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8-(4-Hydroxy-phenyl)-1,3-dipropyl-3,9-dihydro-purine-2,6-dione

ID: ALA27155

Chembl Id: CHEMBL27155

PubChem CID: 135433923

Max Phase: Preclinical

Molecular Formula: C17H20N4O3

Molecular Weight: 328.37

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CCCn1c(=O)c2nc(-c3ccc(O)cc3)[nH]c2n(CCC)c1=O

Standard InChI: InChI=1S/C17H20N4O3/c1-3-9-20-15-13(16(23)21(10-4-2)17(20)24)18-14(19-15)11-5-7-12(22)8-6-11/h5-8,22H,3-4,9-10H2,1-2H3,(H,18,19)

Standard InChI Key: GLDYYZLOHBXJBU-UHFFFAOYSA-N

ADORA2B Tclin Adenosine A2 receptor (1064 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Adora1 Adenosine A1 receptor (6163 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Adora2b Adenosine A2 receptor (1828 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADORA2A Adenosine A2a receptor (89 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Adora2b Adenosine receptors; A1 & A2 (886 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Molecular Weight: 328.37	Molecular Weight (Monoisotopic): 328.1535	AlogP: 2.08	#Rotatable Bonds: 5
Polar Surface Area: 92.91	Molecular Species: NEUTRAL	HBA: 6	HBD: 2
#RO5 Violations: 0	HBA (Lipinski): 7	HBD (Lipinski): 2	#RO5 Violations (Lipinski): 0
CX Acidic pKa: 7.75	CX Basic pKa: 1.79	CX LogP: 2.67	CX LogD: 2.53
Aromatic Rings: 3	Heavy Atoms: 24	QED Weighted: 0.75	Np Likeness Score: -0.64

1. Jacobson KA, Kirk KL, Padgett WL, Daly JW.. (1985) Functionalized congeners of 1,3-dialkylxanthines: preparation of analogues with high affinity for adenosine receptors., 28 (9): [PMID:2993622] [10.1021/jm00147a038]
2. Erickson RH, Hiner RN, Feeney SW, Blake PR, Rzeszotarski WJ, Hicks RP, Costello DG, Abreu ME.. (1991) 1,3,8-trisubstituted xanthines. Effects of substitution pattern upon adenosine receptor A1/A2 affinity., 34 (4): [PMID:2016719] [10.1021/jm00108a029]
3. 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]
4. Daly JW, Padgett W, Shamim MT, Butts-Lamb P, Waters J.. (1985) 1,3-Dialkyl-8-(p-sulfophenyl)xanthines: potent water-soluble antagonists for A1- and A2-adenosine receptors., 28 (4): [PMID:2984420] [10.1021/jm00382a018]
5. Shamim MT, Ukena D, Padgett WL, Hong O, Daly JW.. (1988) 8-Aryl-and 8-cycloalkyl-1,3-dipropylxanthines: further potent and selective antagonists for A1-adenosine receptors., 31 (3): [PMID:3346878] [10.1021/jm00398a020]

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