6-propyl-1-(2-(thiophen-2-yl)ethyl)-2-thioxo-2,3,5,6,7,8-hexahydropyrimido[4,5-d]pyrimidin-4(1H)-one

ID: ALA1087955

PubChem CID: 44246376

Max Phase: Preclinical

Molecular Formula: C15H20N4OS2

Molecular Weight: 336.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN1CNc2c(c(=O)[nH]c(=S)n2CCc2cccs2)C1

Standard InChI:  InChI=1S/C15H20N4OS2/c1-2-6-18-9-12-13(16-10-18)19(15(21)17-14(12)20)7-5-11-4-3-8-22-11/h3-4,8,16H,2,5-7,9-10H2,1H3,(H,17,20,21)

Standard InChI Key:  QNTXHLLHFRATCI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -4.4504   -6.9346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4504   -7.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7359   -8.1766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7359   -6.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7371   -5.6925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7371   -9.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0174   -6.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0123   -7.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2956   -8.1674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5834   -7.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5925   -6.9202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3098   -6.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0232   -9.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0243  -10.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1649   -8.1766    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8827   -6.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1637   -6.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5461   -6.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6940  -10.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4401  -11.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6150  -11.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3592  -10.7227    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
  4  5  2  0
 11 12  1  0
 12  7  1  0
  1  2  1  0
  6 13  1  0
  3  6  1  0
 13 14  1  0
  1  4  1  0
  2 15  2  0
  2  3  1  0
 11 16  1  0
  7  8  2  0
 16 17  1  0
  3  8  1  0
 17 18  1  0
 14 19  2  0
  8  9  1  0
  7  4  1  0
  9 10  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1087955

   6-propyl-2-sulfanylidene-1-(2-thiophen-2-ylethyl)-7,8-dihydro-5H-pyrimido[4,5-d]pyrimidin-4-one

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: 336.49

Molecular Weight (Monoisotopic): 336.1079

AlogP: 2.81

#Rotatable Bonds: 5

Polar Surface Area: 53.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.89

CX Basic pKa: 5.74

CX LogP: 2.76

CX LogD: 2.63

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.82

Np Likeness Score: -2.14

References

1. Marugan JJ, Zheng W, Motabar O, Southall N, Goldin E, Sidransky E, Aungst RA, Liu K, Sadhukhan SK, Austin CP..  (2010)  Evaluation of 2-thioxo-2,3,5,6,7,8-hexahydropyrimido[4,5-d]pyrimidin-4(1H)-one analogues as GAA activators.,  45  (5): [PMID:20206419] [10.1016/j.ejmech.2010.01.027]

2. PubChem BioAssay data set, 

3. Asano, N N and 7 more authors.  2000-07  In vitro inhibition and intracellular enhancement of lysosomal alpha-galactosidase A activity in Fabry lymphoblasts by 1-deoxygalactonojirimycin and its derivatives.  [PMID:10866822]

4. Xiao, Jingbo and 17 more authors.  2012-09-13  Discovery of a novel noniminosugar acid α glucosidase chaperone series.  [PMID:22834902]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays