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

ID: ALA3319283

PubChem CID: 118709474

Max Phase: Preclinical

Molecular Formula: C11H12ClNO4

Molecular Weight: 257.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C(C[N+](=O)[O-])c1ccccc1Cl

Standard InChI:  InChI=1S/C11H12ClNO4/c1-2-17-11(14)9(7-13(15)16)8-5-3-4-6-10(8)12/h3-6,9H,2,7H2,1H3

Standard InChI Key:  DNMUVWHVPGFMSU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   21.0144   -9.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0133  -10.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7213  -11.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4310  -10.7450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4282   -9.9223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7195   -9.5171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7171   -8.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4236   -8.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0082   -8.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3017   -8.7041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4211   -7.4720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1325   -8.6957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2999   -9.5257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5885   -8.3021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8390   -8.2850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5479   -8.6914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1343   -9.5111    0.0000 Cl  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
  5 17  1  0
M  CHG  2  10   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3319283

   ---

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: 257.67

Molecular Weight (Monoisotopic): 257.0455

AlogP: 2.26

#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: 8.48

CX Basic pKa: ┄

CX LogP: 2.53

CX LogD: 2.49

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.46

Np Likeness Score: -1.06

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