5-(5-Phenyl-penta-2,4-dienylidene)-2-thioxo-dihydropyrimidine-4,6-dione .

ID: ALA4168259

PubChem CID: 145952994

Max Phase: Preclinical

Molecular Formula: C15H12N2O2S

Molecular Weight: 284.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=S)NC(=O)C1=C/C=C/C=C/c1ccccc1

Standard InChI:  InChI=1S/C15H12N2O2S/c18-13-12(14(19)17-15(20)16-13)10-6-2-5-9-11-7-3-1-4-8-11/h1-10H,(H2,16,17,18,19,20)/b6-2+,9-5+

Standard InChI Key:  ZKKYXFNAVPQLOP-VDESZNBCSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    9.2428   -6.9077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9505   -6.5003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6583   -6.9077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6583   -7.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9505   -8.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2428   -7.7269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3702   -6.5003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9505   -8.9535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5350   -6.5003    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.3702   -8.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0780   -7.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7857   -8.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4935   -7.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2054   -8.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9132   -7.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9132   -6.9077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6210   -6.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3329   -6.9077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3329   -7.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6210   -8.1344    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
 12 13  1  0
 13 14  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
 14 15  1  0
  4 10  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4168259

   ---

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: 284.34

Molecular Weight (Monoisotopic): 284.0619

AlogP: 1.71

#Rotatable Bonds: 3

Polar Surface Area: 58.20

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.44

CX Basic pKa: ┄

CX LogP: 2.73

CX LogD: 2.45

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.38

Np Likeness Score: -0.25

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