1-(2-(2,4-difluorophenyl)-2-(2-fluorobenzyloxy)ethyl)-4-(2-fluorobenzyl)-1H-1,2,4-triazol-4-ium chloride

ID: ALA4292851

PubChem CID: 145989421

Max Phase: Preclinical

Molecular Formula: C24H20ClF4N3O

Molecular Weight: 442.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1ccc(C(Cn2c[n+](Cc3ccccc3F)cn2)OCc2ccccc2F)c(F)c1.[Cl-]

Standard InChI:  InChI=1S/C24H20F4N3O.ClH/c25-19-9-10-20(23(28)11-19)24(32-14-18-6-2-4-8-22(18)27)13-31-16-30(15-29-31)12-17-5-1-3-7-21(17)26;/h1-11,15-16,24H,12-14H2;1H/q+1;/p-1

Standard InChI Key:  DYPRYXFENCXVHF-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
   35.5469  -17.7100    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   37.7380  -17.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7368  -18.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4449  -19.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1545  -18.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1517  -17.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4431  -17.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4447  -19.9661    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.8579  -17.5055    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.4406  -16.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1471  -16.2836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.8560  -16.6901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5625  -16.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2695  -16.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9755  -16.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9735  -15.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2596  -15.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5566  -15.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2704  -17.5053    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.7317  -16.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0277  -17.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0255  -16.7030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.2518  -16.4538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7757  -17.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2553  -17.7689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.2600  -18.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5546  -18.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8470  -18.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1421  -19.0023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1461  -19.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8609  -20.2249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5630  -19.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2747  -20.2124    0.0000 F   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
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 14 19  1  0
 10 20  1  0
 20 22  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 21  2  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 32 33  1  0
M  CHG  2   1  -1  25   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: 442.44

Molecular Weight (Monoisotopic): 442.1537

AlogP: 4.73

#Rotatable Bonds: 8

Polar Surface Area: 30.93

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.43

CX LogD: 1.43

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.29

Np Likeness Score: -0.91

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