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

ID: ALA2289405

PubChem CID: 76323948

Max Phase: Preclinical

Molecular Formula: C18H14ClF3N2O3

Molecular Weight: 398.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(c1cc(C)no1)c1ccccc1Oc1ncc(C(F)(F)F)cc1Cl

Standard InChI:  InChI=1S/C18H14ClF3N2O3/c1-10-7-15(27-24-10)16(25-2)12-5-3-4-6-14(12)26-17-13(19)8-11(9-23-17)18(20,21)22/h3-9,16H,1-2H3

Standard InChI Key:  LUKJEUFBQYVEFB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   18.7943   -8.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7924   -9.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5066   -9.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2243   -9.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2226   -8.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9364   -7.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6517   -8.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9348   -6.9935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6484   -6.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7371   -9.0548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5452   -9.2251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9558   -8.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3999   -7.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7759   -8.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5137   -6.9988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8002   -6.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8049   -5.7598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0923   -5.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3759   -5.7567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3766   -6.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0899   -6.9963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5212   -5.3504    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.6618   -5.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6626   -4.5185    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.9470   -5.7553    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.9417   -4.9292    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  4  2  0
  4  5  1  0
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  6  1  1  0
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  9 10  1  0
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  8 11  1  0
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  1 16  1  0
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 17 18  2  0
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 20 24  1  0
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 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289405

   5-[[2-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]oxyphenyl]-methoxymethyl]-3-methyl-1,2-oxazole

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: 398.77

Molecular Weight (Monoisotopic): 398.0645

AlogP: 5.58

#Rotatable Bonds: 5

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: 0.60

CX LogP: 4.41

CX LogD: 4.41

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.56

Np Likeness Score: -1.43

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