9-(2-(Diethylamino)ethyl)-1,3-dimethyl-6,7,8,9-tetrahydropyrimido[2,1-f]purine-2,4(1H,3H)-dione

ID: ALA4793383

PubChem CID: 110175606

Max Phase: Preclinical

Molecular Formula: C16H26N6O2

Molecular Weight: 334.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)CCN1CCCn2c1nc1c2c(=O)n(C)c(=O)n1C

Standard InChI:  InChI=1S/C16H26N6O2/c1-5-20(6-2)10-11-21-8-7-9-22-12-13(17-15(21)22)18(3)16(24)19(4)14(12)23/h5-11H2,1-4H3

Standard InChI Key:  OAALMDPUOKFBAA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   35.4116   -3.0211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4116   -3.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1169   -4.2428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1169   -2.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8222   -3.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8266   -3.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6019   -4.0820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.5946   -2.7655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0717   -3.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8722   -3.3341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.2020   -2.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7250   -1.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9182   -2.0258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1169   -1.7912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7045   -4.2479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.1173   -5.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7027   -2.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3528   -3.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1655   -3.9093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6461   -4.5703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4587   -4.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3139   -5.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5013   -5.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7908   -3.7379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  6  7  1  0
  7  9  2  0
  8  5  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  4 14  2  0
  2 15  2  0
  3 16  1  0
  1 17  1  0
 10 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4793383

   9-[2-(diethylamino)ethyl]-1,3-dimethyl-7,8-dihydro-6H-purino[7,8-a]pyrimidine-2,4-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 334.42

Molecular Weight (Monoisotopic): 334.2117

AlogP: -0.01

#Rotatable Bonds: 5

Polar Surface Area: 68.30

Molecular Species: BASE

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.30

CX LogP: 0.87

CX LogD: -1.03

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -1.73

References

1. Schoeder CT,Mahardhika AB,Drabczyńska A,Kieć-Kononowicz K,Müller CE.  (2020)  Discovery of Tricyclic Xanthines as Agonists of the Cannabinoid-Activated Orphan G-Protein-Coupled Receptor GPR18.,  11  (10): [PMID:33062188] [10.1021/acsmedchemlett.0c00208]

Source

Source(1):

• Scientific Literature