({[(2S)-1-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxypropan-2-yl]oxy}methyl)phosphonic acid hydrate

• ChemBase ID: 154835
• Molecular Formular: C8H16N3O7P
• Molecular Mass: 297.202301
• Monoisotopic Mass: 297.0725865
• SMILES: c1cn(c(=O)nc1N)C[C@@H](CO)OCP(=O)(O)O.O
• Canonical SMILES: OC[C@H](Cn1ccc(nc1=O)N)OCP(=O)(O)O.O
• InChI: InChI=1S/C8H14N3O6P.H2O/c9-7-1-2-11(8(13)10-7)3-6(4-12)17-5-18(14,15)16;/h1-2,6,12H,3-5H2,(H2,9,10,13)(H2,14,15,16);1H2/t6-;/m0./s1
• InChIKey: KLJYJZIIJLYJNN-RGMNGODLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ({[(2S)-1-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxypropan-2-yl]oxy}methyl)phosphonic acid hydrate
• IUPAC Traditional name: cidofovir hydrate
• Synonyms: (S)-HPMPC; Cidovir; (S)-1-[3-hydroxy-2-(phosphonylmethoxy)propyl]cytosine; HPMPC; Vistide; Cidofovir hydrate

Database IDs

• CAS Number: 113852-37-2(anhydrous)
• MDL Number: MFCD17215968
• PubChem SID: 162248973
• PubChem CID: 23623650

CALCULATED PROPERTIES

• Acid pKa: 1.0463051
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -4.5788546
• LogD (pH = 7.4): -4.7014484
• Log P: -2.9908068
• Molar Refractivity: 60.4279 cm^3
• Polarizability: 23.452892 Å^3
• Polar Surface Area: 145.68 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: deionized water: ≥5 mg/mL (warmed)
• Apperance: powder

Safety Information

• Storage Condition: desiccated; protect from light
• RTECS: SZ6545000
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 25-38
• Safety Statements: 36-37-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315
• GHS Precautionary statements: P301 + P310
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C8H14N3O6P · xH2O

DETAILS

Sigma Aldrich - C5874

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
Selective inhibitor of viral DNA synthesis through the selective inhibition of viral DNA polymerase.