3'-Azido-3'-deoxy-4-thiothymidine
Completing data — refresh the page later to see the latest
Basic information
- CAS
108441-45-8- Standard SMILES
Cc1cn([C@H]2C[C@H](N=[N+]=[N-])[C@@H](CO)O2)c(=O)[nH]c1=S- InChIKey
LQGXMSIIZGFDND-XLPZGREQSA-N- Molecular formula
- C10H13N5O3S
- Average molar mass
- 283.31 g/mol
- Monoisotopic mass
- 283.07391047
Overview
shows anti-HIV activity in ATH8 cells; RN and structure given in first source
Names & identifiers
- Preferred name
- 3'-Azido-3'-deoxy-4-thiothymidine
- IUPAC
- 1-[(2R,4S,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-4-sulfanylidenepyrimidin-2-one
- English name
- 3'-azido-3'-deoxy-4-thiothymidine
- Molecular formula
- C10H13N5O3S
- Molecular weight
- 283.31
Names & synonyms
3'-Azido-3'-deoxy-4-thiothymidine108441-45-8N3ddThdS3DTXSID00148552RefChem:90316DTXCID0071043CHEMBL1790742N3ddThdSThymidine, 3'-azido-3'-deoxy-4-thio-LQGXMSIIZGFDND-XLPZGREQSA-NBDBM503679201-(3-Azido-2,3-dideoxy-beta-D-erythro-pentofuranosyl)-5-methyl-4-sulfanylidene-3,4-dihydropyrimidin-2(1H)-one
Show more names
3,4-Dihydro-5-methyl-1-[(5β-hydroxymethyl-4α-azidotetrahydrofuran)-2β-yl]-4-thioxopyrimidin-2(1H)-one
1-[(2R,4S,5S)-4-azido-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-methyl-4-thioxo-pyrimidin-2-one
Database identifiers
- CAS
108441-45-8- PubChem CID
- 3000254
- DTXSID
DTXSID00148552- ChEMBL
CHEMBL1790742- Nikkaji
- J264.459B
Properties
Computed structural propertiesFilling in
- XLogP
- 0.6
- Topological polar surface area
- 108 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 3
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 488
Experimental & physicochemical properties
LogP1.07
Physicochemical properties
- Melting point
- 82 · 82-85 °C(Solvent: Ethanol)
- pka
- 4.873 · 4.873±0.40(predicted)
Related reactions
3 records
Compound notes
Loading…