[(2R,3R,4S,5R)-3-acetyloxy-4-chloro-2-(fluoromethyl)-5-(2-hydroxy-6-oxo-1,2-dihydropyrimidin-3-yl)oxolan-2-yl]methyl acetate

C14H18ClFN2O7 — CID 134575785

About [(2R,3R,4S,5R)-3-acetyloxy-4-chloro-2-(fluoromethyl)-5-(2-hydroxy-6-oxo-1,2-dihydropyrimidin-3-yl)oxolan-2-yl]methyl acetate

[(2R,3R,4S,5R)-3-acetyloxy-4-chloro-2-(fluoromethyl)-5-(2-hydroxy-6-oxo-1,2-dihydropyrimidin-3-yl)oxolan-2-yl]methyl acetate (PubChem CID 134575785) has the molecular formula C14H18ClFN2O7 and a molecular weight of 380.76 g/mol. Its IUPAC name is [(2R,3R,4S,5R)-3-acetyloxy-4-chloro-2-(fluoromethyl)-5-(2-hydroxy-6-oxo-1,2-dihydropyrimidin-3-yl)oxolan-2-yl]methyl acetate.

Molecular Properties

• Compound Name: [(2R,3R,4S,5R)-3-acetyloxy-4-chloro-2-(fluoromethyl)-5-(2-hydroxy-6-oxo-1,2-dihydropyrimidin-3-yl)oxolan-2-yl]methyl acetate
• PubChem CID: 134575785
• Molecular Formula: C14H18ClFN2O7
• Molecular Weight: 380.76 g/mol
• Exact Mass: 380.08
• IUPAC Name: [(2R,3R,4S,5R)-3-acetyloxy-4-chloro-2-(fluoromethyl)-5-(2-hydroxy-6-oxo-1,2-dihydropyrimidin-3-yl)oxolan-2-yl]methyl acetate
• SMILES: CC(=O)OC[C@@]1(CF)O[C@@H](N2C=CC(=O)NC2O)[C@@H](Cl)[C@@H]1OC(C)=O
• InChI: InChI=1S/C14H18ClFN2O7/c1-7(19)23-6-14(5-16)11(24-8(2)20)10(15)12(25-14)18-4-3-9(21)17-13(18)22/h3-4,10-13,22H,5-6H2,1-2H3,(H,17,21)/t10-,11-,12+,13?,14+/m0/s1
• InChIKey: ATQADEFVANYIMY-BEUHCMRWSA-N
• XLogP: -0.63
• TPSA: 114.40 Ų
• H-Bond Donors: 2
• H-Bond Acceptors: 8
• Rotatable Bonds: 5
• Heavy Atoms: 25
• Complexity: —

Lipinski Rule of Five

Passes Rule of Five

Rule	Value
MW ≤ 500	380.76
LogP ≤ 5	-0.63
H-Bond Donors ≤ 5	2
H-Bond Acceptors ≤ 10	8

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'alkyl_halide', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of [(2R,3R,4S,5R)-3-acetyloxy-4-chloro-2-(fluoromethyl)-5-(2-hydroxy-6-oxo-1,2-dihydropyrimidin-3-yl)oxolan-2-yl]methyl acetate?

The IUPAC name of [(2R,3R,4S,5R)-3-acetyloxy-4-chloro-2-(fluoromethyl)-5-(2-hydroxy-6-oxo-1,2-dihydropyrimidin-3-yl)oxolan-2-yl]methyl acetate (CID 134575785) is [(2R,3R,4S,5R)-3-acetyloxy-4-chloro-2-(fluoromethyl)-5-(2-hydroxy-6-oxo-1,2-dihydropyrimidin-3-yl)oxolan-2-yl]methyl acetate.

What is the SMILES notation for [(2R,3R,4S,5R)-3-acetyloxy-4-chloro-2-(fluoromethyl)-5-(2-hydroxy-6-oxo-1,2-dihydropyrimidin-3-yl)oxolan-2-yl]methyl acetate?

The canonical SMILES for [(2R,3R,4S,5R)-3-acetyloxy-4-chloro-2-(fluoromethyl)-5-(2-hydroxy-6-oxo-1,2-dihydropyrimidin-3-yl)oxolan-2-yl]methyl acetate is CC(=O)OC[C@@]1(CF)O[C@@H](N2C=CC(=O)NC2O)[C@@H](Cl)[C@@H]1OC(C)=O.

What is the InChIKey of [(2R,3R,4S,5R)-3-acetyloxy-4-chloro-2-(fluoromethyl)-5-(2-hydroxy-6-oxo-1,2-dihydropyrimidin-3-yl)oxolan-2-yl]methyl acetate?

The InChIKey is ATQADEFVANYIMY-BEUHCMRWSA-N. The full InChI is InChI=1S/C14H18ClFN2O7/c1-7(19)23-6-14(5-16)11(24-8(2)20)10(15)12(25-14)18-4-3-9(21)17-13(18)22/h3-4,10-13,22H,5-6H2,1-2H3,(H,17,21)/t10-,11-,12+,13?,14+/m0/s1.

What are the key properties of [(2R,3R,4S,5R)-3-acetyloxy-4-chloro-2-(fluoromethyl)-5-(2-hydroxy-6-oxo-1,2-dihydropyrimidin-3-yl)oxolan-2-yl]methyl acetate?

[(2R,3R,4S,5R)-3-acetyloxy-4-chloro-2-(fluoromethyl)-5-(2-hydroxy-6-oxo-1,2-dihydropyrimidin-3-yl)oxolan-2-yl]methyl acetate has a molecular weight of 380.76 g/mol, XLogP of -0.63, 5 rotatable bonds, 2 hydrogen bond donors, and 8 hydrogen bond acceptors.

Where does this data come from?

All data for [(2R,3R,4S,5R)-3-acetyloxy-4-chloro-2-(fluoromethyl)-5-(2-hydroxy-6-oxo-1,2-dihydropyrimidin-3-yl)oxolan-2-yl]methyl acetate is sourced from PubChem (CID 134575785), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).