3-Hydroxy-6-((2'-methoxy-[1,1'-biphenyl]-3-yl)oxy)-1-methylpyrimidine-2,4(1H,3H)-dione

ID: ALA4535894

PubChem CID: 129906745

Max Phase: Preclinical

Molecular Formula: C18H16N2O5

Molecular Weight: 340.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1-c1cccc(Oc2cc(=O)n(O)c(=O)n2C)c1

Standard InChI:  InChI=1S/C18H16N2O5/c1-19-17(11-16(21)20(23)18(19)22)25-13-7-5-6-12(10-13)14-8-3-4-9-15(14)24-2/h3-11,23H,1-2H3

Standard InChI Key:  YMVHVXKRHMOFTO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    0.9164  -10.8707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6309  -11.2832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6309  -12.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454  -12.5207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454  -13.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0599  -12.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7743  -12.5207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4888  -12.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2033  -12.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9177  -12.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6322  -12.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6322  -13.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3467  -13.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0612  -13.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0612  -12.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3467  -12.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3467  -11.2832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0612  -10.8707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9177  -11.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2033  -10.8707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4888  -11.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0599  -11.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454  -10.8707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454  -10.0457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9164  -12.5207    0.0000 O   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  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 11 16  1  0
 16 17  1  0
 17 18  1  0
 10 19  2  0
 19 20  1  0
 20 21  2  0
  8 21  1  0
  6 22  2  0
 22 23  1  0
  2 23  1  0
 23 24  2  0
  3 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535894

   ---

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: 340.34

Molecular Weight (Monoisotopic): 340.1059

AlogP: 2.25

#Rotatable Bonds: 4

Polar Surface Area: 82.69

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.44

CX Basic pKa: ┄

CX LogP: 2.79

CX LogD: 0.97

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -0.32

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