(E)-N-ethyl-3-(3-(4-fluorophenyl)acryloyl)-N-methyl-2-oxoimidazolidine-1-carboxamide

ID: ALA4783424

PubChem CID: 162666524

Max Phase: Preclinical

Molecular Formula: C16H18FN3O3

Molecular Weight: 319.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(C)C(=O)N1CCN(C(=O)/C=C/c2ccc(F)cc2)C1=O

Standard InChI:  InChI=1S/C16H18FN3O3/c1-3-18(2)15(22)20-11-10-19(16(20)23)14(21)9-6-12-4-7-13(17)8-5-12/h4-9H,3,10-11H2,1-2H3/b9-6+

Standard InChI Key:  QDJKXEPNDGPKNZ-RMKNXTFCSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   22.1893  -13.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1882  -14.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9030  -14.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6194  -14.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6165  -13.5833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9011  -13.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3294  -13.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0454  -13.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7583  -13.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4742  -13.5725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7551  -12.3378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5660  -14.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3736  -14.5604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7834  -13.8444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2290  -13.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3976  -12.4259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6035  -13.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9361  -13.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4734  -14.8261    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.0910  -14.4205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7583  -15.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9111  -14.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3985  -14.9966    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
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 10  1  0
 15 16  2  0
 14 17  1  0
 17 18  2  0
  2 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4783424

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 319.34

Molecular Weight (Monoisotopic): 319.1332

AlogP: 2.17

#Rotatable Bonds: 3

Polar Surface Area: 60.93

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.86

CX LogD: 1.86

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: -0.96

References

1. Ji L,Qu L,Wang C,Peng W,Li S,Yang H,Luo H,Yin F,Lu D,Liu X,Kong L,Wang X.  (2021)  Identification and optimization of piperlongumine analogues as potential antioxidant and anti-inflammatory agents via activation of Nrf2.,  210  [PMID:33148493] [10.1016/j.ejmech.2020.112965]

Source

Source(1):

• Scientific Literature