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

ID: ALA4755420

PubChem CID: 5076512

Max Phase: Preclinical

Molecular Formula: C14H21N5O2

Molecular Weight: 291.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCN1CCCn2c1nc1c2c(=O)n(C)c(=O)n1C

Standard InChI:  InChI=1S/C14H21N5O2/c1-4-5-7-18-8-6-9-19-10-11(15-13(18)19)16(2)14(21)17(3)12(10)20/h4-9H2,1-3H3

Standard InChI Key:  YPZILYQWYBALLG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   25.9355   -4.1561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9355   -4.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6408   -5.3778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6408   -3.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3461   -4.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3505   -4.9698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1257   -5.2170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1185   -3.9005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5955   -4.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3961   -4.4691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7259   -3.7304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2489   -3.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4421   -3.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6408   -2.9262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2284   -5.3829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6412   -6.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2266   -3.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8767   -5.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6894   -5.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1699   -5.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9826   -5.6195    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
M  END

Alternative Forms

1. Parent:

   

   ALA4755420

   9-butyl-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: 291.36

Molecular Weight (Monoisotopic): 291.1695

AlogP: 0.44

#Rotatable Bonds: 3

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: 1.46

CX LogD: 1.46

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.82

Np Likeness Score: -1.54

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