(Z)-5-(8-methyl-7,10-dihydrobenzofuro[6,7-b]oxepin-2-yl)benzene-1,3-diol

ID: ALA3397394

Cas Number: 73338-86-0

PubChem CID: 5319890

Max Phase: Preclinical

Molecular Formula: C19H16O4

Molecular Weight: 308.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=CCc2c(ccc3cc(-c4cc(O)cc(O)c4)oc23)OC1

Standard InChI:  InChI=1S/C19H16O4/c1-11-2-4-16-17(22-10-11)5-3-12-8-18(23-19(12)16)13-6-14(20)9-15(21)7-13/h2-3,5-9,20-21H,4,10H2,1H3

Standard InChI Key:  PRQYZCKJWCQXNM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   -0.9944   -2.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3006   -2.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5957   -2.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5957   -0.7169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0527   -0.2544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9084   -1.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0527   -2.7058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4091   -1.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2352   -2.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7323   -2.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4005   -1.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5716   -0.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0745   -0.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1062    1.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3954   -3.6347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9944   -0.7169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3006    0.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5088    1.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3820    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5319    2.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8908    1.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0351    2.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6314    3.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  2  0
 17  4  2  0
  3  2  2  0
  2  1  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  3  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  6  8  1  0
 12 14  1  0
 10 15  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 18 20  1  0
 19 21  1  0
 20 22  2  0
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3397394

   Moracin G

Molecule Features

Natural Product: Yes

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: 308.33

Molecular Weight (Monoisotopic): 308.1049

AlogP: 4.39

#Rotatable Bonds: 1

Polar Surface Area: 62.83

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.82

CX Basic pKa: ┄

CX LogP: 3.90

CX LogD: 3.88

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.65

Np Likeness Score: 1.45

References

1. Naik R, Harmalkar DS, Xu X, Jang K, Lee K..  (2015)  Bioactive benzofuran derivatives: moracins A-Z in medicinal chemistry.,  90  [PMID:25461329] [10.1016/j.ejmech.2014.11.047]

Source

Source(1):

• Scientific Literature