2-(2,6-Diamino-purin-9-yl)-5-hydroxymethyl-tetrahydro-thiophene-3,4-diol

ID: ALA127703

Chembl Id: CHEMBL127703

PubChem CID: 22385700

Max Phase: Preclinical

Molecular Formula: C10H14N6O3S

Molecular Weight: 298.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(N)c2ncn(C3SC(CO)C(O)C3O)c2n1

Standard InChI:  InChI=1S/C10H14N6O3S/c11-7-4-8(15-10(12)14-7)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H4,11,12,14,15)

Standard InChI Key:  NNQXXWXKJFKCQU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA127703

   2-(2,6-Diaminopurin-9-yl)-5-(hydroxymethyl)thiolane-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: 298.33

Molecular Weight (Monoisotopic): 298.0848

AlogP: -1.68

#Rotatable Bonds: 2

Polar Surface Area: 156.33

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.93

CX Basic pKa: 5.94

CX LogP: -1.93

CX LogD: -1.94

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.44

Np Likeness Score: 0.21

References

1. Secrist JA, Tiwari KN, Shortnacy-Fowler AT, Messini L, Riordan JM, Montgomery JA, Meyers SC, Ealick SE..  (1998)  Synthesis and biological activity of certain 4'-thio-D-arabinofuranosylpurine nucleosides.,  41  (20): [PMID:9748361] [10.1021/jm980195+]

Source

Source(1):

• Scientific Literature