1,3-Diallyl-5-(3-phenyl-allylidene)-2-thioxo-dihydropyrimidine-4,6-dione

ID: ALA4173840

PubChem CID: 71509639

Max Phase: Preclinical

Molecular Formula: C19H18N2O2S

Molecular Weight: 338.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCN1C(=O)C(=C/C=C/c2ccccc2)C(=O)N(CC=C)C1=S

Standard InChI:  InChI=1S/C19H18N2O2S/c1-3-13-20-17(22)16(18(23)21(14-4-2)19(20)24)12-8-11-15-9-6-5-7-10-15/h3-12H,1-2,13-14H2/b11-8+

Standard InChI Key:  USMOIQHPSQAFHV-DHZHZOJOSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   21.0064   -7.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0064   -7.8957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2987   -8.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5868   -7.8957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5868   -7.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2987   -6.6691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2987   -9.1265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8790   -6.6691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7142   -6.6691    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.8790   -8.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1712   -7.8957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4635   -8.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7516   -7.8957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0438   -8.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3360   -7.8957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3360   -7.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0438   -6.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7516   -7.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7142   -8.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4261   -7.8957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1339   -8.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2987   -5.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0064   -5.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0064   -4.6234    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
 13 18  2  0
 12 13  1  0
  4 10  2  0
 19 20  1  0
 20 21  2  0
  2 19  1  0
 22 23  1  0
 23 24  2  0
  6 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4173840

   5-[(E)-3-phenylprop-2-enylidene]-1,3-bis(prop-2-enyl)-2-sulfanylidene-1,3-diazinane-4,6-dione

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: 338.43

Molecular Weight (Monoisotopic): 338.1089

AlogP: 2.95

#Rotatable Bonds: 6

Polar Surface Area: 40.62

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.11

CX LogD: 4.11

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.35

Np Likeness Score: -0.58

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