bis(7-methoxybenzo[b]furan-2-yl)methanone

ID: ALA389234

Cas Number: 95204-09-4

PubChem CID: 13393482

Max Phase: Preclinical

Molecular Formula: C19H14O5

Molecular Weight: 322.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc2cc(C(=O)c3cc4cccc(OC)c4o3)oc12

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

Standard InChI Key:  NJKZFKQLDOVFGO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    4.5588   -5.7085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5553   -6.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2689   -6.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2718   -5.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9860   -5.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9839   -6.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7693   -6.7929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2568   -6.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7727   -5.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0818   -6.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4925   -6.8430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4961   -5.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3151   -5.3319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1608   -4.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7752   -4.1110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4871   -4.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2016   -4.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2053   -3.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4886   -2.8801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7771   -3.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9142   -4.5348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9105   -5.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2687   -7.7758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5542   -8.1882    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
 17 21  1  0
  8 10  1  0
 21 22  1  0
  5  6  1  0
  3 23  1  0
 10 11  2  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA389234

   Bis(7-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: -0.22

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