8-(4-Chloro-2-methoxy-phenyl)-1,3-dipropyl-3,7-dihydro-purine-2,6-dione

ID: ALA290643

Chembl Id: CHEMBL290643

PubChem CID: 44284710

Max Phase: Preclinical

Molecular Formula: C18H21ClN4O3

Molecular Weight: 376.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCn1c(=O)c2nc(-c3ccc(Cl)cc3OC)[nH]c2n(CCC)c1=O

Standard InChI:  InChI=1S/C18H21ClN4O3/c1-4-8-22-16-14(17(24)23(9-5-2)18(22)25)20-15(21-16)12-7-6-11(19)10-13(12)26-3/h6-7,10H,4-5,8-9H2,1-3H3,(H,20,21)

Standard InChI Key:  SENICTHRDKBJSR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA290643

   8-(4-Chloro-2-methoxy-phenyl)-1,3-dipropyl-3,7-dihydro-purine-2,6-dione

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: 376.84

Molecular Weight (Monoisotopic): 376.1302

AlogP: 3.04

#Rotatable Bonds: 6

Polar Surface Area: 81.91

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.36

CX Basic pKa: 1.45

CX LogP: 3.42

CX LogD: 3.16

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: -1.02

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