5-((4-Fluorophenyl)(5-methyl-3-oxo-2,3-dihydro-1H-pyrazol-4-yl)methyl)pyrimidine-2,4,6(1H,3H,5H)-trione

ID: ALA3735163

PubChem CID: 127035112

Max Phase: Preclinical

Molecular Formula: C15H13FN4O4

Molecular Weight: 332.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1[nH][nH]c(=O)c1[C@@H](c1ccc(F)cc1)c1c(O)[nH]c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C15H13FN4O4/c1-6-9(14(23)20-19-6)10(7-2-4-8(16)5-3-7)11-12(21)17-15(24)18-13(11)22/h2-5,10H,1H3,(H2,19,20,23)(H3,17,18,21,22,24)/t10-/m1/s1

Standard InChI Key:  OJVOKDUJLHNIPV-SNVBAGLBSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    2.5952   -3.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5977   -1.5021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8983   -0.7531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3821   -3.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8461   -5.2897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3461   -5.2891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8091   -3.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2429   -3.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9480   -3.4843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9029    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2043    1.4930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5010    0.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4964   -0.7610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1951   -1.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1914   -2.7070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5421    1.3358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8656    1.3502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383    1.3500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  1 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13  1  1  0
 10 14  1  0
 13 15  2  0
  3 16  2  0
  3 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 18 22  2  0
 16 23  1  0
  7 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3735163

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 332.29

Molecular Weight (Monoisotopic): 332.0921

AlogP: 0.41

#Rotatable Bonds: 3

Polar Surface Area: 134.60

Molecular Species: ACID

HBA: 4

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.26

CX Basic pKa: ┄

CX LogP: 0.12

CX LogD: -1.17

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.47

Np Likeness Score: -0.86

References

1. Bihani M, Bora PP, Verma AK, Baruah R, Boruah HP, Bez G..  (2015)  PPL catalyzed four-component PASE synthesis of 5-monosubstituted barbiturates: Structure and pharmacological properties.,  25  (24): [PMID:26546212] [10.1016/j.bmcl.2015.10.088]

Source

Source(1):

• Scientific Literature