1-(4-((3-(3,4-Difluorophenyl)isoxazol-5-yl)methoxy)phenyl)-3-phenylprop-2-en-1-one

ID: ALA4475422

PubChem CID: 132578486

Max Phase: Preclinical

Molecular Formula: C25H17F2NO3

Molecular Weight: 417.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccccc1)c1ccc(OCc2cc(-c3ccc(F)c(F)c3)no2)cc1

Standard InChI:  InChI=1S/C25H17F2NO3/c26-22-12-9-19(14-23(22)27)24-15-21(31-28-24)16-30-20-10-7-18(8-11-20)25(29)13-6-17-4-2-1-3-5-17/h1-15H,16H2/b13-6+

Standard InChI Key:  BXIZOAFMLBBSBY-AWNIVKPZSA-N

Molfile:  

 
     RDKit          2D

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   13.9020  -12.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6216  -13.1085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1968  -13.9421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3340  -12.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3267  -11.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0392  -11.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7546  -11.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7619  -12.6854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0496  -13.1001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4741  -12.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.0390  -11.8938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7513  -11.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4668  -11.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3234  -11.4833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3161  -10.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8491  -10.5919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2946   -9.9802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7014   -9.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5086   -9.4300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6007  -10.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2898   -8.5494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4666   -8.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0551   -7.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4667   -7.1193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2940   -7.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7055   -7.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2298   -7.8320    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.0545   -6.4043    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  1  4  2  0
  5  6  1  0
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 11 16  2  0
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 24 25  1  0
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 28 29  1  0
 24 29  2  0
 21 24  1  0
 18 23  1  0
 14 17  1  0
  1 11  1  0
 26 30  1  0
 27 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475422

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 417.41

Molecular Weight (Monoisotopic): 417.1176

AlogP: 6.09

#Rotatable Bonds: 7

Polar Surface Area: 52.33

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.06

CX LogD: 6.06

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.27

Np Likeness Score: -1.33

References

1. Niu C, Yin L, Nie LF, Dou J, Zhao JY, Li G, Aisa HA..  (2016)  Synthesis and bioactivity of novel isoxazole chalcone derivatives on tyrosinase and melanin synthesis in murine B16 cells for the treatment of vitiligo.,  24  (21): [PMID:27622747] [10.1016/j.bmc.2016.08.066]

Source

Source(1):

• Scientific Literature