1,3-Diallyl-5-(3-furan-2-yl-allylidene)-2-thioxo-dihydropyrimidine-4,6-dione

ID: ALA4163124

PubChem CID: 71509636

Max Phase: Preclinical

Molecular Formula: C17H16N2O3S

Molecular Weight: 328.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCN1C(=O)C(=C/C=C/c2ccco2)C(=O)N(CC=C)C1=S

Standard InChI:  InChI=1S/C17H16N2O3S/c1-3-10-18-15(20)14(9-5-7-13-8-6-12-22-13)16(21)19(11-4-2)17(18)23/h3-9,12H,1-2,10-11H2/b7-5+

Standard InChI Key:  IQOFCWFWJDEJCL-FNORWQNLSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   16.7093  -10.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7093  -11.3874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0015  -11.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2937  -11.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2937  -10.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0015  -10.1608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0015  -12.6181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5818  -10.1608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4171  -10.1608    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.5818  -11.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8741  -11.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1663  -11.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3734  -10.5747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4585  -11.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7117  -11.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1641  -11.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5716  -10.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4171  -11.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1290  -11.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8367  -11.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0015   -9.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7093   -8.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7093   -8.1150    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
 13 17  1  0
 12 14  1  0
  4 10  2  0
 18 19  1  0
 19 20  2  0
  2 18  1  0
 21 22  1  0
 22 23  2  0
  6 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4163124

   5-[(E)-3-(furan-2-yl)prop-2-enylidene]-1,3-bis(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: 328.39

Molecular Weight (Monoisotopic): 328.0882

AlogP: 2.55

#Rotatable Bonds: 6

Polar Surface Area: 53.76

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.17

CX LogD: 3.17

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.35

Np Likeness Score: -0.92

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