2-[6-Amino-2-(3-methyl-butoxy)-purin-9-yl]-5-hydroxymethyl-tetrahydro-furan-3,4-diol

ID: ALA604224

Chembl Id: CHEMBL604224

PubChem CID: 46874432

Max Phase: Preclinical

Molecular Formula: C15H23N5O5

Molecular Weight: 353.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCOc1nc(N)c2ncn(C3O[C@@H](CO)[C@H](O)[C@@H]3O)c2n1

Standard InChI:  InChI=1S/C15H23N5O5/c1-7(2)3-4-24-15-18-12(16)9-13(19-15)20(6-17-9)14-11(23)10(22)8(5-21)25-14/h6-8,10-11,14,21-23H,3-5H2,1-2H3,(H2,16,18,19)/t8-,10-,11-,14?/m0/s1

Standard InChI Key:  NYOATRQJOMGEOO-ZAXYBPHKSA-N

Alternative Forms

1. Parent:

   

   ALA604224

   (3S,4R,5S)-2-[6-amino-2-(3-methylbutoxy)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol

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: 353.38

Molecular Weight (Monoisotopic): 353.1699

AlogP: -0.56

#Rotatable Bonds: 6

Polar Surface Area: 148.77

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.45

CX Basic pKa: 4.22

CX LogP: 0.04

CX LogD: 0.04

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: 0.84

References

1. Ueeda M, Thompson RD, Arroyo LH, Olsson RA..  (1991)  2-Alkoxyadenosines: potent and selective agonists at the coronary artery A2 adenosine receptor.,  34  (4): [PMID:2016707] [10.1021/jm00108a014]

Source

Source(1):

• Scientific Literature