Lodenosine
Basic information
- CAS
110143-10-7- Standard SMILES
Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)C[C@@H]1F- InChIKey
KBEMFSMODRNJHE-JFWOZONXSA-N- Molecular formula
- C10H12FN5O2
- Average molar mass
- 253.23 g/mol
- Monoisotopic mass
- 253.0975028
Overview
Lodenosine is a small molecule drug. The usage of the INN stem '-nosine' in the name indicates that Lodenosine is a purine nucleoside analogue. Lodenosine has a monoisotopic molecular weight of 253.1 Da.
Names & identifiers
- Preferred name
- Lodenosine
- IUPAC
- [(2S,4S,5R)-5-(6-aminopurin-9-yl)-4-fluorooxolan-2-yl]methanol
- English name
- 9-(2,3-Dideoxy-2-fluoro-alpha-D-threopentofuranosyl)-adenine
- Molecular formula
- C10H12FN5O2
- Molecular weight
- 253.23
Names & synonyms
Lodenosine110143-10-7F-ddA3WB2LGT4R1NSC 613792NSC-6137922'-beta-F-ddAdo2'-beta-Fluoro-2',3'-dideoxyadenosineDTXSID901491549H-Purin-6-amine, 9-(2,3-dideoxy-2-fluoro-beta-D-threo-pentofuranosyl)-F-ribo-ddAF-ara-ddA
Show more names
FddlβFddADDG-1Lodensine2'-Fluoro-2'2'-F-dd-ara-A3'-dideoxyarabinosyladenine
2'-F-ara-ddARefChem:153934DTXCID80716459-(2,3-dideoxy-2-fluoro-beta-threo-pentofuranosyl)adenine9-(2,3-dideoxy-2-fluoro-beta-D-threo-pentofuranosyl)adenine2'-fluoro-ara-2',3'-dideoxyadenosine2'-fluoro-ribo-2',3'-dideoxyadenosineFddA
Database identifiers
- CAS
110143-10-7- PubChem CID
- 72180
- DTXSID
DTXSID90149154- ChEMBL
CHEMBL501916- UNII
- 3WB2LGT4R1
- Nikkaji
- J274.986F
Properties
Computed structural properties
- XLogP
- -0.2
- Topological polar surface area
- 99.1 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 2
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 310
Physicochemical properties
- Melting point
- 227 ℃ · 227℃
- Boiling point
- 541.3 · 541.3±60.0 °C(Predicted)
- Density
- 1.85 · 1.85±0.1 g/cm3(Predicted)
- pka
- 14.44 · 14.44±0.10(Predicted)
- FDA UNII
- 3 WB2LGT4R1 · 3WB2LGT4R1
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Toxicology
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
Lodenosine
DILI Positive
DOI:10.1016/j.drudis.2019.09.022
Chemistry & industry
Applications
UsesAntiviral.
Suppliers
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Related reactions
3 records
Compound notes
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