1-((4-bromo-2-(2,4-dichlorophenyl)-tetrahydrofuran-2-yl)methyl)-1H-1,2,4-triazole

ID: ALA271579

Cas Number: 116255-48-2

PubChem CID: 3444

Product Number: B114661, Order Now?

Max Phase: Preclinical

Molecular Formula: C13H12BrCl2N3O

Molecular Weight: 377.07

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc(C2(Cn3cncn3)CC(Br)CO2)c(Cl)c1

Standard InChI:  InChI=1S/C13H12BrCl2N3O/c14-9-4-13(20-5-9,6-19-8-17-7-18-19)11-2-1-10(15)3-12(11)16/h1-3,7-9H,4-6H2

Standard InChI Key:  HJJVPARKXDDIQD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   12.4131  -21.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9252  -22.4966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4131  -23.1649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1962  -22.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1962  -22.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8200  -20.5527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8645  -21.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0949  -21.6717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5717  -21.0307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0225  -20.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7501  -21.0752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6944  -21.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6944  -20.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9800  -20.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2655  -20.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2655  -21.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9800  -21.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4131  -20.1772    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.5509  -20.1772    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.8687  -23.3962    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10  6  2  0
  9 11  1  0
  1 11  1  0
  1 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
 13 18  1  0
 15 19  1  0
  4 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA271579

   BROMUCONAZOLE

Molecule Features

Natural Product: Yes

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: 377.07

Molecular Weight (Monoisotopic): 374.9541

AlogP: 3.66

#Rotatable Bonds: 3

Polar Surface Area: 39.94

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.00

CX LogP: 3.38

CX LogD: 3.38

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.77

Np Likeness Score: -0.60

References

1. Ahlström MM, Zamora I..  (2008)  Characterization of type II ligands in CYP2C9 and CYP3A4.,  51  (6): [PMID:18311908] [10.1021/jm701121y]

2. PubChem BioAssay data set, 

3. Meyer MC, Bueno CJ, Souza NLd, Yorinori JT..  (2006)  Effect of doses of fungicides and plant resistance activators on the control of Rhizoctonia foliar blight of soybean, and on Rhizoctonia solani AG1-IA in vitro development,  25  (8): [10.1016/j.cropro.2005.11.008]

4. Klix MB, Verreet JA, Beyer M..  (2007)  Comparison of the declining triazole sensitivity of Gibberella zeae and increased sensitivity achieved by advances in triazole fungicide development,  26  (4): [10.1016/j.cropro.2006.06.006]

5. Leroux P, Gredt M, Remuson F, Micoud A, Walker AS..  (2013)  Fungicide resistance status in French populations of the wheat eyespot fungi Oculimacula acuformis and Oculimacula yallundae.,  69  (1): [PMID:23073993] [10.1002/ps.3408]

6. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays