9-(6-Deoxy-alpha-L-talofuranosyl)-6-methylpurine

ID: ALA1236184

Chembl Id: CHEMBL1236184

PubChem CID: 447722

Max Phase: Preclinical

Molecular Formula: C12H16N4O4

Molecular Weight: 280.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ncnc2c1ncn2[C@@H]1O[C@H]([C@H](C)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C12H16N4O4/c1-5-7-11(14-3-13-5)16(4-15-7)12-9(19)8(18)10(20-12)6(2)17/h3-4,6,8-10,12,17-19H,1-2H3/t6-,8-,9+,10+,12+/m0/s1

Standard InChI Key:  XJZDIUOABWMPLZ-DSBXBFMBSA-N

Alternative Forms

1. Parent:

   

   ALA1236184

   9-(6-Deoxy-alpha-L-talofuranosyl)-6-methylpurine

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: 280.28

Molecular Weight (Monoisotopic): 280.1172

AlogP: -0.87

#Rotatable Bonds: 2

Polar Surface Area: 113.52

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.45

CX Basic pKa: 2.96

CX LogP: -1.31

CX LogD: -1.31

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.66

Np Likeness Score: 1.02

References

1. Hassan AE, Abou-Elkhair RA, Parker WB, Allan PW, Secrist JA..  (2016)  6-Methylpurine derived sugar modified nucleosides: Synthesis and in vivo antitumor activity in D54 tumor expressing M64V-Escherichia coli purine nucleoside phosphorylase.,  108  [PMID:26724729] [10.1016/j.ejmech.2015.12.029]

2. Hassan AE, Abou-Elkhair RA, Parker WB, Allan PW, Secrist JA..  (2016)  6-Methylpurine derived sugar modified nucleosides: Synthesis and in vivo antitumor activity in D54 tumor expressing M64V-Escherichia coli purine nucleoside phosphorylase.,  108  [PMID:26724729] [10.1016/j.ejmech.2015.12.029]

Source

Source(1):

• Scientific Literature