5-((4-methoxyphenylamino)methyl)pyrimidine-2,4(1H,3H)-dione

ID: ALA3272570

PubChem CID: 12267439

Max Phase: Preclinical

Molecular Formula: C12H13N3O3

Molecular Weight: 247.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(NCc2c[nH]c(=O)[nH]c2=O)cc1

Standard InChI:  InChI=1S/C12H13N3O3/c1-18-10-4-2-9(3-5-10)13-6-8-7-14-12(17)15-11(8)16/h2-5,7,13H,6H2,1H3,(H2,14,15,16,17)

Standard InChI Key:  KWOKTPFARAYLHF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -3.6292   -9.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6292  -10.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9171  -10.4208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2051  -10.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2051   -9.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9171   -8.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3430  -10.4260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9171   -7.9458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4895   -8.7771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7762   -9.1917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7786  -10.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4969  -10.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4996  -11.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7858  -11.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0678  -11.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0685  -10.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7872  -12.4894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5023  -12.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  9  1  0
  2  3  1  0
  9 10  1  0
  3  4  1  0
 10 11  1  0
  4  5  2  0
 11 12  2  0
  5  6  1  0
 12 13  1  0
 13 14  2  0
  2  7  2  0
 14 15  1  0
  1  2  1  0
 15 16  2  0
 16 11  1  0
  6  8  2  0
 14 17  1  0
  1  6  1  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3272570

   5-[(4-methoxyanilino)methyl]-1H-pyrimidine-2,4-dione

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: 247.25

Molecular Weight (Monoisotopic): 247.0957

AlogP: 0.68

#Rotatable Bonds: 4

Polar Surface Area: 86.98

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.71

CX Basic pKa: 5.18

CX LogP: 0.07

CX LogD: 0.04

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.74

Np Likeness Score: -1.00

References

1. Delia TJ, Scovill JP, Munslow WD, Burckhalter JH..  (1976)  Synthesis of 5-substituted aminomethyluracils via the Mannich reaction.,  19  (2): [PMID:765460] [10.1021/jm00224a032]

Source

Source(1):

• Scientific Literature