(Z)-5-Methyl-2-[(4-fluorophenyl)methylene]-4,6-dimethoxy-3(2H)-benzofuranone

ID: ALA2288399

PubChem CID: 76320228

Max Phase: Preclinical

Molecular Formula: C18H15FO4

Molecular Weight: 314.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(c(OC)c1C)C(=O)/C(=C/c1ccc(F)cc1)O2

Standard InChI:  InChI=1S/C18H15FO4/c1-10-13(21-2)9-14-16(18(10)22-3)17(20)15(23-14)8-11-4-6-12(19)7-5-11/h4-9H,1-3H3/b15-8-

Standard InChI Key:  RXCAOOYCMVLCPD-NVNXTCNLSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   20.5568  -18.3490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4706  -19.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2243  -19.5051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7763  -18.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3638  -18.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6013  -18.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0138  -18.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6013  -17.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7763  -17.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3958  -20.3120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0138  -16.7486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6013  -16.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0138  -19.6064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8388  -19.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7561  -19.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0417  -19.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3272  -19.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6127  -19.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6127  -18.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3272  -17.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0417  -18.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8983  -17.9320    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.8388  -18.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  5  9  2  0
  4  6  2  0
  3 10  2  0
 11 12  1  0
  8 11  1  0
 13 14  1  0
  6 13  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 19 22  1  0
 15 16  1  0
  2 15  2  0
  7 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288399

   (2Z)-2-[(4-fluorophenyl)methylidene]-4,6-dimethoxy-5-methyl-1-benzofuran-3-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 314.31

Molecular Weight (Monoisotopic): 314.0954

AlogP: 3.77

#Rotatable Bonds: 3

Polar Surface Area: 44.76

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.54

CX LogD: 3.54

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.81

Np Likeness Score: 0.06

References

1. Zhang M, Xu XH, Cui Y, Xie LG, Kong CH..  (2012)  Synthesis and herbicidal potential of substituted aurones.,  68  (11): [PMID:22718431] [10.1002/ps.3339]

Source

Source(1):

• Scientific Literature