5-acetyl-4-ethoxy-6-hydroxy-7-methoxybenzofuran

ID: ALA381818

Cas Number: 75884-10-5

PubChem CID: 12672362

Max Phase: Preclinical

Molecular Formula: C13H14O5

Molecular Weight: 250.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1c(C(C)=O)c(O)c(OC)c2occc12

Standard InChI:  InChI=1S/C13H14O5/c1-4-17-11-8-5-6-18-12(8)13(16-3)10(15)9(11)7(2)14/h5-6,15H,4H2,1-3H3

Standard InChI Key:  JDSQUKCCPJQTQI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -3.8199  -16.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1037  -15.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1065  -15.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8217  -14.7159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5345  -15.9557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5333  -15.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3210  -14.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8091  -15.5394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3230  -16.2105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3938  -14.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6781  -15.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3969  -13.8851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3888  -16.3665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8201  -17.1931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8235  -13.8911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1059  -17.6057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5387  -13.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5405  -12.6556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  9  5  1  0
  4  6  1  0
  3 10  1  0
  5  6  2  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
M  END

Alternative Forms

1. Parent:

   

   ALA381818

   1-(4-Ethoxy-6-hydroxy-7-methoxy-1-benzofuran-5-yl)ethan-1-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: 250.25

Molecular Weight (Monoisotopic): 250.0841

AlogP: 2.75

#Rotatable Bonds: 4

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: 2.08

CX LogD: 2.05

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.84

Np Likeness Score: 1.11

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