2-(4-Fluoro-phenyl)-2-(2-fluoro-phenyl)-2-phenyl-acetamide

ID: ALA42205

PubChem CID: 9966986

Max Phase: Preclinical

Molecular Formula: C20H15F2NO

Molecular Weight: 323.34

Molecule Type: Small molecule

Names and Identifiers

Synonyms: ICA-15451 | CHEMBL42205|(2-fluorophenyl)-(4-fluorophenyl)phenylacetamide|SCHEMBL1443821|UFALWTGZIJAUPP-UHFFFAOYSA-N|BDBM50099566|ICA-15451|PD177942|(2-fluorophenyl)-(4 fluorophenyl)phenylacetamide|2-(4-Fluoro-phenyl)-2-(2-fluoro-phenyl)-2-phenyl-acetamide

Canonical SMILES:  NC(=O)C(c1ccccc1)(c1ccc(F)cc1)c1ccccc1F

Standard InChI:  InChI=1S/C20H15F2NO/c21-16-12-10-15(11-13-16)20(19(23)24,14-6-2-1-3-7-14)17-8-4-5-9-18(17)22/h1-13H,(H2,23,24)

Standard InChI Key:  UFALWTGZIJAUPP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    1.6625   -4.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4542   -4.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -4.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2750   -3.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2667   -4.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6542   -5.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667   -5.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1000   -3.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0542   -4.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2792   -4.6375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5000   -2.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4417   -5.5292    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042   -2.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6667   -3.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1125   -2.2167    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.7042   -3.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5125   -4.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3625   -5.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9375   -5.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0750   -3.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3542   -6.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6875   -3.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9292   -6.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417   -6.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  1  1  0
  5  3  1  0
  6  1  1  0
  7  2  2  0
  8  4  1  0
  9  4  2  0
 10  2  1  0
 11 14  2  0
 12  5  1  0
 13  8  2  0
 14  9  1  0
 15 11  1  0
 16  3  2  0
 17  5  2  0
 18  6  1  0
 19  6  2  0
 20 16  1  0
 21 18  2  0
 22 20  2  0
 23 19  1  0
 24 23  2  0
 13 11  1  0
 24 21  1  0
 17 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA42205

   (2-Fluorophenyl)-(4-fluorophenyl)phenylacetamide

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: 323.34

Molecular Weight (Monoisotopic): 323.1122

AlogP: 3.78

#Rotatable Bonds: 4

Polar Surface Area: 43.09

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.46

CX LogD: 4.46

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.73

Np Likeness Score: -0.95

References

1. Coghlan MJ, Carroll WA, Gopalakrishnan M..  (2001)  Recent developments in the biology and medicinal chemistry of potassium channel modulators: update from a decade of progress.,  44  (11): [PMID:11356099] [10.1021/jm000484+]

2. McNaughton-Smith GA, Burns JF, Stocker JW, Rigdon GC, Creech C, Arrington S, Shelton T, de Franceschi L..  (2008)  Novel inhibitors of the Gardos channel for the treatment of sickle cell disease.,  51  (4): [PMID:18232633] [10.1021/jm070663s]

Source

Source(1):

• Scientific Literature