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

ID: ALA1087829

PubChem CID: 44246380

Max Phase: Preclinical

Molecular Formula: C16H21N5OS

Molecular Weight: 331.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN1CNc2c(c(=O)[nH]c(=S)n2CCc2ccccn2)C1

Standard InChI:  InChI=1S/C16H21N5OS/c1-2-8-20-10-13-14(18-11-20)21(16(23)19-15(13)22)9-6-12-5-3-4-7-17-12/h3-5,7,18H,2,6,8-11H2,1H3,(H,19,22,23)

Standard InChI Key:  WSJDGHCIMBAEQY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    3.1075    1.3475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1075    0.5179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8219    0.1054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8219    1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8208    2.5896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8208   -0.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5405    1.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5455    0.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2623    0.1146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9744    0.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9654    1.3619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2481    1.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5347   -1.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5335   -1.9581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8167   -2.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8152   -3.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5297   -3.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2471   -3.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2450   -2.3664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3930    0.1054    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.6752    1.7823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3943    1.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1040    1.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 14 15  2  0
  2  3  1  0
 15 16  1  0
  7  8  2  0
 16 17  2  0
  3  8  1  0
 17 18  1  0
  8  9  1  0
 18 19  2  0
 19 14  1  0
  7  4  1  0
  2 20  2  0
  9 10  1  0
 11 21  1  0
 21 22  1  0
 10 11  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1087829

   6-propyl-1-(2-pyridin-2-ylethyl)-2-sulfanylidene-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: 331.45

Molecular Weight (Monoisotopic): 331.1467

AlogP: 2.14

#Rotatable Bonds: 5

Polar Surface Area: 65.95

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.89

CX Basic pKa: 5.76

CX LogP: 1.66

CX LogD: 1.52

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.82

Np Likeness Score: -1.82

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