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

ID: ALA4531433

PubChem CID: 129907295

Max Phase: Preclinical

Molecular Formula: C18H16N2O5

Molecular Weight: 340.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccc(Oc3cc(=O)n(O)c(=O)n3C)cc2)cc1

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

Standard InChI Key:  UBSXFUQYVXJAEL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.4059  -26.0933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1216  -26.5036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1242  -27.3286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8399  -27.7389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8424  -28.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5531  -27.3242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2688  -27.7345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9820  -27.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6978  -27.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4110  -27.3155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4084  -26.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1216  -26.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8374  -26.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5506  -26.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5481  -25.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2613  -24.8317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9770  -25.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8323  -24.8361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1191  -25.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6927  -26.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9795  -26.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5506  -26.4992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8348  -26.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8323  -25.2639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4110  -27.7433    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
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 11 12  1  0
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 13 14  1  0
 14 15  2  0
 15 16  1  0
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 15 18  1  0
 18 19  2  0
 12 19  1  0
 11 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:

   

   ALA4531433

   ---

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: -0.20

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