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

ID: ALA4515988

PubChem CID: 86691032

Max Phase: Preclinical

Molecular Formula: C12H11NO2

Molecular Weight: 201.22

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H11NO2/c1-8-11(7-12(14)13-8)9-3-5-10(15-2)6-4-9/h3-7H,1H2,2H3,(H,13,14)

Standard InChI Key:  PTMCKOLDTQVPLO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    3.7213  -12.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7202  -13.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4282  -13.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1379  -13.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1351  -12.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4265  -12.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0122  -13.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2704  -13.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7231  -14.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1312  -14.7348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9306  -14.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9105  -13.9407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5390  -15.1110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8412  -12.1112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5505  -12.5172    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
  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
 14 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4515988

   4-(4'-methoxyphenyl)-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: 201.22

Molecular Weight (Monoisotopic): 201.0790

AlogP: 1.72

#Rotatable Bonds: 2

Polar Surface Area: 38.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.96

CX Basic pKa: ┄

CX LogP: 1.15

CX LogD: 1.15

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.79

Np Likeness Score: 0.57

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