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

ID: ALA4167822

PubChem CID: 145953409

Max Phase: Preclinical

Molecular Formula: C17H12N2O2S2

Molecular Weight: 340.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=S)N(c2ccccc2)C(=O)/C1=C/C=C/c1cccs1

Standard InChI:  InChI=1S/C17H12N2O2S2/c20-15-14(10-4-8-13-9-5-11-23-13)16(21)19(17(22)18-15)12-6-2-1-3-7-12/h1-11H,(H,18,20,22)/b8-4+,14-10+

Standard InChI Key:  LRPFABRWUCECRW-QXAPVUDZSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   17.9464  -11.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2387  -11.8917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5268  -11.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5268  -10.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2387  -10.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9464  -10.6651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8190  -11.8917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2387   -9.4385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6542  -11.8917    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.8190  -10.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1112  -10.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4034  -10.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6915  -10.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6064  -11.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8087  -11.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3971  -10.9390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9447  -10.3337    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.6542  -10.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6542   -9.4385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3620   -9.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0739   -9.4385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0739  -10.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3620  -10.6651    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
 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
  6 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4167822

   ---

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: 340.43

Molecular Weight (Monoisotopic): 340.0340

AlogP: 3.14

#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: 7.22

CX Basic pKa: ┄

CX LogP: 4.00

CX LogD: 3.60

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.53

Np Likeness Score: -1.79

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