5-acetyl-4,7-diethoxy-6-hydroxybenzofuran

ID: ALA205069

Cas Number: 88349-53-5

PubChem CID: 11514486

Max Phase: Preclinical

Molecular Formula: C14H16O5

Molecular Weight: 264.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1c(C(C)=O)c(O)c(OCC)c2occc12

Standard InChI:  InChI=1S/C14H16O5/c1-4-17-12-9-6-7-19-13(9)14(18-5-2)11(16)10(12)8(3)15/h6-7,16H,4-5H2,1-3H3

Standard InChI Key:  SNDWDSDJDCNZNR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   -3.5226   -8.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5224   -7.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2368   -8.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2346   -7.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0221   -7.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5112   -8.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0258   -8.8060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8075   -7.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8021   -8.5544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5232   -6.4879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0951   -7.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3788   -7.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0990   -6.4821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0873   -8.9662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5252   -9.7906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8120  -10.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2380   -6.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8146  -11.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9520   -6.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0
  1  9  1  0
  2 10  1  0
  8 11  1  0
  8  2  1  0
 11 12  1  0
  2  4  2  0
 11 13  2  0
  4  5  1  0
  9 14  1  0
  5  6  2  0
  1 15  1  0
  6  7  1  0
 15 16  1  0
  7  3  1  0
 10 17  1  0
  8  9  2  0
 16 18  1  0
  3  4  1  0
 17 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA205069

   5-Acetyl-4,7-diethoxy-6-hydroxybenzofuran

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: 8.57

CX Basic pKa: ┄

CX LogP: 2.43

CX LogD: 2.41

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.84

Np Likeness Score: 1.02

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