9-(2-deoxy-beta-D-ribofuranosyl)-6-methylpurine

ID: ALA1234254

Chembl Id: CHEMBL1234254

Cas Number: 16006-64-7

PubChem CID: 97184

Max Phase: Preclinical

Molecular Formula: C11H14N4O3

Molecular Weight: 250.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](CO)O1

Standard InChI:  InChI=1S/C11H14N4O3/c1-6-10-11(13-4-12-6)15(5-14-10)9-2-7(17)8(3-16)18-9/h4-5,7-9,16-17H,2-3H2,1H3/t7-,8+,9+/m0/s1

Standard InChI Key:  SJXRKKYXNZWKDB-DJLDLDEBSA-N

Alternative Forms

1. Parent:

   

   ALA1234254

   9-(2-Deoxy-beta-D-ribofuranosyl)-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: 250.26

Molecular Weight (Monoisotopic): 250.1066

AlogP: -0.22

#Rotatable Bonds: 2

Polar Surface Area: 93.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.89

CX Basic pKa: 2.98

CX LogP: -0.82

CX LogD: -0.82

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.76

Np Likeness Score: 0.81

References

1. Hassan AE, Abou-Elkhair RA, Riordan JM, Allan PW, Parker WB, Khare R, Waud WR, Montgomery JA, Secrist JA..  (2012)  Synthesis and evaluation of the substrate activity of C-6 substituted purine ribosides with E. coli purine nucleoside phosphorylase: palladium mediated cross-coupling of organozinc halides with 6-chloropurine nucleosides.,  47  [PMID:22112758] [10.1016/j.ejmech.2011.10.039]

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]

3. 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