ethyl 3-nitro-2-phenylpropanoate

ID: ALA3319668

PubChem CID: 4145001

Max Phase: Preclinical

Molecular Formula: C11H13NO4

Molecular Weight: 223.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C(C[N+](=O)[O-])c1ccccc1

Standard InChI:  InChI=1S/C11H13NO4/c1-2-16-11(13)10(8-12(14)15)9-6-4-3-5-7-9/h3-7,10H,2,8H2,1H3

Standard InChI Key:  HPSXSPNCILFZKH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    0.3453   -2.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3441   -3.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0522   -4.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7618   -3.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7590   -2.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0504   -2.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0479   -1.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7544   -1.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3390   -1.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3754   -1.6920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7520   -0.4598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4634   -1.6835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3736   -2.5136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0820   -1.2899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1698   -1.2728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8788   -1.6793    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
M  CHG  2  10   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3319668

   Ethyl 3-nitro-2-phenylpropanoate

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: 223.23

Molecular Weight (Monoisotopic): 223.0845

AlogP: 1.61

#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: 8.70

CX Basic pKa: ┄

CX LogP: 1.92

CX LogD: 1.90

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.43

Np Likeness Score: -0.76

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