5-((2-((3-chloro-5-(trifluoromethyl)pyridin-2-yloxy)methyl)phenyl)(methoxy)methyl)-3-methylisoxazole

ID: ALA2289643

PubChem CID: 18332475

Max Phase: Preclinical

Molecular Formula: C19H16ClF3N2O3

Molecular Weight: 412.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(c1cc(C)no1)c1ccccc1COc1ncc(C(F)(F)F)cc1Cl

Standard InChI:  InChI=1S/C19H16ClF3N2O3/c1-11-7-16(28-25-11)17(26-2)14-6-4-3-5-12(14)10-27-18-15(20)8-13(9-24-18)19(21,22)23/h3-9,17H,10H2,1-2H3

Standard InChI Key:  RFOVDOFZPFAXDD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   20.3774  -15.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3754  -16.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0895  -16.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8072  -16.5800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8057  -15.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5193  -15.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2346  -15.7544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5177  -14.5182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2315  -14.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3200  -16.5796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1282  -16.7499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5387  -16.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9829  -15.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3589  -15.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0967  -14.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3832  -14.1095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3851  -13.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1027  -12.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1050  -12.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3909  -11.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6731  -12.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6744  -12.8768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3916  -10.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1065  -10.4019    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.6776  -10.4005    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.3872   -9.9874    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.8149  -13.2943    0.0000 Cl  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
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  6  1  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
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  8 11  1  0
 12 13  2  0
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  1 16  1  0
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 24 25  1  0
 24 26  1  0
 24 27  1  0
 19 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289643

   5-[2-(3-Chloro-5-trifluoromethyl-2-pyridyloxymethyl)-alpha-methoxybenzyl]-3-methylisoxazole

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: 412.80

Molecular Weight (Monoisotopic): 412.0802

AlogP: 5.37

#Rotatable Bonds: 6

Polar Surface Area: 57.38

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.16

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.54

Np Likeness Score: -1.47

References

1. KAI H, ICHIBA T, OHTSUKA T, TAKASE A, MASUKO M.  (2000)  Synthesis and Fungicidal Activities of (-Methoxybenzyl) isoxazoles,  25  (3): [10.1584/jpestics.25.240]

Source

Source(1):

• Scientific Literature