ethyl 3-nitro-2-p-tolylpropanoate

ID: ALA3319669

PubChem CID: 118709732

Max Phase: Preclinical

Molecular Formula: C12H15NO4

Molecular Weight: 237.25

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H15NO4/c1-3-17-12(14)11(8-13(15)16)10-6-4-9(2)5-7-10/h4-7,11H,3,8H2,1-2H3

Standard InChI Key:  IRZLRULJCAARBT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    6.3751   -2.6992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3740   -3.5187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0821   -3.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7917   -3.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7889   -2.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0803   -2.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0778   -1.4731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7843   -1.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3689   -1.0666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6624   -1.4773    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7819   -0.2452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4932   -1.4689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6606   -2.2990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9492   -1.0753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1997   -1.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9086   -1.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0819   -4.7449    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
M  CHG  2  10   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3319669

   ---

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: 237.25

Molecular Weight (Monoisotopic): 237.1001

AlogP: 1.92

#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: 8.75

CX Basic pKa: ┄

CX LogP: 2.44

CX LogD: 2.42

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.45

Np Likeness Score: -0.86

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