecular Weight (Monoisotopic): 309.0516

AlogP: 2.61

#Rotatable Bonds: 5

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: 3.27

CX LogP: 2.64

CX LogD: 2.64

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.48

Np Likeness Score: -1.84

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