bis(benzo[b]furan-2-yl)methanone

ID: ALA226417

Max Phase: Preclinical

Molecular Formula: C17H10O3

Molecular Weight: 262.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1cc2ccccc2o1)c1cc2ccccc2o1

Standard InChI:  InChI=1S/C17H10O3/c18-17(15-9-11-5-1-3-7-13(11)19-15)16-10-12-6-2-4-8-14(12)20-16/h1-10H

Standard InChI Key:  ZLYFWIZGRHGKMM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
   -3.7204    0.1248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7239   -0.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0103   -1.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0073    0.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2931    0.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2952   -0.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099   -0.9595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0223   -0.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5065    0.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1973   -0.2942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2134   -1.0097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2170    0.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0359    0.5014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1184    1.1717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4960    1.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    1.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224    1.7142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9262    2.5387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2095    2.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4979    2.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  8 10  1  0
  5  6  1  0
 10 11  2  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
M  END

Alternative Forms

1. Parent:

   

   ALA226417

   ---

Molecule Features

Natural Product: Yes

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: 262.26

Molecular Weight (Monoisotopic): 262.0630

AlogP: 4.41

#Rotatable Bonds: 2

Polar Surface Area: 43.35

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.59

CX LogD: 3.59

Aromatic Rings: 4

Heavy Atoms: 20

QED Weighted: 0.50

Np Likeness Score: -0.32

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