6-(2,4-Difluorophenyl)-3-(4-(trifluoromethyl)phenyl)-2H-benzo[e][1,3]oxazine-2,4(3H)-dione

ID: ALA3596955

PubChem CID: 86699697

Max Phase: Preclinical

Molecular Formula: C21H10F5NO3

Molecular Weight: 419.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1oc2ccc(-c3ccc(F)cc3F)cc2c(=O)n1-c1ccc(C(F)(F)F)cc1

Standard InChI:  InChI=1S/C21H10F5NO3/c22-13-4-7-15(17(23)10-13)11-1-8-18-16(9-11)19(28)27(20(29)30-18)14-5-2-12(3-6-14)21(24,25)26/h1-10H

Standard InChI Key:  SRPGXRPJGTVMGV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -5.2125    0.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.5317    3.6272    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1925    3.7616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321   -1.3486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8951    2.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1953    3.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4931    2.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4907    1.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1905    0.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7941    3.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7968    4.9432    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.8322    3.1412    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.8346    4.3410    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  6 15  1  0
  7 13  1  0
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  8  9  1  0
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 19  1  2  0
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  8 21  1  0
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 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3596955

   6-(2,4-difluorophenyl)-3-(4-(trifluoromethyl)phenyl)-2H-benzo[e][1,3]oxazine-2,4(3H)-dione

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: 419.31

Molecular Weight (Monoisotopic): 419.0581

AlogP: 4.91

#Rotatable Bonds: 2

Polar Surface Area: 52.21

Molecular Species: ┄

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.63

CX LogD: 5.63

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.43

Np Likeness Score: -1.10

References

1. Lee CC, Liu FL, Chen CL, Chen TC, Liu FC, Ahmed Ali AA, Chang DM, Huang HS..  (2015)  Novel inhibitors of RANKL-induced osteoclastogenesis: Design, synthesis, and biological evaluation of 6-(2,4-difluorophenyl)-3-phenyl-2H-benzo[e][1,3]oxazine-2,4(3H)-diones.,  23  (15): [PMID:26081760] [10.1016/j.bmc.2015.06.007]

Source

Source(1):

• Scientific Literature