4-(2,4-dichlorobenzyl)-1-(2-(2,4-dichlorobenzyloxy)-2-(2,4-difluorophenyl)ethyl)-1H-1,2,4-triazol-4-ium chloride

ID: ALA4293479

PubChem CID: 145986535

Max Phase: Preclinical

Molecular Formula: C24H18Cl5F2N3O

Molecular Weight: 544.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1ccc(C(Cn2c[n+](Cc3ccc(Cl)cc3Cl)cn2)OCc2ccc(Cl)cc2Cl)c(F)c1.[Cl-]

Standard InChI:  InChI=1S/C24H18Cl4F2N3O.ClH/c25-17-3-1-15(21(27)7-17)10-32-13-31-33(14-32)11-24(20-6-5-19(29)9-23(20)30)34-12-16-2-4-18(26)8-22(16)28;/h1-9,13-14,24H,10-12H2;1H/q+1;/p-1

Standard InChI Key:  OPQYMZGDQUWLAC-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 35 37  0  0  0  0  0  0  0  0999 V2000
   37.6848  -10.4009    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   39.9130  -10.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9119  -11.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6199  -11.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3296  -11.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3267  -10.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6181  -10.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6197  -12.5453    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   42.0329  -10.0848    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.6157   -9.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3222   -8.8629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.0311   -9.2694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7376   -8.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4446   -9.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1506   -8.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1486   -8.0393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   42.7316   -8.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4454  -10.0845    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   44.8545   -7.6276    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   39.9068   -8.8671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2027  -10.0950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2005   -9.2822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.4268   -9.0331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.9508   -9.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4304  -10.3482    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.4351  -11.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7296  -11.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0221  -11.1698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3171  -11.5815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3211  -12.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0360  -12.8041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7381  -12.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4498  -12.7917    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   35.6162  -12.8130    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  4  8  1  0
  6  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
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 15 16  2  0
 16 17  1  0
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 18 13  1  0
 14 19  1  0
 16 20  1  0
 10 21  1  0
 21 23  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 22  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 33 34  1  0
 31 35  1  0
M  CHG  2   1  -1  26   1
M  END

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: 544.24

Molecular Weight (Monoisotopic): 542.0167

AlogP: 7.07

#Rotatable Bonds: 8

Polar Surface Area: 30.93

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.56

CX LogD: 3.56

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.22

Np Likeness Score: -1.01

References

1. Zhang Y, Damu GLV, Cui SF, Mi JL, Tangadanchu VKR, Zhou CH..  (2017)  Discovery of potential antifungal triazoles: design, synthesis, biological evaluation, and preliminary antifungal mechanism exploration.,  8  (8): [PMID:30108874] [10.1039/C7MD00112F]

Source

Source(1):

• Scientific Literature