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

ID: ALA4537227

PubChem CID: 145999066

Max Phase: Preclinical

Molecular Formula: C18H13FN2O4

Molecular Weight: 340.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2ccc(C(=O)c3cc(=O)n(O)c(=O)[nH]3)cc2)ccc1F

Standard InChI:  InChI=1S/C18H13FN2O4/c1-10-8-13(6-7-14(10)19)11-2-4-12(5-3-11)17(23)15-9-16(22)21(25)18(24)20-15/h2-9,25H,1H3,(H,20,24)

Standard InChI Key:  XXRONWQXWLRHIN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   23.7233  -21.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7233  -22.3820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4327  -22.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1421  -22.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1421  -21.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4327  -21.1479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8552  -21.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5617  -21.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8575  -20.3328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5577  -22.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2675  -22.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9815  -22.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9813  -21.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2709  -21.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0103  -21.1541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4327  -23.6119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0121  -22.7957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6911  -22.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6884  -23.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3988  -24.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1122  -23.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1109  -22.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4000  -22.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8220  -22.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8240  -24.0362    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  8  1  0
  1 15  2  0
  3 16  2  0
  2 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 12 18  1  0
 22 24  1  0
 21 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537227

   ---

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: 340.31

Molecular Weight (Monoisotopic): 340.0859

AlogP: 2.12

#Rotatable Bonds: 3

Polar Surface Area: 92.16

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.51

CX Basic pKa: ┄

CX LogP: 2.83

CX LogD: 1.05

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.56

Np Likeness Score: -0.63

References

1. Tang J, Do HT, Huber AD, Casey MC, Kirby KA, Wilson DJ, Kankanala J, Parniak MA, Sarafianos SG, Wang Z..  (2019)  Pharmacophore-based design of novel 3-hydroxypyrimidine-2,4-dione subtypes as inhibitors of HIV reverse transcriptase-associated RNase H: Tolerance of a nonflexible linker.,  166  [PMID:30739822] [10.1016/j.ejmech.2019.01.081]

Source

Source(1):

• Scientific Literature