ethyl 2-(4-chlorophenyl)-2-methyl-3-nitropropanoate

ID: ALA3319671

PubChem CID: 118709734

Max Phase: Preclinical

Molecular Formula: C12H14ClNO4

Molecular Weight: 271.70

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H14ClNO4/c1-3-18-11(15)12(2,8-14(16)17)9-4-6-10(13)7-5-9/h4-7H,3,8H2,1-2H3

Standard InChI Key:  KUQPWAIJAUVNDM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   18.5629   -3.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5617   -4.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2698   -4.4312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9794   -4.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9766   -3.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2680   -2.7938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2655   -1.9766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9720   -1.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5566   -1.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8501   -1.9809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9696   -0.7487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6809   -1.9724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8483   -2.8025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1369   -1.5788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3874   -1.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0963   -1.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2696   -5.2484    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.0472   -1.1804    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
  7 18  1  0
M  CHG  2  10   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3319671

   ---

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: 271.70

Molecular Weight (Monoisotopic): 271.0611

AlogP: 2.44

#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: 8.85

CX Basic pKa: ┄

CX LogP: 3.08

CX LogD: 3.07

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.47

Np Likeness Score: -0.94

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