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

ID: ALA4174100

PubChem CID: 10591375

Max Phase: Preclinical

Molecular Formula: C17H18N2O2S

Molecular Weight: 314.41

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H18N2O2S/c1-3-18-15(20)14(16(21)19(4-2)17(18)22)12-8-11-13-9-6-5-7-10-13/h5-12H,3-4H2,1-2H3/b11-8+

Standard InChI Key:  WARNILUNFMPQTQ-DHZHZOJOSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   17.0639   -7.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0639   -8.4746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3561   -8.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6483   -8.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6483   -7.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3561   -7.2480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3561   -9.7054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9364   -7.2480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7717   -7.2480    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.9364   -8.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2287   -8.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5209   -8.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8090   -8.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1012   -8.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3934   -8.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3934   -7.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1012   -7.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8090   -7.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7717   -8.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4836   -8.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3561   -6.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0639   -6.0214    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
  6 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4174100

   1,3-diethyl-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: 314.41

Molecular Weight (Monoisotopic): 314.1089

AlogP: 2.62

#Rotatable Bonds: 4

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: 3.36

CX LogD: 3.36

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.49

Np Likeness Score: -0.68

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