6-((4'-Fluoro-[1,1'-biphenyl]-3-yl)amino)-3-hydroxypyrimidine-2,4(1H,3H)-dione

ID: ALA4531566

PubChem CID: 129907052

Max Phase: Preclinical

Molecular Formula: C16H12FN3O3

Molecular Weight: 313.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1cc(Nc2cccc(-c3ccc(F)cc3)c2)[nH]c(=O)n1O

Standard InChI:  InChI=1S/C16H12FN3O3/c17-12-6-4-10(5-7-12)11-2-1-3-13(8-11)18-14-9-15(21)20(23)16(22)19-14/h1-9,18,23H,(H,19,22)

Standard InChI Key:  OTMJXKDRXVWDGA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.9872  -15.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9963  -14.5620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7153  -14.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4252  -14.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4161  -15.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6971  -15.8073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2683  -15.7916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7244  -13.3325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2864  -14.1417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1260  -15.8230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2738  -15.4342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5548  -15.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8450  -15.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8540  -14.5935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5730  -14.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2829  -14.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9837  -15.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7027  -15.4499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4125  -15.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4035  -16.6952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6845  -17.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9746  -16.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1133  -17.1155    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  1  0
  1  7  2  0
  3  8  2  0
  2  9  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 17 22  2  0
 11 17  1  0
 20 23  1  0
 10 13  1  0
  5 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4531566

   ---

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: 313.29

Molecular Weight (Monoisotopic): 313.0863

AlogP: 2.32

#Rotatable Bonds: 3

Polar Surface Area: 87.12

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.51

CX Basic pKa: 0.10

CX LogP: 2.50

CX LogD: 0.73

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.65

Np Likeness Score: -0.94

References

1. Tang J, Liu F, Nagy E, Miller L, Kirby KA, Wilson DJ, Wu B, Sarafianos SG, Parniak MA, Wang Z..  (2016)  3-Hydroxypyrimidine-2,4-diones as Selective Active Site Inhibitors of HIV Reverse Transcriptase-Associated RNase H: Design, Synthesis, and Biochemical Evaluations.,  59  (6): [PMID:26927866] [10.1021/acs.jmedchem.5b01879]

Source

Source(1):

• Scientific Literature