4-(3,4-dichlorobenzyl)-1-(2-(3,4-dichlorobenzyloxy)-2-(2,4-difluorophenyl)ethyl)-1H-1,2,4-triazol-4-ium chloride

ID: ALA4285666

PubChem CID: 145992852

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)c(Cl)c3)cn2)OCc2ccc(Cl)c(Cl)c2)c(F)c1.[Cl-]

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

Standard InChI Key:  YCEPSOAMRHZCQV-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 35 37  0  0  0  0  0  0  0  0999 V2000
    3.6830  -18.5036    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8634  -18.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8622  -19.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5703  -19.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2799  -19.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2771  -18.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5685  -18.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5701  -20.6099    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.9833  -18.1494    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.5660  -17.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2725  -16.9275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9815  -17.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6879  -16.9233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3950  -17.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1010  -16.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0990  -16.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3851  -15.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6820  -16.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8049  -15.6922    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8571  -16.9317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1531  -18.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1509  -17.3468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3772  -17.0977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9012  -17.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3807  -18.4128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3854  -19.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6800  -19.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9725  -19.2344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2675  -19.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2715  -20.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9864  -20.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6884  -20.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5665  -20.8776    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.8097  -17.3288    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9937  -21.6859    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
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 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
 30 33  1  0
 15 34  1  0
 31 35  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: 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: -0.94

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