5-(3-Thiophen-2-yl-allylidene)-2-thioxo-dihydropyrimidine-4,6-dione

ID: ALA4170805

PubChem CID: 145950674

Max Phase: Preclinical

Molecular Formula: C11H8N2O2S2

Molecular Weight: 264.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=S)NC(=O)C1=C/C=C/c1cccs1

Standard InChI:  InChI=1S/C11H8N2O2S2/c14-9-8(10(15)13-11(16)12-9)5-1-3-7-4-2-6-17-7/h1-6H,(H2,12,13,14,15,16)/b3-1+

Standard InChI Key:  NLTGIJOCUNKUCA-HNQUOIGGSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   11.6644  -13.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9566  -13.9909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2488  -13.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2488  -12.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9566  -12.3568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6644  -12.7643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5410  -13.9909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9566  -11.5377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3763  -13.9909    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.5410  -12.3568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8291  -12.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1214  -12.3568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4136  -12.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3284  -13.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5266  -13.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1191  -13.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6667  -12.4329    0.0000 S   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  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 13 17  1  0
 12 13  1  0
  4 10  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4170805

   ---

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: 264.33

Molecular Weight (Monoisotopic): 264.0027

AlogP: 1.22

#Rotatable Bonds: 2

Polar Surface Area: 58.20

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.44

CX Basic pKa: ┄

CX LogP: 2.11

CX LogD: 1.84

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.48

Np Likeness Score: -1.57

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