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

ID: ALA3319675

PubChem CID: 118709738

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-])c1cccc(Cl)c1

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

Standard InChI Key:  KGHRSTBAUMPRPV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   14.8318   -9.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8307  -10.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5387  -10.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2484  -10.0393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2456   -9.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5370   -8.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5345   -7.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2410   -7.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8256   -7.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1191   -7.9984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2386   -6.7662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9499   -7.9899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1173   -8.8200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4059   -7.5963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6564   -7.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3653   -7.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9568  -10.4467    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
  4 17  1  0
M  CHG  2  10   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3319675

   ---

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: 8.63

CX Basic pKa: ┄

CX LogP: 2.53

CX LogD: 2.50

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.46

Np Likeness Score: -1.10

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