1-Ethyl-5-(3-phenyl-allylidene)-2-thioxo-dihydropyrimidine-4,6-dione

ID: ALA4167289

PubChem CID: 71509637

Max Phase: Preclinical

Molecular Formula: C15H14N2O2S

Molecular Weight: 286.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1C(=O)/C(=C\C=C\c2ccccc2)C(=O)NC1=S

Standard InChI:  InChI=1S/C15H14N2O2S/c1-2-17-14(19)12(13(18)16-15(17)20)10-6-9-11-7-4-3-5-8-11/h3-10H,2H2,1H3,(H,16,18,20)/b9-6+,12-10-

Standard InChI Key:  FYLVAJBJNHSEIY-QJUYYABZSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   10.3798  -10.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3798   -9.9091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0875   -9.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7994   -9.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7994  -10.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0875  -11.1357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0875   -8.6783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5072  -11.1357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6720  -11.1357    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.5072   -9.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2150   -9.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9227   -9.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6346   -9.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3424   -9.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0502   -9.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0502  -10.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3424  -11.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6346  -10.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0875  -11.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3798  -12.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  3  7  2  0
  5  8  2  0
  1  9  2  0
 10 11  1  0
 11 12  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 18  2  0
 12 13  1  0
  4 10  2  0
 19 20  1  0
  6 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4167289

   (5Z)-1-ethyl-5-[(E)-3-phenylprop-2-enylidene]-2-sulfanylidene-1,3-diazinane-4,6-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: 286.36

Molecular Weight (Monoisotopic): 286.0776

AlogP: 1.89

#Rotatable Bonds: 3

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.70

CX Basic pKa: ┄

CX LogP: 2.78

CX LogD: 2.61

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.52

Np Likeness Score: -0.98

References

1. Ramisetti SR, Pandey MK, Lee SY, Karelia D, Narayan S, Amin S, Sharma AK..  (2018)  Design and synthesis of novel thiobarbituric acid derivatives targeting both wild-type and BRAF-mutated melanoma cells.,  143  [PMID:29133035] [10.1016/j.ejmech.2017.11.006]

Source

Source(1):

• Scientific Literature