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

ID: ALA3319288

PubChem CID: 118709479

Max Phase: Preclinical

Molecular Formula: C10H10ClNO4

Molecular Weight: 243.65

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H10ClNO4/c1-16-10(13)9(6-12(14)15)7-2-4-8(11)5-3-7/h2-5,9H,6H2,1H3

Standard InChI Key:  NZSHMNCRWSHWIY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   19.4089  -15.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4078  -15.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1158  -16.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8255  -15.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8227  -15.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1141  -14.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1116  -13.8012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8181  -13.3904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4027  -13.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6962  -13.8054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8157  -12.5733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6944  -14.6270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9830  -13.4033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5270  -13.7969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2335  -13.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1156  -17.0729    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
 10 12  2  0
 10 13  1  0
  8 14  1  0
 14 15  1  0
  3 16  1  0
M  CHG  2  10   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3319288

   ---

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: 243.65

Molecular Weight (Monoisotopic): 243.0298

AlogP: 1.87

#Rotatable Bonds: 4

Polar Surface Area: 69.44

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.68

CX Basic pKa: ┄

CX LogP: 2.17

CX LogD: 2.15

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.46

Np Likeness Score: -0.81

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