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

ID: ALA3735501

PubChem CID: 127035588

Max Phase: Preclinical

Molecular Formula: C15H13N5O6

Molecular Weight: 359.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1[nH][nH]c(=O)c1[C@@H](c1ccccc1[N+](=O)[O-])c1c(O)[nH]c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C15H13N5O6/c1-6-9(14(23)19-18-6)10(7-4-2-3-5-8(7)20(25)26)11-12(21)16-15(24)17-13(11)22/h2-5,10H,1H3,(H2,18,19,23)(H3,16,17,21,22,24)/t10-/m1/s1

Standard InChI Key:  PODZEJNBYMKCKW-SNVBAGLBSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    2.2027   -0.7505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7127   -2.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7461   -3.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1902   -2.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1582   -1.2797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6345   -1.5451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1429   -2.9563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1748   -4.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6985   -3.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7199   -0.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1640    0.5278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3173    1.4869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5859    0.6865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0856   -1.8841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7031    1.1246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7060   -4.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1877   -5.8704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7096   -6.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2503   -4.9728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2679   -3.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5001   -2.6431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2950   -7.2516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6914   -4.2928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6525    0.1334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4282    1.0489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6686    0.3120    0.0000 O   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
  5 24  1  0
 24 25  2  0
 24 26  1  0
M  CHG  2  24   1  26  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3735501

   ---

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: 359.30

Molecular Weight (Monoisotopic): 359.0866

AlogP: 0.18

#Rotatable Bonds: 4

Polar Surface Area: 177.74

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.19

CX Basic pKa: ┄

CX LogP: -0.08

CX LogD: -1.44

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.33

Np Likeness Score: -0.87

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