1-Ethyl-5-(3-thiophen-2-yl-allylidene)-2-thioxo-dihydropyrimidine-4,6-dione

ID: ALA4160028

PubChem CID: 145959390

Max Phase: Preclinical

Molecular Formula: C13H12N2O2S2

Molecular Weight: 292.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1C(=O)/C(=C\C=C\c2cccs2)C(=O)NC1=S

Standard InChI:  InChI=1S/C13H12N2O2S2/c1-2-15-12(17)10(11(16)14-13(15)18)7-3-5-9-6-4-8-19-9/h3-8H,2H2,1H3,(H,14,16,18)/b5-3+,10-7-

Standard InChI Key:  WMPWPEDILCENGS-JEFLAVHQSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   15.6513   -7.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6513   -7.8597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9435   -8.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2357   -7.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2357   -7.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9435   -6.6331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9435   -9.0904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5279   -6.6331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3632   -6.6331    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.5279   -8.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8160   -7.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1083   -8.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4005   -7.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6536   -8.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1060   -7.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5135   -6.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3153   -7.0470    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.9435   -5.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6513   -5.4065    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  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
 18 19  1  0
  6 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4160028

   ---

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: 292.39

Molecular Weight (Monoisotopic): 292.0340

AlogP: 1.95

#Rotatable Bonds: 3

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.70

CX Basic pKa: ┄

CX LogP: 2.69

CX LogD: 2.52

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.53

Np Likeness Score: -1.92

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