2-(4-Morpholinyl)-1-methyl-4-(4-nitrophenyl)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile

ID: ALA2415058

PubChem CID: 45029179

Max Phase: Preclinical

Molecular Formula: C16H15N5O4

Molecular Weight: 341.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(N2CCOCC2)nc(-c2ccc([N+](=O)[O-])cc2)c(C#N)c1=O

Standard InChI:  InChI=1S/C16H15N5O4/c1-19-15(22)13(10-17)14(11-2-4-12(5-3-11)21(23)24)18-16(19)20-6-8-25-9-7-20/h2-5H,6-9H2,1H3

Standard InChI Key:  SXYPVUJNCILCAZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    4.1386  -11.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1386  -12.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8531  -12.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5675  -12.2719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5675  -11.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8531  -11.0344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8531  -10.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4241  -12.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4241  -11.0344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8531  -13.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7096  -13.0969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2820  -11.0344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9965  -11.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7109  -11.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7109  -10.2094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9965   -9.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2820  -10.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1386  -13.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1386  -14.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8531  -15.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5675  -14.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5675  -13.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8531  -15.9844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5675  -16.3969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1386  -16.3969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  1  0
  6  7  1  0
  2  8  1  0
  1  9  2  0
  3 10  1  0
  8 11  3  0
  5 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 12  1  0
 10 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 10  1  0
 20 23  1  0
 23 24  1  0
 23 25  2  0
M  CHG  2  23   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2415058

   1-Methyl-2-morpholino-4-(4-nitrophenyl)-6-oxo-pyrimidine-5-carbonitrile

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: 341.33

Molecular Weight (Monoisotopic): 341.1124

AlogP: 1.06

#Rotatable Bonds: 3

Polar Surface Area: 114.29

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.87

CX LogP: 0.81

CX LogD: 0.81

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.61

Np Likeness Score: -1.82

References

1. Fargualy AM, Habib NS, Ismail KA, Hassan AM, Sarg MT..  (2013)  Synthesis, biological evaluation and molecular docking studies of some pyrimidine derivatives.,  66  [PMID:23811090] [10.1016/j.ejmech.2013.05.028]

Source

Source(1):

• Scientific Literature