8-(4-hydroxyphenyl)-1,3-dimethyl-7,8-dihydro-1H-imidazo[1,2-f]purine-2,4(3H,6H)-dione

ID: ALA4781871

Cas Number: 913555-66-5

PubChem CID: 42589793

Max Phase: Preclinical

Molecular Formula: C15H15N5O3

Molecular Weight: 313.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(=O)c2c(nc3n2CCN3c2ccc(O)cc2)n(C)c1=O

Standard InChI:  InChI=1S/C15H15N5O3/c1-17-12-11(13(22)18(2)15(17)23)20-8-7-19(14(20)16-12)9-3-5-10(21)6-4-9/h3-6,21H,7-8H2,1-2H3

Standard InChI Key:  JIQSWTJUHBHICU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   16.7111  -14.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7111  -15.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4164  -16.0467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4164  -14.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1217  -14.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1262  -15.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9014  -15.8859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4164  -13.5951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0040  -16.0518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4169  -16.8639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0022  -14.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8964  -14.5716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3718  -15.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1356  -14.9685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1323  -14.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3664  -13.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7987  -15.4461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7124  -16.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3747  -16.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1209  -16.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2007  -15.5822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5375  -15.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7846  -16.8765    0.0000 O   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 13  2  0
 12  5  1  0
  4  8  2  0
  2  9  2  0
  3 10  1  0
  1 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 12  1  0
 14 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4781871

   8-(4-Hydroxyphenyl)-1,3-dimethyl-1,3,5-trihydroimidazolidino[1,2-h]purine-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: 313.32

Molecular Weight (Monoisotopic): 313.1175

AlogP: 0.29

#Rotatable Bonds: 1

Polar Surface Area: 85.29

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.23

CX Basic pKa: ┄

CX LogP: 1.33

CX LogD: 1.33

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.70

Np Likeness Score: -1.43

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