(Z)-2-[(3-Methoxy-4-benzyloxyphenyl)methylene]-4,6-dihydroxy-3(2H)-benzofuranone

ID: ALA2288227

Chembl Id: CHEMBL2288227

PubChem CID: 76312980

Max Phase: Preclinical

Molecular Formula: C23H18O6

Molecular Weight: 390.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C2\Oc3cc(O)cc(O)c3C2=O)ccc1OCc1ccccc1

Standard InChI:  InChI=1S/C23H18O6/c1-27-19-9-15(7-8-18(19)28-13-14-5-3-2-4-6-14)10-21-23(26)22-17(25)11-16(24)12-20(22)29-21/h2-12,24-25H,13H2,1H3/b21-10-

Standard InChI Key:  GQSDYISETPVIJX-FBHDLOMBSA-N

Alternative Forms

1. Parent:

   

   ALA2288227

   (2Z)-4,6-dihydroxy-2-[(3-methoxy-4-phenylmethoxyphenyl)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: 390.39

Molecular Weight (Monoisotopic): 390.1103

AlogP: 4.30

#Rotatable Bonds: 5

Polar Surface Area: 85.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.70

CX Basic pKa:

CX LogP: 4.65

CX LogD: 4.48

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.63

Np Likeness Score: 0.33

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]

2. Olleik H, Yahiaoui S, Roulier B, Courvoisier-Dezord E, Perrier J, Pérès B, Hijazi A, Baydoun E, Raymond J, Boumendjel A, Maresca M, Haudecoeur R..  (2019)  Aurone derivatives as promising antibacterial agents against resistant Gram-positive pathogens.,  165  [PMID:30665143] [10.1016/j.ejmech.2019.01.022]

Source

Source(1):

• Scientific Literature