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

ID: ALA1099027

PubChem CID: 44246399

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)n2CCc2ccsc2)C1

Standard InChI:  InChI=1S/C15H20N4OS2/c1-2-5-18-8-12-13(16-10-18)19(15(21)17-14(12)20)6-3-11-4-7-22-9-11/h4,7,9,16H,2-3,5-6,8,10H2,1H3,(H,17,20,21)

Standard InChI Key:  ZKJCQRQASUQRQJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   11.8525    1.0404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8525    0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5669   -0.2016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5669    1.4575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5658    2.2825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5658   -1.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2855    1.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2905    0.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0073   -0.1924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7194    0.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7104    1.0548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9931    1.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2797   -1.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2785   -2.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1380   -0.2016    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.4202    1.4753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1393    1.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8490    1.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6090   -2.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8628   -3.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6878   -3.5320    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.9437   -2.7477    0.0000 C   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  1  0
  8  9  1  0
  7  4  1  0
  9 10  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1099027

   6-propyl-2-sulfanylidene-1-(2-thiophen-3-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: 2.62

CX LogD: 2.49

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, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays