1-(4-(2-fluorobenzyloxy)-6-hydroxy-7-methoxybenzofuran-5-yl)ethanone

ID: ALA204256

PubChem CID: 11616890

Max Phase: Preclinical

Molecular Formula: C18H15FO5

Molecular Weight: 330.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(O)c(C(C)=O)c(OCc2ccccc2F)c2ccoc12

Standard InChI:  InChI=1S/C18H15FO5/c1-10(20)14-15(21)18(22-2)17-12(7-8-23-17)16(14)24-9-11-5-3-4-6-13(11)19/h3-8,21H,9H2,1-2H3

Standard InChI Key:  ICSZVXJBGCIYFT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -3.5612   -0.8043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8438   -1.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1272   -0.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1331    0.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5636    0.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8464    0.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0200    1.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8446    1.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1804    0.5749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4209    0.4445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4252    1.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7129    1.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0059    1.2728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7177    1.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7090    2.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0079    2.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7167    2.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4100   -1.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4043   -2.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6983   -0.7861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8399   -2.0408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2745   -1.2188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2722   -2.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0088    0.4478    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
 11 12  1  0
  5  1  1  0
 12 13  2  0
  2  3  1  0
 13 14  1  0
 14 15  2  0
  3  4  2  0
 15 16  1  0
  6  7  1  0
 16 17  2  0
 17 12  1  0
  7  8  2  0
  3 18  1  0
  8  9  1  0
 18 19  1  0
  9  5  1  0
 18 20  2  0
  4  6  1  0
  2 21  1  0
  4 10  1  0
  1 22  1  0
  5  6  2  0
 22 23  1  0
 10 11  1  0
 13 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA204256

   1-(4-(2-Fluorobenzyloxy)-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: 330.31

Molecular Weight (Monoisotopic): 330.0904

AlogP: 4.07

#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: 3.59

CX LogD: 3.56

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.71

Np Likeness Score: 0.26

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