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

ID: ALA1088095

PubChem CID: 46205720

Max Phase: Preclinical

Molecular Formula: C14H24N4OS

Molecular Weight: 296.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN1CNc2c(c(=O)[nH]c(=S)n2CC(C)(C)C)C1

Standard InChI:  InChI=1S/C14H24N4OS/c1-5-6-17-7-10-11(15-9-17)18(8-14(2,3)4)13(20)16-12(10)19/h15H,5-9H2,1-4H3,(H,16,19,20)

Standard InChI Key:  MBOKQQHVQDSRJJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    7.0646  -16.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3523  -14.5930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3523  -15.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0668  -15.8350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0668  -14.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0657  -13.3509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7853  -14.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7903  -15.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5071  -15.8258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2192  -15.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2102  -14.5786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4929  -14.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6379  -15.8350    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.9200  -14.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6391  -14.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3488  -14.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3489  -17.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6356  -16.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3467  -17.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6327  -17.4758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
  7  5  1  0
 10 11  1  0
 11 12  1  0
 12  7  1  0
  5  6  2  0
  3 13  2  0
  4  1  1  0
 11 14  1  0
  2  3  1  0
 14 15  1  0
  2  5  1  0
 15 16  1  0
  7  8  2  0
  1 17  1  0
  3  4  1  0
 17 18  1  0
  8  9  1  0
 17 19  1  0
  4  8  1  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1088095

   1-(2,2-dimethylpropyl)-6-propyl-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: 296.44

Molecular Weight (Monoisotopic): 296.1671

AlogP: 2.55

#Rotatable Bonds: 3

Polar Surface Area: 53.06

Molecular Species: NEUTRAL

HBA: 5

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: 2.45

CX LogD: 2.32

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.84

Np Likeness Score: -1.43

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]

Source

Source(1):

• Scientific Literature