2-[4-(1H-[1,2,4]-triazol-1-yl)phenyl]-1-[3-(trifluoromethyl)-benzyl]-4,6-difluoro-1H-benzo[d]imidazole

ID: ALA564441

PubChem CID: 42645838

Max Phase: Preclinical

Molecular Formula: C23H14F5N5

Molecular Weight: 455.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1cc(F)c2nc(-c3ccc(-n4cncn4)cc3)n(Cc3cccc(C(F)(F)F)c3)c2c1

Standard InChI:  InChI=1S/C23H14F5N5/c24-17-9-19(25)21-20(10-17)32(11-14-2-1-3-16(8-14)23(26,27)28)22(31-21)15-4-6-18(7-5-15)33-13-29-12-30-33/h1-10,12-13H,11H2

Standard InChI Key:  QPEPDZFFSUQCRS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.2304   -8.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1414   -9.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8865   -9.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0795  -10.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5275   -9.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8246  -10.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5696  -11.6786    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.0399  -10.6391    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.6092  -11.1489    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0
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 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA564441

   4,6-Difluoro-2-[4-(1,2,4-triazol-1-yl)phenyl]-1-[[3-(trifluoromethyl)phenyl]methyl]benzimidazole

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: 455.39

Molecular Weight (Monoisotopic): 455.1169

AlogP: 5.63

#Rotatable Bonds: 4

Polar Surface Area: 48.53

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.60

CX LogP: 5.79

CX LogD: 5.79

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.33

Np Likeness Score: -2.15

References

1. Jadhav GR, Shaikh MU, Kale RP, Shiradkar MR, Gill CH..  (2009)  SAR study of clubbed [1,2,4]-triazolyl with fluorobenzimidazoles as antimicrobial and antituberculosis agents.,  44  (7): [PMID:19150154] [10.1016/j.ejmech.2008.12.001]

Source

Source(1):

• Scientific Literature