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

ID: ALA561723

PubChem CID: 42646076

Max Phase: Preclinical

Molecular Formula: C22H15F2N5O2S

Molecular Weight: 451.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)n2c(-c3ccc(-n4cncn4)cc3)nc3c(F)cc(F)cc32)cc1

Standard InChI:  InChI=1S/C22H15F2N5O2S/c1-14-2-8-18(9-3-14)32(30,31)29-20-11-16(23)10-19(24)21(20)27-22(29)15-4-6-17(7-5-15)28-13-25-12-26-28/h2-13H,1H3

Standard InChI Key:  HUMRHCFDTMKLRU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -4.2632   -6.8482    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7481   -7.5156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5327   -7.2607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5327   -6.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7481   -6.1807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0514   -8.5552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 16 17  1  0
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  4  5  2  0
 10 19  1  0
  9 10  2  0
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  2  3  2  0
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  5  6  1  0
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  3  4  1  0
  1 31  2  0
  5  8  1  0
  1 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA561723

   4,6-Difluoro-1-(p-tolylsulfonyl)-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: 451.46

Molecular Weight (Monoisotopic): 451.0915

AlogP: 4.11

#Rotatable Bonds: 4

Polar Surface Area: 82.67

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.63

CX LogP: 4.41

CX LogD: 4.41

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.41

Np Likeness Score: -2.03

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