1-(7-(3-chlorobenzyloxy)-6-hydroxy-4-methoxybenzofuran-5-yl)ethanone

ID: ALA203852

PubChem CID: 11709973

Max Phase: Preclinical

Molecular Formula: C18H15ClO5

Molecular Weight: 346.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(C(C)=O)c(O)c(OCc2cccc(Cl)c2)c2occc12

Standard InChI:  InChI=1S/C18H15ClO5/c1-10(20)14-15(21)18(17-13(6-7-23-17)16(14)22-2)24-9-11-4-3-5-12(19)8-11/h3-8,21H,9H2,1-2H3

Standard InChI Key:  WMADQZSTJRJBHM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    2.5045   -6.5423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5046   -4.8909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7907   -6.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7930   -5.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0061   -5.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5174   -5.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0025   -6.3827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2188   -5.3005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2243   -6.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9427   -6.5398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6546   -5.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9318   -4.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9252   -4.0539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5019   -7.3665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7867   -7.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7841   -8.6007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0682   -9.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0653   -9.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7782  -10.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4958   -9.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4952   -9.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5038   -4.0667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2179   -3.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2104  -10.2452    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
  4  5  1  0
 12 13  2  0
  5  6  2  0
  6  7  1  0
  1 14  1  0
  7  3  1  0
 14 15  1  0
  8  9  2  0
 15 16  1  0
  3  4  1  0
 16 17  2  0
  3  1  2  0
 17 18  1  0
  1  9  1  0
 18 19  2  0
 19 20  1  0
  8  2  1  0
 20 21  2  0
 21 16  1  0
  2  4  2  0
  2 22  1  0
  8 12  1  0
 22 23  1  0
  9 10  1  0
 20 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA203852

   1-(7-(3-Chlorobenzyloxy)-6-hydroxy-4-methoxybenzofuran-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: 346.77

Molecular Weight (Monoisotopic): 346.0608

AlogP: 4.58

#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: 8.56

CX Basic pKa: ┄

CX LogP: 4.05

CX LogD: 4.02

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.68

Np Likeness Score: 0.50

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