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

ID: ALA4165444

PubChem CID: 805156

Max Phase: Preclinical

Molecular Formula: C11H8N2O3S

Molecular Weight: 248.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=S)NC(=O)C1=C/C=C/c1ccco1

Standard InChI:  InChI=1S/C11H8N2O3S/c14-9-8(10(15)13-11(17)12-9)5-1-3-7-4-2-6-16-7/h1-6H,(H2,12,13,14,15,17)/b3-1+

Standard InChI Key:  FZPZMDRQJKKBQQ-HNQUOIGGSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   15.0270  -13.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3151  -13.8052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6073  -13.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6073  -12.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3151  -12.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0270  -12.5786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8996  -13.8052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3151  -11.3520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7348  -13.8052    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.8996  -12.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1918  -12.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4799  -12.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0253  -12.2472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7721  -12.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6870  -13.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8852  -13.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4777  -12.8525    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
M  END

Alternative Forms

1. Parent:

   

   ALA4165444

   5-[(E)-3-(furan-2-yl)prop-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: 248.26

Molecular Weight (Monoisotopic): 248.0256

AlogP: 0.75

#Rotatable Bonds: 2

Polar Surface Area: 71.34

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: ┄

CX LogP: 1.26

CX LogD: 0.98

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.46

Np Likeness Score: -0.99

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]

2. Myers SH,Ortega JA,Cavalli A.  (2020)  Synthetic Lethality through the Lens of Medicinal Chemistry.,  63  (23.0): [PMID:33135887] [10.1021/acs.jmedchem.0c00766]

Source

Source(1):

• Scientific Literature