Ethyl (E)-2-(4-chloro-3-(2-nitrovinyl)phenoxy)-2-methylpropanoate

ID: ALA4572293

PubChem CID: 155564495

Max Phase: Preclinical

Molecular Formula: C14H16ClNO5

Molecular Weight: 313.74

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)C(C)(C)Oc1ccc(Cl)c(/C=C/[N+](=O)[O-])c1

Standard InChI:  InChI=1S/C14H16ClNO5/c1-4-20-13(17)14(2,3)21-11-5-6-12(15)10(9-11)7-8-16(18)19/h5-9H,4H2,1-3H3/b8-7+

Standard InChI Key:  PAJVAZDCAOOVIW-BQYQJAHWSA-N

Molfile:  

 
     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
   24.3465   -3.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7592   -4.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1677   -3.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9307   -3.6237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9295   -4.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6376   -4.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3472   -4.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3444   -3.6201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6358   -3.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0556   -4.8502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4710   -4.8480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1781   -4.4383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8864   -4.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4723   -5.6652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5935   -4.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6333   -2.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9244   -1.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9220   -1.1786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2139   -0.7749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6213   -0.7707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2229   -3.2152    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  7 10  1  0
 10  2  1  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 13 15  1  0
  9 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  4 21  1  0
M  CHG  2  18   1  20  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4572293

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 313.74

Molecular Weight (Monoisotopic): 313.0717

AlogP: 3.31

#Rotatable Bonds: 6

Polar Surface Area: 78.67

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.57

CX LogD: 3.57

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.46

Np Likeness Score: -0.71

References

1. Huang Y, Wei L, Han X, Chen H, Ren Y, Xu Y, Song R, Rao L, Su C, Peng C, Feng L, Wan J..  (2019)  Discovery of novel allosteric site and covalent inhibitors of FBPase with potent hypoglycemic effects.,  184  [PMID:31589992] [10.1016/j.ejmech.2019.111749]

Source

Source(1):

• Scientific Literature