9-(3-Deoxy-3,4-difluoro-alpha-L-xylofuranosyl)adenine

ID: ALA3343881

Chembl Id: CHEMBL3343881

PubChem CID: 118717404

Max Phase: Preclinical

Molecular Formula: C10H11F2N5O3

Molecular Weight: 287.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@@](F)(CO)[C@@H](F)[C@@H]1O

Standard InChI:  InChI=1S/C10H11F2N5O3/c11-6-5(19)9(20-10(6,12)1-18)17-3-16-4-7(13)14-2-15-8(4)17/h2-3,5-6,9,18-19H,1H2,(H2,13,14,15)/t5-,6-,9+,10-/m0/s1

Standard InChI Key:  AYNQNUHSDIGTKO-DERVNVNRSA-N

Alternative Forms

1. Parent:

   

   ALA3343881

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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: 287.23

Molecular Weight (Monoisotopic): 287.0830

AlogP: -0.71

#Rotatable Bonds: 2

Polar Surface Area: 119.31

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.14

CX Basic pKa: 4.92

CX LogP: -0.63

CX LogD: -0.63

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.67

Np Likeness Score: 0.48

References

1. Shimada H, Haraguchi K, Hotta K, Miyaike T, Kitagawa Y, Tanaka H, Kaneda R, Abe H, Shuto S, Mori K, Ueda Y, Kato N, Snoeck R, Andrei G, Balzarini J..  (2014)  Synthesis of 3',4'-difluoro-3'-deoxyribonucleosides and its evaluation of the biological activities: discovery of a novel type of anti-HCV agent 3',4'-difluorocordycepin.,  22  (21): [PMID:25282652] [10.1016/j.bmc.2014.08.024]

Source

Source(1):

• Scientific Literature