1-[(2S,4S,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 92026
• Molecular Formular: C10H13N5O4
• Molecular Mass: 267.24132
• Monoisotopic Mass: 267.09675392
• SMILES: O1[C@@H]([C@H](C[C@H]1n1cc(c(=O)[nH]c1=O)C)N=[N+]=[N-])CO
• Canonical SMILES: OC[C@H]1O[C@@H](C[C@@H]1N=[N+]=[N-])n1cc(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C10H13N5O4/c1-5-3-15(10(18)12-9(5)17)8-2-6(13-14-11)7(4-16)19-8/h3,6-8,16H,2,4H2,1H3,(H,12,17,18)/t6-,7+,8-/m0/s1
• InChIKey: HBOMLICNUCNMMY-RNJXMRFFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2S,4S,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(2S,4S,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-3H-pyrimidine-2,4-dione
• Synonyms: Azidothymidine; AZT; 3'-Azido-3'-deoxythymidine

Database IDs

• CAS Number: 30516-87-1
• MDL Number: MFCD00006536
• PubChem SID: 162078724
• PubChem CID: 10220987

CALCULATED PROPERTIES

• Acid pKa: 4.665496
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.39642715
• LogD (pH = 7.4): -0.4136947
• Log P: -0.29870915
• Molar Refractivity: 61.7045 cm^3
• Polarizability: 23.694994 Å^3
• Polar Surface Area: 108.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 118-120°C

Safety Information

• Storage Warning: Carcinogenic/Harmful/Light Sensitive/Store under Argon/Store at -20°C

DETAILS

Apollo Scientific Ltd - OR8250T

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