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

ID: ALA3735830

PubChem CID: 127037641

Max Phase: Preclinical

Molecular Formula: C16H16N4O5

Molecular Weight: 344.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1[C@H](c1c(C)[nH][nH]c1=O)c1c(O)[nH]c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C16H16N4O5/c1-7-10(15(23)20-19-7)11(8-5-3-4-6-9(8)25-2)12-13(21)17-16(24)18-14(12)22/h3-6,11H,1-2H3,(H2,19,20,23)(H3,17,18,21,22,24)/t11-/m1/s1

Standard InChI Key:  NPSGAQILTCCAEE-LLVKDONJSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    3.8983   -0.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5998   -1.4986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6013   -2.9994    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
    4.0367    0.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5040    1.0460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2535   -0.2533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2494   -1.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1405    1.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4915   -2.5429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3046   -3.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3092   -5.2535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6105   -5.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9073   -5.2455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9027   -3.7456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9401   -3.1424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6142   -7.1995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4370   -3.2562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031   -3.0008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432   -3.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  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
  9 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3735830

   ---

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: 344.33

Molecular Weight (Monoisotopic): 344.1121

AlogP: 0.28

#Rotatable Bonds: 4

Polar Surface Area: 143.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.52

CX Basic pKa: ┄

CX LogP: -0.18

CX LogD: -1.22

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.46

Np Likeness Score: -0.62

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