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

ID: ALA202422

PubChem CID: 11514326

Max Phase: Preclinical

Molecular Formula: C13H14O5

Molecular Weight: 250.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1c(O)c(C(C)=O)c(OC)c2ccoc12

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

Standard InChI Key:  PACCYYUJPQHHRX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    6.1184   -1.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8345   -1.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8316   -0.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1166    0.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4037   -1.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4050   -0.4066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6173   -0.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292   -0.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6153   -1.4901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5443    0.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2601   -0.3992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5411    0.8352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5493   -1.6460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1182   -2.4726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1147    0.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4038   -2.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4036   -3.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8280    1.2430    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
 16 17  1  0
  7  8  2  0
 15 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA202422

   1-(7-Ethoxy-6-hydroxy-4-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: 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: 1.25

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