ethyl 3-nitro-2-(4-(trifluoromethyl)phenyl)propanoate

ID: ALA3319670

PubChem CID: 118709733

Max Phase: Preclinical

Molecular Formula: C12H12F3NO4

Molecular Weight: 291.22

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H12F3NO4/c1-2-20-11(17)10(7-16(18)19)8-3-5-9(6-4-8)12(13,14)15/h3-6,10H,2,7H2,1H3

Standard InChI Key:  KYMCJQCWWVGHNO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   12.3926   -2.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3915   -3.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0995   -3.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8092   -3.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8064   -2.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0978   -1.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0953   -1.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8018   -0.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3864   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6799   -1.0646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7994    0.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5107   -1.0562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6781   -1.8862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9667   -0.6626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2172   -0.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9261   -1.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0994   -4.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3915   -4.7406    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.8070   -4.7409    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.0916   -5.1467    0.0000 F   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
 17 18  1  0
 17 19  1  0
 17 20  1  0
M  CHG  2  10   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3319670

   ---

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: 291.22

Molecular Weight (Monoisotopic): 291.0718

AlogP: 2.63

#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: 8.68

CX Basic pKa: ┄

CX LogP: 2.80

CX LogD: 2.78

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.47

Np Likeness Score: -1.05

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