bis(5-methoxybenzo[b]furan-2-yl)methanone

ID: ALA225772

PubChem CID: 13454368

Max Phase: Preclinical

Molecular Formula: C19H14O5

Molecular Weight: 322.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2oc(C(=O)c3cc4cc(OC)ccc4o3)cc2c1

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

Standard InChI Key:  HEAUVWMQZFRPLK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   11.4005   -0.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3969   -1.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1106   -1.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1135   -0.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8277   -0.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8256   -1.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6110   -1.7387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0985   -1.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6144   -0.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9235   -1.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3342   -1.7889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3378   -0.3599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1568   -0.2777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0025    0.3926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6168    0.9431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3288    0.5267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0432    0.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0470    1.7596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3303    2.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6188    1.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6871   -0.2400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6893    0.5850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3307    2.9991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0454    3.4113    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
  1 21  1  0
  8 10  1  0
 21 22  1  0
  5  6  1  0
 19 23  1  0
 10 11  2  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA225772

   Bis(5-methoxybenzo[b]furan-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: -0.25

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