4-(4-Fluorophenyl)-5-methylene-1,5-dihydro-2H-pyrrol-2-one

ID: ALA4553358

PubChem CID: 24782362

Max Phase: Preclinical

Molecular Formula: C11H8FNO

Molecular Weight: 189.19

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1NC(=O)C=C1c1ccc(F)cc1

Standard InChI:  InChI=1S/C11H8FNO/c1-7-10(6-11(14)13-7)8-2-4-9(12)5-3-8/h2-6H,1H2,(H,13,14)

Standard InChI Key:  KANYSKPDQNITON-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
   18.2616   -0.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2604   -1.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9685   -2.1612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6781   -1.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6753   -0.9291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9667   -0.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5524   -2.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8107   -1.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2634   -2.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6714   -3.1414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4708   -2.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4507   -2.3473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0792   -3.5176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3815   -0.5179    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
  2  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  7  1  0
  9 12  2  0
 11 13  2  0
  5 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4553358

   4-(4-Fluorophenyl)-5-methylidenepyrrol-2-one

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: 189.19

Molecular Weight (Monoisotopic): 189.0590

AlogP: 1.85

#Rotatable Bonds: 1

Polar Surface Area: 29.10

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.96

CX Basic pKa: ┄

CX LogP: 1.45

CX LogD: 1.45

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.72

Np Likeness Score: 0.07

References

1. Almohaywi B, Yu TT, Iskander G, Chan DSH, Ho KKK, Rice S, Black DS, Griffith R, Kumar N..  (2019)  Dihydropyrrolones as bacterial quorum sensing inhibitors.,  29  (9): [PMID:30857746] [10.1016/j.bmcl.2019.03.004]

Source

Source(1):

• Scientific Literature