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

ID: ALA2112648

Chembl Id: CHEMBL2112648

PubChem CID: 10542309

Max Phase: Preclinical

Molecular Formula: C10H12FN5O3S

Molecular Weight: 301.30

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H12FN5O3S/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6+,9-/m1/s1

Standard InChI Key:  NZMAAWWKRRXRAJ-FJFJXFQQSA-N

Alternative Forms

1. Parent:

   

   ALA2112648

   (2R,3S,4S,5R)-2-(6-amino-2-fluoropurin-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: 301.30

Molecular Weight (Monoisotopic): 301.0645

AlogP: -1.12

#Rotatable Bonds: 2

Polar Surface Area: 130.31

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.94

CX Basic pKa: 0.91

CX LogP: -1.16

CX LogD: -1.16

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.51

Np Likeness Score: 0.22

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