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

ID: ALA376787

PubChem CID: 11098310

Max Phase: Preclinical

Molecular Formula: C17H12N2O3

Molecular Weight: 292.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc2oc(C(=O)c3cc4cc(N)ccc4o3)cc2c1

Standard InChI:  InChI=1S/C17H12N2O3/c18-11-1-3-13-9(5-11)7-15(21-13)17(20)16-8-10-6-12(19)2-4-14(10)22-16/h1-8H,18-19H2

Standard InChI Key:  UMBJVNBINWLZLH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   -3.3829  -18.7377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3864  -19.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6728  -19.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6698  -18.3270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9556  -18.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9577  -19.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1724  -19.8220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6848  -19.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1690  -18.4848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1402  -19.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5509  -19.8722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5545  -18.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3734  -18.3611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2191  -17.6908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8335  -17.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5454  -17.5566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2599  -17.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2637  -16.3238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5470  -15.9092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8354  -16.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0962  -18.3233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5474  -15.0842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  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
  4  1  1  0
  1 21  1  0
  8 10  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA376787

   Bis(5-aminobenzo[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: 292.29

Molecular Weight (Monoisotopic): 292.0848

AlogP: 3.57

#Rotatable Bonds: 2

Polar Surface Area: 95.39

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.53

CX LogP: 1.93

CX LogD: 1.93

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.43

Np Likeness Score: -0.27

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