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

ID: ALA382901

PubChem CID: 44407642

Max Phase: Preclinical

Molecular Formula: C17H14O5

Molecular Weight: 298.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(C(C)=O)c(O)c(Oc2ccccc2)c2occc12

Standard InChI:  InChI=1S/C17H14O5/c1-10(18)13-14(19)17(22-11-6-4-3-5-7-11)16-12(8-9-21-16)15(13)20-2/h3-9,19H,1-2H3

Standard InChI Key:  IFOHUKNVHXONHS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -3.4166   -8.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7002   -8.3427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7031   -7.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4184   -7.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1314   -8.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1301   -7.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9180   -7.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4063   -7.9268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9200   -8.5980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9902   -7.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2743   -7.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9934   -6.2722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9852   -8.7540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4168   -9.5809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4203   -6.2783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7025   -9.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7068  -10.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9934  -11.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2780  -10.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2804   -9.9877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9944   -9.5788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7067   -5.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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  2  0
  7  8  2  0
 17 18  1  0
  8  9  1  0
 18 19  2  0
  9  5  1  0
 19 20  1  0
  4  6  1  0
 20 21  2  0
 21 16  1  0
  3 10  1  0
 15 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA382901

   1-(6-Hydroxy-4-methoxy-7-phenoxybenzofuran-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: 298.29

Molecular Weight (Monoisotopic): 298.0841

AlogP: 4.14

#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: 7.18

CX Basic pKa: ┄

CX LogP: 3.38

CX LogD: 2.96

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.73

Np Likeness Score: 0.89

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