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

ID: ALA203927

PubChem CID: 44407783

Max Phase: Preclinical

Molecular Formula: C17H14O5

Molecular Weight: 298.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(O)c(C(C)=O)c(Oc2ccccc2)c2ccoc12

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

Standard InChI Key:  FZIZHWGMMSSPFV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   12.4819  -16.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1982  -16.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1953  -15.3740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4801  -14.9649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7670  -16.2049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7683  -15.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9804  -15.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4922  -15.7885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9784  -16.4598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9082  -14.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6241  -15.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9050  -14.1339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9132  -16.6158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4817  -17.4427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4782  -14.1400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1959  -17.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7629  -13.7290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7654  -12.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0510  -12.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3365  -12.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3410  -13.7367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0560  -14.1439    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
 15 17  1  0
  7  8  2  0
 17 18  2  0
  8  9  1  0
 18 19  1  0
  9  5  1  0
 19 20  2  0
  4  6  1  0
 20 21  1  0
  3 10  1  0
 21 22  2  0
 22 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA203927

   1-(6-Hydroxy-7-methoxy-4-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: 8.23

CX Basic pKa: ┄

CX LogP: 3.38

CX LogD: 3.32

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.73

Np Likeness Score: 0.91

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