3-(4-bromobenzylidene)-5-(4-chlorophenyl)furan-2(3H)-one

ID: ALA4459168

PubChem CID: 125752267

Max Phase: Preclinical

Molecular Formula: C17H10BrClO2

Molecular Weight: 361.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1OC(c2ccc(Cl)cc2)=C/C1=C\c1ccc(Br)cc1

Standard InChI:  InChI=1S/C17H10BrClO2/c18-14-5-1-11(2-6-14)9-13-10-16(21-17(13)20)12-3-7-15(19)8-4-12/h1-10H/b13-9+

Standard InChI Key:  YBZPGKFVALTJGP-UKTHLTGXSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   41.6767  -28.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4980  -28.6513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.7524  -27.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0853  -27.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4225  -27.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1914  -29.3159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.5341  -27.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6410  -27.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4708  -26.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1409  -28.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9220  -27.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0936  -27.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4780  -26.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6993  -26.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0838  -26.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9140  -25.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1319  -25.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5194  -25.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6923  -26.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8749  -26.8596    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   39.9606  -24.4058    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  1  0
  1  6  2  0
  3  7  1  0
  5  8  2  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  7  1  0
  9 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  9  1  0
 12 20  1  0
 17 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4459168

   ---

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: 361.62

Molecular Weight (Monoisotopic): 359.9553

AlogP: 5.08

#Rotatable Bonds: 2

Polar Surface Area: 26.30

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.26

CX LogD: 5.26

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.55

Np Likeness Score: -0.37

References

1. Husain A, Khan SA, Iram F, Iqbal MA, Asif M..  (2019)  Insights into the chemistry and therapeutic potential of furanones: A versatile pharmacophore.,  171  [PMID:30909021] [10.1016/j.ejmech.2019.03.021]

Source

Source(1):

• Scientific Literature