2-(4-Fluorophenyl)-5-trifluoromethyl-1H-benzimidazole

ID: ALA1092979

Cas Number: 1196131-36-8

PubChem CID: 44543070

Max Phase: Preclinical

Molecular Formula: C14H8F4N2

Molecular Weight: 280.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1ccc(-c2nc3cc(C(F)(F)F)ccc3[nH]2)cc1

Standard InChI:  InChI=1S/C14H8F4N2/c15-10-4-1-8(2-5-10)13-19-11-6-3-9(14(16,17)18)7-12(11)20-13/h1-7H,(H,19,20)

Standard InChI Key:  ZOLVXJWGJKILLK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    5.3194  -11.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3182  -12.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0331  -13.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0313  -11.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7466  -11.7922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7469  -12.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5374  -12.8798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0257  -12.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5369  -11.5352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8474  -12.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2596  -12.9215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0838  -12.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4969  -12.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0797  -11.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2568  -11.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6048  -11.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6046  -10.5585    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8905  -11.7961    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8875  -10.9708    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.3219  -12.2051    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  5  6  1  0
 10 11  2  0
 11 12  1  0
  2  3  1  0
 12 13  2  0
  3  6  2  0
 13 14  1  0
  1  2  2  0
 14 15  2  0
 15 10  1  0
  8 10  1  0
  5  4  2  0
  1 16  1  0
  6  7  1  0
 16 17  1  0
  7  8  1  0
 16 18  1  0
  8  9  2  0
 16 19  1  0
  9  5  1  0
 13 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1092979

   2-(4-Fluorophenyl)-5-(trifluoromethyl)-1H-benzo[d]imidazole

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: 280.22

Molecular Weight (Monoisotopic): 280.0624

AlogP: 4.39

#Rotatable Bonds: 1

Polar Surface Area: 28.68

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.45

CX Basic pKa: 4.97

CX LogP: 4.30

CX LogD: 4.30

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.66

Np Likeness Score: -1.69

References

1. Tonelli M, Simone M, Tasso B, Novelli F, Boido V, Sparatore F, Paglietti G, Pricl S, Giliberti G, Blois S, Ibba C, Sanna G, Loddo R, La Colla P..  (2010)  Antiviral activity of benzimidazole derivatives. II. Antiviral activity of 2-phenylbenzimidazole derivatives.,  18  (8): [PMID:20359898] [10.1016/j.bmc.2010.02.037]

Source

Source(1):

• Scientific Literature