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

ID: ALA4173688

PubChem CID: 145950157

Max Phase: Preclinical

Molecular Formula: C16H16N2O2S2

Molecular Weight: 332.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCN1C(=O)/C(=C\C=C\c2cccs2)C(=O)N(CC)C1=S

Standard InChI:  InChI=1S/C16H16N2O2S2/c1-3-10-18-15(20)13(14(19)17(4-2)16(18)21)9-5-7-12-8-6-11-22-12/h3,5-9,11H,1,4,10H2,2H3/b7-5+,13-9-

Standard InChI Key:  FQOQQCYDJMHOLF-HUZLQASOSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   12.6099   -9.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6099  -10.5248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9021  -10.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1944  -10.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1944   -9.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9021   -9.2982    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9021  -11.7555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4866   -9.2982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3218   -9.2982    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.4866  -10.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7747  -10.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0669  -10.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3591  -10.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6123  -10.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0647  -10.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4722   -9.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2740   -9.7121    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.3218  -10.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0296  -10.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9021   -8.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6099   -8.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6099   -7.2524    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
  2 18  1  0
 20 21  1  0
 21 22  2  0
  6 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4173688

   ---

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: 332.45

Molecular Weight (Monoisotopic): 332.0653

AlogP: 2.85

#Rotatable Bonds: 5

Polar Surface Area: 40.62

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.65

CX LogD: 3.65

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.36

Np Likeness Score: -1.59

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