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

ID: ALA425404

PubChem CID: 11701676

Max Phase: Preclinical

Molecular Formula: C14H16O5

Molecular Weight: 264.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOc1c(C(C)=O)c(O)c(OC)c2occc12

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

Standard InChI Key:  KEQIXBJIPAZCNV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    4.1122  -16.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8287  -15.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8258  -15.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1104  -14.6289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3974  -15.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3987  -15.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6107  -14.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1224  -15.4526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6087  -16.1239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5387  -14.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2547  -15.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5356  -13.7978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5438  -16.2799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1120  -17.1069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1086  -13.8039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3974  -17.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3932  -13.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3914  -12.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6760  -12.1570    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
 15 17  1  0
  7  8  2  0
 17 18  1  0
  8  9  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA425404

   1-(6-Hydroxy-7-methoxy-4-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: 1.10

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