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

ID: ALA551803

PubChem CID: 42645839

Max Phase: Preclinical

Molecular Formula: C23H17F2N5O

Molecular Weight: 417.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(Cn2c(-c3ccc(-n4cncn4)cc3)nc3c(F)cc(F)cc32)c1

Standard InChI:  InChI=1S/C23H17F2N5O/c1-31-19-4-2-3-15(9-19)12-29-21-11-17(24)10-20(25)22(21)28-23(29)16-5-7-18(8-6-16)30-14-26-13-27-30/h2-11,13-14H,12H2,1H3

Standard InChI Key:  NLHLSSGFVQCMOY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.6047  -13.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6047  -12.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1758  -13.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1758  -12.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3911  -12.0662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9062  -12.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8902  -14.3837    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6633  -12.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1213  -12.0662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1362  -11.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6882  -10.6685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4952  -10.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0472  -10.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7923   -9.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -9.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4333   -9.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7304   -8.4862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2824   -7.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  2  0
  6  4  2  0
 15 16  1  0
  5  6  1  0
 16 17  2  0
 17 12  1  0
  7  8  1  0
 15 18  1  0
 19 20  2  0
  8  9  1  0
  9  5  2  0
  4  1  1  0
  4 10  1  0
 18 19  1  0
 20 21  1  0
 21 22  2  0
 22 18  1  0
  6  7  1  0
  8 23  1  0
  2 11  1  0
 23 24  1  0
 24 25  2  0
  9 12  1  0
 25 26  1  0
  2  3  1  0
 26 27  2  0
 12 13  2  0
 27 28  1  0
  3  7  2  0
 28 29  2  0
 29 24  1  0
 13 14  1  0
 28 30  1  0
  1  2  2  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA551803

   4,6-Difluoro-1-[(3-methoxyphenyl)methyl]-2-[4-(1,2,4-triazol-1-yl)phenyl]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: 417.42

Molecular Weight (Monoisotopic): 417.1401

AlogP: 4.62

#Rotatable Bonds: 5

Polar Surface Area: 57.76

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.60

CX LogP: 4.76

CX LogD: 4.76

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.42

Np Likeness Score: -2.00

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