1-(6-hydroxy-4-methoxy-7-propoxybenzofuran-5-yl)ethanone

ID: ALA202082

PubChem CID: 11579816

Max Phase: Preclinical

Molecular Formula: C14H16O5

Molecular Weight: 264.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOc1c(O)c(C(C)=O)c(OC)c2ccoc12

Standard InChI:  InChI=1S/C14H16O5/c1-4-6-18-14-11(16)10(8(2)15)12(17-3)9-5-7-19-13(9)14/h5,7,16H,4,6H2,1-3H3

Standard InChI Key:  GMVZDPHQNSOEOK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   13.7122   -1.7110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4287   -1.2977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4258   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7104   -0.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9974   -1.2982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9986   -0.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2107   -0.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7224   -0.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2087   -1.5531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1387   -0.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8547   -0.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1356    0.7730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1438   -1.7091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7120   -2.5360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7086    0.7670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4264   -2.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4262   -3.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1406   -4.1864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4222    1.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 17 18  1  0
  8  9  1  0
 15 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA202082

   1-(6-Hydroxy-4-methoxy-7-propoxybenzofuran-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: 264.28

Molecular Weight (Monoisotopic): 264.0998

AlogP: 3.14

#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: 2.60

CX LogD: 2.57

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.84

Np Likeness Score: 1.24

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