(Z)-2-[(2,3-Dimethoxyphenyl)methylene]-4,6-dimethoxy-3(2H)-benzofuranone

ID: ALA2288229

PubChem CID: 76327424

Max Phase: Preclinical

Molecular Formula: C19H18O6

Molecular Weight: 342.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c2c(c1)O/C(=C\c1cccc(OC)c1OC)C2=O

Standard InChI:  InChI=1S/C19H18O6/c1-21-12-9-14(23-3)17-15(10-12)25-16(18(17)20)8-11-6-5-7-13(22-2)19(11)24-4/h5-10H,1-4H3/b16-8-

Standard InChI Key:  VOIPJKCPGVDWQP-PXNMLYILSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   12.9412  -15.8479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8549  -16.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6086  -17.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1606  -16.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7481  -15.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9856  -16.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3981  -15.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9856  -14.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1606  -14.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7801  -17.8109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3981  -14.2474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2231  -14.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3981  -17.1053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2231  -17.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1404  -17.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4260  -16.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7115  -17.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9970  -16.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9970  -15.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7115  -15.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4260  -15.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2826  -17.0809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5681  -16.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7115  -17.9059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9970  -18.3184    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
 22 23  1  0
 18 22  1  0
 24 25  1  0
 17 24  1  0
 15 16  1  0
  2 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288229

   (2Z)-2-[(2,3-dimethoxyphenyl)methylidene]-4,6-dimethoxy-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: 342.35

Molecular Weight (Monoisotopic): 342.1103

AlogP: 3.34

#Rotatable Bonds: 5

Polar Surface Area: 63.22

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.57

CX LogD: 2.57

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.78

Np Likeness Score: 0.05

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