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

ID: ALA4745658

PubChem CID: 4135856

Max Phase: Preclinical

Molecular Formula: C15H23N5O2

Molecular Weight: 305.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCN1CCCn2c1nc1c2c(=O)n(C)c(=O)n1C

Standard InChI:  InChI=1S/C15H23N5O2/c1-4-5-6-8-19-9-7-10-20-11-12(16-14(19)20)17(2)15(22)18(3)13(11)21/h4-10H2,1-3H3

Standard InChI Key:  GULREXMAIJNIBN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   25.7952  -16.9712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7952  -17.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5005  -18.1928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5005  -16.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2057  -16.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2102  -17.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9854  -18.0320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9782  -16.7156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4552  -17.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2558  -17.2841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5856  -16.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1085  -15.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3017  -15.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5005  -15.7412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0881  -18.1980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5009  -19.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0863  -16.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7363  -17.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5490  -17.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0296  -18.5203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8423  -18.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3229  -19.0955    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
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745658

   1,3-dimethyl-9-pentyl-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: 305.38

Molecular Weight (Monoisotopic): 305.1852

AlogP: 0.83

#Rotatable Bonds: 4

Polar Surface Area: 65.06

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.90

CX LogD: 1.90

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.79

Np Likeness Score: -1.42

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