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

ID: ALA4532966

PubChem CID: 24782361

Max Phase: Preclinical

Molecular Formula: C11H8BrNO

Molecular Weight: 250.09

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C11H8BrNO/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:  DJXUWPZKWAWSRO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
   28.4434   -7.0121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4423   -7.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1503   -8.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8600   -7.8312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8572   -7.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1486   -6.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7343   -8.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9925   -7.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4452   -8.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8533   -9.2208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6527   -9.0514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6326   -8.4267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2611   -9.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5633   -6.5973    0.0000 Br  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:

   

   ALA4532966

   4-(4'-bromophenyl)-5-methylene-2(5H)pyrolone

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: 250.09

Molecular Weight (Monoisotopic): 248.9789

AlogP: 2.48

#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: 2.08

CX LogD: 2.08

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.81

Np Likeness Score: 0.43

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