4-((1H-1,2,4-triazol-1-yl)methyl)-4-(2,4-difluorophenyl)-2-(3'-fluoro-[1,1'-biphenyl]-4-yl)-4,5-dihydrooxazole

ID: ALA4878685

PubChem CID: 155672468

Max Phase: Preclinical

Molecular Formula: C24H17F3N4O

Molecular Weight: 434.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Fc1cccc(-c2ccc(C3=NC(Cn4cncn4)(c4ccc(F)cc4F)CO3)cc2)c1

Standard InChI:  InChI=1S/C24H17F3N4O/c25-19-3-1-2-18(10-19)16-4-6-17(7-5-16)23-30-24(13-32-23,12-31-15-28-14-29-31)21-9-8-20(26)11-22(21)27/h1-11,14-15H,12-13H2

Standard InChI Key:  FCMUIKBWXRDRMN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.1259   -8.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3961   -7.8986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2120   -6.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1666   -9.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7485   -9.1637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5177   -7.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2852   -8.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.4756   -9.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8966  -11.7294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9132   -9.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9106  -12.6195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2315  -12.4802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8963  -10.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3069  -11.0226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0810  -11.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6217  -13.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2285   -9.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0833  -10.2222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6211   -9.0139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2609  -10.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0457  -10.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2516   -9.6604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6664   -9.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8838   -9.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0466   -9.4401    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.0516  -11.4638    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.1746   -5.9469    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
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  6  9  2  0
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  7  2  1  0
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 18 19  1  0
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 19 14  1  0
 15  7  1  0
  1 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29  1  1  0
 27 30  1  0
 25 31  1  0
  6 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878685

   ---

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: 434.42

Molecular Weight (Monoisotopic): 434.1354

AlogP: 4.73

#Rotatable Bonds: 5

Polar Surface Area: 52.30

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.29

CX LogP: 5.13

CX LogD: 5.13

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.46

Np Likeness Score: -0.86

References

1. Zhao L, Yin W, Sun Y, Sun N, Tian L, Zheng Y, Zhang C, Zhao S, Su X, Zhao D, Cheng M..  (2021)  Improving the metabolic stability of antifungal compounds based on a scaffold hopping strategy: Design, synthesis, and structure-activity relationship studies of dihydrooxazole derivatives.,  224  [PMID:34364163] [10.1016/j.ejmech.2021.113715]

Source

Source(1):

• Scientific Literature