6-((2',4'-Dimethoxy-[1,1'-biphenyl]-4-yl)amino)-3-hydroxy-1-methylpyrimidine-2,4(1H,3H)-dione

ID: ALA4540166

PubChem CID: 129905847

Max Phase: Preclinical

Molecular Formula: C19H19N3O5

Molecular Weight: 369.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccc(Nc3cc(=O)n(O)c(=O)n3C)cc2)c(OC)c1

Standard InChI:  InChI=1S/C19H19N3O5/c1-21-17(11-18(23)22(25)19(21)24)20-13-6-4-12(5-7-13)15-9-8-14(26-2)10-16(15)27-3/h4-11,20,25H,1-3H3

Standard InChI Key:  RYEDJJCQUAOJMS-UHFFFAOYSA-N

Molfile:  

 
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   12.1379   -8.1624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1266   -8.9873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8353   -9.4096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8240  -10.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5554   -9.0069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2641   -9.4292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   15.6929   -9.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4130   -9.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4243   -8.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1444   -7.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8531   -8.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8418   -9.0659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5505   -9.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5732   -7.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5846   -7.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3046   -6.6107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3160   -5.7858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8758   -6.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1557   -6.9937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7156   -7.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9955   -8.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5667   -8.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8580   -7.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8693   -6.9348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4065   -9.3899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  3 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540166

   ---

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: 369.38

Molecular Weight (Monoisotopic): 369.1325

AlogP: 2.21

#Rotatable Bonds: 5

Polar Surface Area: 94.72

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.50

CX Basic pKa: ┄

CX LogP: 2.27

CX LogD: 0.48

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.67

Np Likeness Score: -0.48

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