2-(6-Amino-2-cyclopentyloxy-purin-9-yl)-5-hydroxymethyl-tetrahydro-furan-3,4-diol

ID: ALA2311200

Chembl Id: CHEMBL2311200

PubChem CID: 71716703

Max Phase: Preclinical

Molecular Formula: C15H21N5O5

Molecular Weight: 351.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(OC2CCCC2)nc2c1ncn2[C@H]1O[C@@H](CO)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C15H21N5O5/c16-12-9-13(19-15(18-12)24-7-3-1-2-4-7)20(6-17-9)14-11(23)10(22)8(5-21)25-14/h6-8,10-11,14,21-23H,1-5H2,(H2,16,18,19)/t8-,10-,11-,14-/m0/s1

Standard InChI Key:  SMRMUZBGCWSILN-AEHQLWAISA-N

Alternative Forms

1. Parent:

   

   ALA2311200

   (2S,3S,4R,5S)-2-(6-amino-2-cyclopentyloxypurin-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: 351.36

Molecular Weight (Monoisotopic): 351.1543

AlogP: -0.66

#Rotatable Bonds: 4

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: 4.18

CX LogP: -0.22

CX LogD: -0.22

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.56

Np Likeness Score: 1.06

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