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

ID: ALA604429

Chembl Id: CHEMBL604429

PubChem CID: 46874437

Max Phase: Preclinical

Molecular Formula: C17H27N5O5

Molecular Weight: 381.43

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H27N5O5/c1-3-9(4-2)5-6-26-17-20-14(18)11-15(21-17)22(8-19-11)16-13(25)12(24)10(7-23)27-16/h8-10,12-13,16,23-25H,3-7H2,1-2H3,(H2,18,20,21)/t10-,12-,13-,16?/m0/s1

Standard InChI Key:  IKTDJUXXBREHIR-MSOSYJBYSA-N

Alternative Forms

1. Parent:

   

   ALA604429

   (3S,4R,5S)-2-[6-amino-2-(3-ethylpentoxy)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: 381.43

Molecular Weight (Monoisotopic): 381.2012

AlogP: 0.23

#Rotatable Bonds: 8

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: 0.93

CX LogD: 0.93

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.50

Np Likeness Score: 1.00

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