(Z)-2-[(4-Methoxyphenyl)methylene]-4,6-diethoxy-3(2H)-benzofuranone

ID: ALA2288394

PubChem CID: 76323876

Max Phase: Preclinical

Molecular Formula: C20H20O5

Molecular Weight: 340.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(OCC)c2c(c1)O/C(=C\c1ccc(OC)cc1)C2=O

Standard InChI:  InChI=1S/C20H20O5/c1-4-23-15-11-16(24-5-2)19-17(12-15)25-18(20(19)21)10-13-6-8-14(22-3)9-7-13/h6-12H,4-5H2,1-3H3/b18-10-

Standard InChI Key:  OZMNLEIXMLYQKI-ZDLGFXPLSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   15.2743  -17.8327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1881  -18.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9417  -18.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4938  -18.3757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0813  -17.6612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3188  -18.3757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7313  -17.6612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3188  -16.9467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4938  -16.9467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1133  -19.7957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7313  -16.2323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3188  -15.5178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7313  -14.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7313  -19.0901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5563  -19.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9688  -19.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4736  -19.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7591  -18.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0446  -19.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3302  -18.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3302  -17.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0446  -17.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7591  -17.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6157  -17.4157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9012  -17.8282    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
 12 13  1  0
 11 12  1  0
  8 11  1  0
 15 16  1  0
 14 15  1  0
  6 14  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
 24 25  1  0
 21 24  1  0
 17 18  1  0
  2 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288394

   (2Z)-4,6-diethoxy-2-[(4-methoxyphenyl)methylidene]-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: 340.38

Molecular Weight (Monoisotopic): 340.1311

AlogP: 4.11

#Rotatable Bonds: 6

Polar Surface Area: 53.99

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.74

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