3-Fluoro-3-phenyl-6-trifluoromethyl-1,3-dihydro-indol-2-one

ID: ALA8172

PubChem CID: 44265019

Max Phase: Preclinical

Molecular Formula: C15H9F4NO

Molecular Weight: 295.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1Nc2cc(C(F)(F)F)ccc2C1(F)c1ccccc1

Standard InChI:  InChI=1S/C15H9F4NO/c16-14(9-4-2-1-3-5-9)11-7-6-10(15(17,18)19)8-12(11)20-13(14)21/h1-8H,(H,20,21)

Standard InChI Key:  XUDCIPZOHCCBGV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    8.3042    0.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8167   -0.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8167    1.2250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0375    0.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0375    0.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8917    1.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6042    0.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3167    1.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3167   -0.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1292    0.5583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0792   -0.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6042    0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6167   -0.3250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1750    1.7875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4792    0.6583    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.3042    2.0875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.2500   -0.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4792   -1.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0625   -2.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8292   -1.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2292   -2.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  1  0
  5  3  1  0
  6  7  1  0
  7  8  1  0
  8  5  2  0
  9  4  2  0
 10  1  2  0
 11  2  1  0
 12  9  1  0
  2 13  1  0
 14  6  1  0
 15  6  1  0
 16  6  1  0
 17 11  2  0
 18 11  1  0
 19 18  2  0
 20 17  1  0
 21 19  1  0
  5  4  1  0
  7 12  2  0
 20 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA8172

   3-fluoro-3-phenyl-6-(trifluoromethyl)-1H-indol-2-one

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: 295.24

Molecular Weight (Monoisotopic): 295.0620

AlogP: 3.87

#Rotatable Bonds: 1

Polar Surface Area: 29.10

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.56

CX Basic pKa: ┄

CX LogP: 3.79

CX LogD: 3.79

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: -0.45

References

1. Hewawasam P, Gribkoff VK, Pendri Y, Dworetzky SI, Meanwell NA, Martinez E, Boissard CG, Post-Munson DJ, Trojnacki JT, Yeleswaram K, Pajor LM, Knipe J, Gao Q, Perrone R, Starrett JE..  (2002)  The synthesis and characterization of BMS-204352 (MaxiPost) and related 3-fluorooxindoles as openers of maxi-K potassium channels.,  12  (7): [PMID:11909708] [10.1016/s0960-894x(02)00101-4]

Source

Source(1):

• Scientific Literature