1-Ethyl-5-(5-furan-2-yl-penta-2,4-dienylidene)-2-thioxodihydro-pyrimidine-4,6-dione

ID: ALA4177462

PubChem CID: 145972953

Max Phase: Preclinical

Molecular Formula: C15H14N2O3S

Molecular Weight: 302.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1C(=O)/C(=C\C=C\C=C\c2ccco2)C(=O)NC1=S

Standard InChI:  InChI=1S/C15H14N2O3S/c1-2-17-14(19)12(13(18)16-15(17)21)9-5-3-4-7-11-8-6-10-20-11/h3-10H,2H2,1H3,(H,16,18,21)/b5-3+,7-4+,12-9-

Standard InChI Key:  RWOPIXPNFHZSRA-LYDVKKHVSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   10.7978  -11.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5122  -10.7501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2267  -11.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2267  -11.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5122  -12.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7978  -11.9876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9412  -10.7501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5122  -13.2251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0833  -10.7501    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.9412  -12.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9412  -13.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6557  -13.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6557  -14.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3701  -14.8751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7027  -16.1850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3701  -15.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0376  -16.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7826  -16.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9576  -16.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0833  -12.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3688  -11.9876    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
 15 19  1  0
 14 16  1  0
  4 10  2  0
 20 21  1  0
  6 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4177462

   ---

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: 302.36

Molecular Weight (Monoisotopic): 302.0725

AlogP: 2.04

#Rotatable Bonds: 4

Polar Surface Area: 62.55

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.70

CX Basic pKa: ┄

CX LogP: 2.37

CX LogD: 2.19

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.40

Np Likeness Score: -1.05

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