1-(7-(3-fluorobenzyloxy)-6-hydroxy-4-methoxybenzofuran-5-yl)ethanone

ID: ALA204088

PubChem CID: 11530015

Max Phase: Preclinical

Molecular Formula: C18H15FO5

Molecular Weight: 330.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(C(C)=O)c(O)c(OCc2cccc(F)c2)c2occc12

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

Standard InChI Key:  QYVHQWWIBXRECT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    5.2925   -8.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2927   -6.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5790   -7.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5811   -7.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7943   -6.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3057   -7.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7908   -8.1693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0069   -7.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0124   -7.9181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7307   -8.3264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4426   -7.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7197   -6.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7132   -5.8406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2899   -9.1531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5750   -9.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5724  -10.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8564  -10.7948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8535  -11.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5665  -12.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2838  -11.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2832  -10.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9978  -12.0310    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4898   -5.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2919   -5.8526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
 11 12  1  0
  4  5  1  0
 12 13  2  0
  5  6  2  0
  6  7  1  0
  1 14  1  0
  7  3  1  0
 14 15  1  0
  8  9  2  0
 15 16  1  0
  3  4  1  0
 16 17  2  0
  3  1  2  0
 17 18  1  0
  1  9  1  0
 18 19  2  0
 19 20  1  0
  8  2  1  0
 20 21  2  0
 21 16  1  0
  2  4  2  0
  2 24  1  0
  8 12  1  0
 20 22  1  0
 24 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA204088

   1-(7-(3-Fluorobenzyloxy)-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: 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: 8.56

CX Basic pKa: ┄

CX LogP: 3.59

CX LogD: 3.56

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.71

Np Likeness Score: 0.41

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