8-(2,3-Dihydroxy-phenyl)-1,3-dipropyl-3,7-dihydro-purine-2,6-dione

ID: ALA36740

Chembl Id: CHEMBL36740

PubChem CID: 136044108

Max Phase: Preclinical

Molecular Formula: C17H20N4O4

Molecular Weight: 344.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCn1c(=O)c2nc(-c3cccc(O)c3O)[nH]c2n(CCC)c1=O

Standard InChI:  InChI=1S/C17H20N4O4/c1-3-8-20-15-12(16(24)21(9-4-2)17(20)25)18-14(19-15)10-6-5-7-11(22)13(10)23/h5-7,22-23H,3-4,8-9H2,1-2H3,(H,18,19)

Standard InChI Key:  LNENRKCJUBYHAU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA36740

   ---

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: 344.37

Molecular Weight (Monoisotopic): 344.1485

AlogP: 1.78

#Rotatable Bonds: 5

Polar Surface Area: 113.14

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.30

CX Basic pKa: 1.42

CX LogP: 2.37

CX LogD: 2.07

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.61

Np Likeness Score: -0.44

References

1. Daly JW, Padgett WL, Shamim MT..  (1986)  Analogues of 1,3-dipropyl-8-phenylxanthine: enhancement of selectivity at A1-adenosine receptors by aryl substituents.,  29  (8): [PMID:3016270] [10.1021/jm00158a034]

2. Kim SA, Marshall MA, Melman N, Kim HS, Müller CE, Linden J, Jacobson KA..  (2002)  Structure-activity relationships at human and rat A2B adenosine receptors of xanthine derivatives substituted at the 1-, 3-, 7-, and 8-positions.,  45  (11): [PMID:12014951] [10.1021/jm0104318]

Source

Source(1):

• Scientific Literature