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

ID: ALA4532735

PubChem CID: 129907061

Max Phase: Preclinical

Molecular Formula: C17H13ClN2O4

Molecular Weight: 344.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(Oc2ccccc2-c2ccc(Cl)cc2)cc(=O)n(O)c1=O

Standard InChI:  InChI=1S/C17H13ClN2O4/c1-19-16(10-15(21)20(23)17(19)22)24-14-5-3-2-4-13(14)11-6-8-12(18)9-7-11/h2-10,23H,1H3

Standard InChI Key:  GQIUZJKNJVENMM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    9.0587  -10.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0609  -10.0919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7764   -9.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4898  -10.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4877  -10.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7721  -11.3312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3432  -11.3275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7786   -8.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7700  -12.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3475   -9.6775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2011  -11.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6300  -11.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9166  -10.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9188  -10.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6343   -9.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3477  -10.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3456  -10.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6279  -12.1637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3413  -12.5780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3391  -13.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6236  -13.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9102  -13.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9123  -12.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6215  -14.6386    0.0000 Cl  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
  6  9  1  0
  2 10  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
 12 18  1  0
 21 24  1  0
 11 13  1  0
  5 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532735

   ---

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: 344.75

Molecular Weight (Monoisotopic): 344.0564

AlogP: 2.90

#Rotatable Bonds: 3

Polar Surface Area: 73.46

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.44

CX Basic pKa: ┄

CX LogP: 3.56

CX LogD: 1.73

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.74

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