4-(2,4-difluorobenzyl)-1-(2-(2,4-difluorobenzyloxy)-2-(2,4-difluorophenyl)ethyl)-1H-1,2,4-triazol-4-ium chloride

ID: ALA4277728

PubChem CID: 145982691

Max Phase: Preclinical

Molecular Formula: C24H18ClF6N3O

Molecular Weight: 478.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1ccc(COC(Cn2c[n+](Cc3ccc(F)cc3F)cn2)c2ccc(F)cc2F)c(F)c1.[Cl-]

Standard InChI:  InChI=1S/C24H18F6N3O.ClH/c25-17-3-1-15(21(28)7-17)10-32-13-31-33(14-32)11-24(20-6-5-19(27)9-23(20)30)34-12-16-2-4-18(26)8-22(16)29;/h1-9,13-14,24H,10-12H2;1H/q+1;/p-1

Standard InChI Key:  WPNNPENOAIUPFS-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 35 37  0  0  0  0  0  0  0  0999 V2000
   13.5830  -18.9750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.6944  -19.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6933  -19.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4013  -20.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1110  -19.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1082  -19.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3995  -18.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4011  -21.0763    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.8143  -18.6158    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.3971  -17.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1036  -17.3939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8125  -17.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5190  -17.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2260  -17.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9320  -17.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9300  -16.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.5130  -16.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2268  -18.6155    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.6360  -16.1586    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.6882  -17.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9841  -18.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9820  -17.8132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2083  -17.5640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7322  -18.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2118  -18.8791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2165  -19.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5110  -20.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8035  -19.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0985  -20.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1025  -20.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8174  -21.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5195  -20.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2312  -21.3227    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.3976  -21.3439    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
 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: 478.42

Molecular Weight (Monoisotopic): 478.1349

AlogP: 5.01

#Rotatable Bonds: 8

Polar Surface Area: 30.93

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.72

CX LogD: 1.72

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.26

Np Likeness Score: -0.72

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