(E)-4-(3-(3-(4-fluorophenyl)acryloyl)-2-oxoimidazolidine-1-carbonyl)benzonitrile

ID: ALA4745627

PubChem CID: 162648175

Max Phase: Preclinical

Molecular Formula: C20H14FN3O3

Molecular Weight: 363.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(C(=O)N2CCN(C(=O)/C=C/c3ccc(F)cc3)C2=O)cc1

Standard InChI:  InChI=1S/C20H14FN3O3/c21-17-8-3-14(4-9-17)5-10-18(25)23-11-12-24(20(23)27)19(26)16-6-1-15(13-22)2-7-16/h1-10H,11-12H2/b10-5+

Standard InChI Key:  MGFBFBHGEUZTBV-BJMVGYQFSA-N

Molfile:  

 
     RDKit          2D

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   21.5823  -25.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5812  -26.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2960  -26.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0125  -26.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0096  -25.4010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2942  -24.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7225  -24.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4386  -25.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1515  -24.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8675  -25.3902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1484  -24.1554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9592  -26.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7669  -26.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1767  -25.6621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6223  -25.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7909  -24.2436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9968  -25.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3295  -24.8178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8664  -26.6439    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.1483  -26.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6346  -27.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4552  -27.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7871  -26.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2988  -26.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9460  -28.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4342  -28.8951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
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 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745627

   ---

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: 363.35

Molecular Weight (Monoisotopic): 363.1019

AlogP: 2.82

#Rotatable Bonds: 3

Polar Surface Area: 81.48

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.10

CX LogD: 3.10

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.79

Np Likeness Score: -1.15

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