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

ID: ALA4165771

PubChem CID: 71509638

Max Phase: Preclinical

Molecular Formula: C18H18N2O2S

Molecular Weight: 326.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCN1C(=O)/C(=C\C=C\c2ccccc2)C(=O)N(CC)C1=S

Standard InChI:  InChI=1S/C18H18N2O2S/c1-3-13-20-17(22)15(16(21)19(4-2)18(20)23)12-8-11-14-9-6-5-7-10-14/h3,5-12H,1,4,13H2,2H3/b11-8+,15-12-

Standard InChI Key:  PMQLUSSZBZTELM-QUHNVXOFSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   20.7124   -6.9528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7124   -7.7719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0046   -8.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2968   -7.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2968   -6.9528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0046   -6.5453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0046   -9.0026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5849   -6.5453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4201   -6.5453    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.5849   -8.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8771   -7.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1694   -8.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4575   -7.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7497   -8.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0419   -7.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0419   -6.9528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7497   -6.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4575   -6.9528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4201   -8.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1320   -7.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0046   -5.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7124   -5.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7124   -4.4996    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
  2 19  1  0
 21 22  1  0
 22 23  2  0
  6 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4165771

   (5Z)-1-ethyl-5-[(E)-3-phenylprop-2-enylidene]-3-prop-2-enyl-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: 326.42

Molecular Weight (Monoisotopic): 326.1089

AlogP: 2.79

#Rotatable Bonds: 5

Polar Surface Area: 40.62

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.74

CX LogD: 3.74

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.36

Np Likeness Score: -0.78

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