1-Allyl-3-ethyl-5-(3-furan-2-yl-allylidene)-2-thioxodihydro-pyrimidine-4,6-dione

ID: ALA4163392

PubChem CID: 71509635

Max Phase: Preclinical

Molecular Formula: C16H16N2O3S

Molecular Weight: 316.38

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H16N2O3S/c1-3-10-18-15(20)13(14(19)17(4-2)16(18)22)9-5-7-12-8-6-11-21-12/h3,5-9,11H,1,4,10H2,2H3/b7-5+,13-9-

Standard InChI Key:  BGOZOKNNYNFKNF-HUZLQASOSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   19.0731   -7.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0731   -8.4818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3654   -8.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6576   -8.4818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6576   -7.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3654   -7.2552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3654   -9.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9498   -7.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7850   -7.2552    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.9498   -8.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2379   -8.4818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5301   -8.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7372   -7.6691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8224   -8.4818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0755   -8.8173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5279   -8.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9354   -7.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7850   -8.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4928   -8.4818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3654   -6.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0731   -6.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0731   -5.2095    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
  2 18  1  0
 20 21  1  0
 21 22  2  0
  6 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4163392

   (5Z)-1-ethyl-5-[(E)-3-(furan-2-yl)prop-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: 316.38

Molecular Weight (Monoisotopic): 316.0882

AlogP: 2.38

#Rotatable Bonds: 5

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: 2.80

CX LogD: 2.80

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.36

Np Likeness Score: -1.14

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