(benzo[b]furan-2-yl)-(1H-indol-2-yl)methanone

ID: ALA226183

PubChem CID: 44423635

Max Phase: Preclinical

Molecular Formula: C17H11NO2

Molecular Weight: 261.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1cc2ccccc2[nH]1)c1cc2ccccc2o1

Standard InChI:  InChI=1S/C17H11NO2/c19-17(14-9-11-5-1-3-7-13(11)18-14)16-10-12-6-2-4-8-15(12)20-16/h1-10,18H

Standard InChI Key:  NWBGABGOSKEFQJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
    3.4921  -18.8960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4886  -19.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2022  -20.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2052  -18.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9194  -18.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9173  -19.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7026  -19.9804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1902  -19.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7060  -18.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0152  -19.3150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4259  -20.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4295  -18.6016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2484  -18.5194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0941  -17.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7085  -17.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4204  -17.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1349  -17.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1387  -16.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4220  -16.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7104  -16.4782    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:

   

   ALA226183

   (benzo[b]furan-2-yl)-(1H-indol-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: 261.28

Molecular Weight (Monoisotopic): 261.0790

AlogP: 4.15

#Rotatable Bonds: 2

Polar Surface Area: 46.00

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.12

CX Basic pKa: ┄

CX LogP: 3.53

CX LogD: 3.53

Aromatic Rings: 4

Heavy Atoms: 20

QED Weighted: 0.55

Np Likeness Score: -0.57

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