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

ID: ALA3319674

PubChem CID: 118709737

Max Phase: Preclinical

Molecular Formula: C12H15NO5

Molecular Weight: 253.25

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H15NO5/c1-3-18-12(14)11(8-13(15)16)9-4-6-10(17-2)7-5-9/h4-7,11H,3,8H2,1-2H3

Standard InChI Key:  WSUJAAITYDGONJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    8.2530   -8.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2519   -8.9790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9599   -9.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6696   -8.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6668   -8.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9582   -7.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9557   -6.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6622   -6.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2468   -6.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5403   -6.9377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6598   -5.7055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3711   -6.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5385   -7.7593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8271   -6.5356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0776   -6.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7865   -6.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9597  -10.2052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2519  -10.6136    0.0000 C   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
 17 18  1  0
M  CHG  2  10   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3319674

   ---

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: 253.25

Molecular Weight (Monoisotopic): 253.0950

AlogP: 1.62

#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: 8.77

CX Basic pKa: ┄

CX LogP: 1.77

CX LogD: 1.75

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.44

Np Likeness Score: -0.67

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