Acetic acid 4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-phenyl ester

ID: ALA36783

Chembl Id: CHEMBL36783

PubChem CID: 44285097

Max Phase: Preclinical

Molecular Formula: C19H22N4O4

Molecular Weight: 370.41

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H22N4O4/c1-4-10-22-17-15(18(25)23(11-5-2)19(22)26)20-16(21-17)13-6-8-14(9-7-13)27-12(3)24/h6-9H,4-5,10-11H2,1-3H3,(H,20,21)

Standard InChI Key:  HVKYSUWEHGWFJB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA36783

   Acetic acid 4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-phenyl ester

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: 370.41

Molecular Weight (Monoisotopic): 370.1641

AlogP: 2.30

#Rotatable Bonds: 6

Polar Surface Area: 98.98

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.73

CX Basic pKa: 1.76

CX LogP: 2.58

CX LogD: 2.44

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: -0.67

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]

Source

Source(1):

• Scientific Literature