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

ID: ALA4164820

PubChem CID: 145959819

Max Phase: Preclinical

Molecular Formula: C17H12N2O2S

Molecular Weight: 308.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=S)NC(=O)C1=C/C=C/c1cccc2ccccc12

Standard InChI:  InChI=1S/C17H12N2O2S/c20-15-14(16(21)19-17(22)18-15)10-4-8-12-7-3-6-11-5-1-2-9-13(11)12/h1-10H,(H2,18,19,20,21,22)/b8-4+

Standard InChI Key:  GJNFROAPKWKRER-XBXARRHUSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   14.0578   -7.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3500   -7.8429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6423   -7.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6423   -6.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3500   -6.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0578   -6.6163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9304   -7.8429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3500   -5.3896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7656   -7.8429    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.9304   -6.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2226   -6.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5148   -6.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8029   -6.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8029   -7.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0951   -7.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3874   -7.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3874   -6.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6796   -6.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6796   -5.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3874   -4.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0951   -5.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0951   -6.2046    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  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 13 22  2  0
 17 22  1  0
 12 13  1  0
  4 10  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4164820

   ---

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: 308.36

Molecular Weight (Monoisotopic): 308.0619

AlogP: 2.31

#Rotatable Bonds: 2

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: 3.19

CX LogD: 2.91

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.51

Np Likeness Score: -0.71

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