bis(4-methoxybenzo[b]furan-2-yl)methanone

ID: ALA389233

Cas Number: 95790-49-1

PubChem CID: 13454369

Max Phase: Preclinical

Molecular Formula: C19H14O5

Molecular Weight: 322.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc2oc(C(=O)c3cc4c(OC)cccc4o3)cc12

Standard InChI:  InChI=1S/C19H14O5/c1-21-13-5-3-7-15-11(13)9-17(23-15)19(20)18-10-12-14(22-2)6-4-8-16(12)24-18/h3-10H,1-2H3

Standard InChI Key:  XNVIISAXFPSFKC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    3.2463   -0.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2428   -1.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9564   -1.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9593   -0.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6735   -0.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6714   -1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4568   -1.6220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9443   -0.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4602   -0.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7693   -0.9567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1800   -1.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1836   -0.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0026   -0.1611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8483    0.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4627    1.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1746    0.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8891    1.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8928    1.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1761    2.2908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4646    1.8801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9592    0.6980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6737    1.1106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7507    2.2935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7517    3.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 12  1  0
 12 13  1  0
  2  3  1  0
  3  6  2  0
 13 16  1  0
 15 14  1  0
 14 12  2  0
  1  2  2  0
  5  4  2  0
 15 16  2  0
  6  7  1  0
 16 17  1  0
  7  8  1  0
 17 18  2  0
  8  9  2  0
 18 19  1  0
  9  5  1  0
 19 20  2  0
 20 15  1  0
  4  1  1  0
  4 21  1  0
  8 10  1  0
 21 22  1  0
  5  6  1  0
 20 23  1  0
 10 11  2  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA389233

   Bis(4-methoxy-1-benzofuran-2-yl)methanone

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: 322.32

Molecular Weight (Monoisotopic): 322.0841

AlogP: 4.43

#Rotatable Bonds: 4

Polar Surface Area: 61.81

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.28

CX LogD: 3.28

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.52

Np Likeness Score: -0.06

References

1. Mahboobi S, Uecker A, Cénac C, Sellmer A, Eichhorn E, Elz S, Böhmer FD, Dove S..  (2007)  Inhibition of FLT3 and PDGFR tyrosine kinase activity by bis(benzo[b]furan-2-yl)methanones.,  15  (5): [PMID:17210255] [10.1016/j.bmc.2006.12.011]

Source

Source(1):

• Scientific Literature