2-(4-chlorophenyl)-N,N-dimethyl-3-nitropropanamide

ID: ALA3319285

PubChem CID: 118709476

Max Phase: Preclinical

Molecular Formula: C11H13ClN2O3

Molecular Weight: 256.69

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C11H13ClN2O3/c1-13(2)11(15)10(7-14(16)17)8-3-5-9(12)6-4-8/h3-6,10H,7H2,1-2H3

Standard InChI Key:  IYKXREOBROVFSX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    1.6825  -15.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6813  -16.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3894  -16.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0991  -16.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0962  -15.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3876  -14.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3852  -13.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0916  -13.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6762  -13.5680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9698  -13.9787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0892  -12.7466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9679  -14.8003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2566  -13.5767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8006  -13.9703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3892  -17.2462    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8030  -14.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5071  -13.5596    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
 10 12  2  0
 10 13  1  0
  8 14  1  0
  3 15  1  0
 14 16  1  0
 14 17  1  0
M  CHG  2  10   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3319285

   ---

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: 256.69

Molecular Weight (Monoisotopic): 256.0615

AlogP: 1.79

#Rotatable Bonds: 4

Polar Surface Area: 63.45

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.37

CX Basic pKa: ┄

CX LogP: 1.67

CX LogD: 1.62

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.61

Np Likeness Score: -1.22

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