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

ID: ALA4175037

PubChem CID: 145951079

Max Phase: Preclinical

Molecular Formula: C14H12N2O2S2

Molecular Weight: 304.40

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H12N2O2S2/c1-2-8-16-13(18)11(12(17)15-14(16)19)7-3-5-10-6-4-9-20-10/h2-7,9H,1,8H2,(H,15,17,19)/b5-3+,11-7-

Standard InChI Key:  DNWMSHFEJKMXOO-PGACXJNKSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    7.5639   -7.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2784   -6.9213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9928   -7.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9928   -8.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2784   -8.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5639   -8.1588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7073   -6.9213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2784   -9.3963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8494   -6.9213    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.7073   -8.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7073   -9.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4218   -9.8088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4218  -10.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0892  -11.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8343  -11.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0093  -11.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7543  -11.1187    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.8494   -8.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1350   -8.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4205   -8.5713    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
 19 20  2  0
  6 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4175037

   ---

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: 304.40

Molecular Weight (Monoisotopic): 304.0340

AlogP: 2.12

#Rotatable Bonds: 4

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: 7.69

CX Basic pKa: ┄

CX LogP: 3.07

CX LogD: 2.89

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.40

Np Likeness Score: -1.84

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