1-(2-(2,4-difluorophenyl)-2-(4-nitrobenzyloxy)ethyl)-1H-1,2,4-triazole

ID: ALA4292427

PubChem CID: 145988747

Max Phase: Preclinical

Molecular Formula: C17H14F2N4O3

Molecular Weight: 360.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(COC(Cn2cncn2)c2ccc(F)cc2F)cc1

Standard InChI:  InChI=1S/C17H14F2N4O3/c18-13-3-6-15(16(19)7-13)17(8-22-11-20-10-21-22)26-9-12-1-4-14(5-2-12)23(24)25/h1-7,10-11,17H,8-9H2

Standard InChI Key:  BFHIJKJDPQRXMY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   35.9509   -4.6307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9497   -5.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6578   -5.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3674   -5.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3646   -4.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6560   -4.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6576   -6.6764    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.0708   -4.2159    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.6535   -3.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3600   -2.9940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.0690   -3.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7754   -2.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4825   -3.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1885   -2.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1865   -2.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4726   -1.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7695   -2.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9446   -2.9982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2406   -4.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2384   -3.4133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4647   -3.1641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9886   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4682   -4.4792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.8924   -1.7587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.6019   -2.1642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.8889   -0.9415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  3  7  1  0
  5  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  9 18  1  0
 18 20  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  2  0
 15 24  1  0
 24 25  1  0
 24 26  2  0
M  CHG  2  24   1  25  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4292427

   ---

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: 360.32

Molecular Weight (Monoisotopic): 360.1034

AlogP: 3.42

#Rotatable Bonds: 7

Polar Surface Area: 83.08

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.01

CX LogP: 3.40

CX LogD: 3.40

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.48

Np Likeness Score: -1.69

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