ethyl 2-(4-fluorophenyl)-3-nitropropanoate

ID: ALA3319672

PubChem CID: 118709735

Max Phase: Preclinical

Molecular Formula: C11H12FNO4

Molecular Weight: 241.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C(C[N+](=O)[O-])c1ccc(F)cc1

Standard InChI:  InChI=1S/C11H12FNO4/c1-2-17-11(14)10(7-13(15)16)8-3-5-9(12)6-4-8/h3-6,10H,2,7H2,1H3

Standard InChI Key:  ARWUMZLBXDTTOC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   25.2159   -3.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2148   -4.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9228   -4.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6325   -4.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6297   -3.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9211   -3.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9186   -2.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6251   -1.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2097   -1.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5032   -2.1872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6227   -0.9551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3340   -2.1788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5014   -3.0088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7900   -1.7852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.0405   -1.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7494   -2.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9226   -5.4547    0.0000 F   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
  5  6  2  0
  6  1  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  8 11  2  0
  8 12  1  0
 10 13  2  0
 10 14  1  0
 12 15  1  0
 15 16  1  0
  3 17  1  0
M  CHG  2  10   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3319672

   ---

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: 241.22

Molecular Weight (Monoisotopic): 241.0750

AlogP: 1.75

#Rotatable Bonds: 5

Polar Surface Area: 69.44

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.71

CX Basic pKa: ┄

CX LogP: 2.07

CX LogD: 2.05

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.45

Np Likeness Score: -1.15

References

1. Csuk R, Heller L, Siewert B, Gutnov A, Seidelmann O, Wendisch V..  (2014)  β-Nitro substituted carboxylic acids and their cytotoxicity.,  24  (16): [PMID:25001484] [10.1016/j.bmcl.2014.06.021]

Source

Source(1):

• Scientific Literature