1-(4-bromophenyl)-3-(2-oxo-1-phenylpyrrolidin-3-yl)urea

ID: ALA5076914

PubChem CID: 71838939

Max Phase: Preclinical

Molecular Formula: C17H16BrN3O2

Molecular Weight: 374.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Br)cc1)NC1CCN(c2ccccc2)C1=O

Standard InChI:  InChI=1S/C17H16BrN3O2/c18-12-6-8-13(9-7-12)19-17(23)20-15-10-11-21(16(15)22)14-4-2-1-3-5-14/h1-9,15H,10-11H2,(H2,19,20,23)

Standard InChI Key:  KCNQCLLNZNTDNL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    1.5215   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5204   -3.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2284   -4.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9381   -3.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9353   -2.9391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2266   -2.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8124   -4.1702    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.6414   -2.5278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3507   -2.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0568   -2.5225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3537   -3.7509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7661   -2.9284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8524   -3.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6524   -3.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0583   -3.1982    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5092   -2.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6755   -1.7930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8684   -3.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3508   -3.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1625   -3.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4928   -2.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0053   -2.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1953   -2.3637    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
  5  8  1  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 16  1  0
 16 12  1  0
 16 17  2  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 15 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5076914

   1-(4-Bromophenyl)-3-(2-oxo-1-phenylpyrrolidin-3-YL)urea

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: 374.24

Molecular Weight (Monoisotopic): 373.0426

AlogP: 3.38

#Rotatable Bonds: 3

Polar Surface Area: 61.44

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.40

CX Basic pKa: ┄

CX LogP: 2.75

CX LogD: 2.75

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.87

Np Likeness Score: -1.72

References

1. Maciuszek M, Ortega-Gomez A, Maas SL, Garrido-Mesa J, Ferraro B, Perretti M, Merritt A, Nicolaes GAF, Soehnlein O, Chapman TM..  (2021)  Design, synthesis, and biological evaluation of novel pyrrolidinone small-molecule Formyl peptide receptor 2 agonists.,  226  [PMID:34536667] [10.1016/j.ejmech.2021.113805]

Source

Source(1):

• Scientific Literature