1-(4-(benzyloxy)-6-hydroxy-7-methoxybenzofuran-5-yl)ethanone

ID: ALA203798

Cas Number: 119104-31-3

PubChem CID: 11551375

Max Phase: Preclinical

Molecular Formula: C18H16O5

Molecular Weight: 312.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(O)c(C(C)=O)c(OCc2ccccc2)c2ccoc12

Standard InChI:  InChI=1S/C18H16O5/c1-11(19)14-15(20)18(21-2)17-13(8-9-22-17)16(14)23-10-12-6-4-3-5-7-12/h3-9,20H,10H2,1-2H3

Standard InChI Key:  BICYTSYHSUJOTJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -3.9166  -23.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2002  -23.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2031  -22.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9184  -22.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6314  -23.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6301  -22.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4181  -22.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9063  -22.9092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4201  -23.5803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4902  -22.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7743  -22.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4934  -21.2544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4852  -23.7363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9168  -24.5633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9203  -21.2605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6313  -24.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2067  -20.8465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2085  -20.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4949  -19.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4964  -18.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2122  -18.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9281  -18.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9232  -19.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
  1  2  2  0
 10 12  2  0
  5  1  1  0
  2 13  1  0
  2  3  1  0
  1 14  1  0
  4 15  1  0
  3  4  2  0
 14 16  1  0
  6  7  1  0
 15 17  1  0
  7  8  2  0
 17 18  1  0
  8  9  1  0
 18 19  2  0
  9  5  1  0
 19 20  1  0
  4  6  1  0
 20 21  2  0
  3 10  1  0
 21 22  1  0
  5  6  2  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA203798

   1-(4-(Benzyloxy)-6-hydroxy-7-methoxybenzofuran-5-yl)ethanone

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: 312.32

Molecular Weight (Monoisotopic): 312.0998

AlogP: 3.93

#Rotatable Bonds: 5

Polar Surface Area: 68.90

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.58

CX Basic pKa: ┄

CX LogP: 3.45

CX LogD: 3.42

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.72

Np Likeness Score: 0.83

References

1. Harvey AJ, Baell JB, Toovey N, Homerick D, Wulff H..  (2006)  A new class of blockers of the voltage-gated potassium channel Kv1.3 via modification of the 4- or 7-position of khellinone.,  49  (4): [PMID:16480279] [10.1021/jm050839v]

Source

Source(1):

• Scientific Literature