5-(3-Pyridin-3-yl-allylidene)-2-thioxo-dihydro-pyrimidine-4,6-dione

ID: ALA4176101

PubChem CID: 117931617

Max Phase: Preclinical

Molecular Formula: C12H9N3O2S

Molecular Weight: 259.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=S)NC(=O)C1=C/C=C/c1cccnc1

Standard InChI:  InChI=1S/C12H9N3O2S/c16-10-9(11(17)15-12(18)14-10)5-1-3-8-4-2-6-13-7-8/h1-7H,(H2,14,15,16,17,18)/b3-1+

Standard InChI Key:  YHNNYZJHKOLXBZ-HNQUOIGGSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    6.2642   -9.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9720   -9.4677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6839   -9.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6839  -10.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9720  -11.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2642  -10.6943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3916   -9.4677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9720  -11.9209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5564   -9.4677    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.3916  -11.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0994  -10.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8072  -11.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2269  -11.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5191  -10.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5191   -9.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2269   -9.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9346   -9.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9346  -10.6943    0.0000 N   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 14  1  0
  4 10  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4176101

   5-[(E)-3-pyridin-3-ylprop-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: 259.29

Molecular Weight (Monoisotopic): 259.0415

AlogP: 0.55

#Rotatable Bonds: 2

Polar Surface Area: 71.09

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.44

CX Basic pKa: 4.88

CX LogP: 0.98

CX LogD: 0.71

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.46

Np Likeness Score: -0.94

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