5-methoxy-2-(2-methoxybenzylidene)benzofuran-3(2H)-one

ID: ALA3981865

PubChem CID: 129396693

Max Phase: Preclinical

Molecular Formula: C17H14O4

Molecular Weight: 282.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)C(=O)/C(=C/c1ccccc1OC)O2

Standard InChI:  InChI=1S/C17H14O4/c1-19-12-7-8-15-13(10-12)17(18)16(21-15)9-11-5-3-4-6-14(11)20-2/h3-10H,1-2H3/b16-9-

Standard InChI Key:  AFLKCLMPPZSEFR-SXGWCWSVSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    7.1380   -5.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6225   -6.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1426   -7.0207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3637   -6.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6615   -7.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9497   -6.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9484   -5.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6507   -5.5459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3624   -5.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3875   -4.9194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -5.5591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5308   -5.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4397   -6.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8505   -7.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4400   -7.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8500   -8.4754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6681   -8.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0744   -7.7594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6619   -7.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0652   -6.3501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6516   -5.6453    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
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  1  9  1  0
  4  9  2  0
  1 10  2  0
 11 12  1  0
  7 11  1  0
  2 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 20 21  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3981865

   ---

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: 282.30

Molecular Weight (Monoisotopic): 282.0892

AlogP: 3.32

#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: 2.89

CX LogD: 2.89

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.81

Np Likeness Score: -0.47

References

1. Nel MS, Petzer A, Petzer JP, Legoabe LJ..  (2016)  2-Benzylidene-1-indanone derivatives as inhibitors of monoamine oxidase.,  26  (19): [PMID:27578245] [10.1016/j.bmcl.2016.08.067]

Source

Source(1):

• Scientific Literature