(2R,5S)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-2-[(5R)-5-methyl-2-(propan-2-yl)cyclohexyl]-1,3-oxathiolane-2-carboxylic acid

• ChemBase ID: 797559
• Molecular Formular: C18H27N3O4S
• Molecular Mass: 381.48968
• Monoisotopic Mass: 381.17222736
• SMILES: O1[C@](SC[C@H]1n1c(=O)nc(cc1)N)(C(=O)O)C1C(CC[C@@H](C)C1)C(C)C
• Canonical SMILES: C[C@@H]1CCC(C(C1)[C@@]1(SC[C@H](O1)n1ccc(nc1=O)N)C(=O)O)C(C)C
• InChI: InChI=1S/C18H27N3O4S/c1-10(2)12-5-4-11(3)8-13(12)18(16(22)23)25-15(9-26-18)21-7-6-14(19)20-17(21)24/h6-7,10-13,15H,4-5,8-9H2,1-3H3,(H,22,23)(H2,19,20,24)/t11-,12?,13?,15+,18-/m1/s1
• InChIKey: XFHJCQULCALAOM-YXUBNWMTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,5S)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-2-[(5R)-5-methyl-2-(propan-2-yl)cyclohexyl]-1,3-oxathiolane-2-carboxylic acid
• IUPAC Traditional name: (2R,5S)-5-(4-amino-2-oxopyrimidin-1-yl)-2-[(5R)-2-isopropyl-5-methylcyclohexyl]-1,3-oxathiolane-2-carboxylic acid
• Synonyms: (1R,2S,5R)-Menthyl-(2R,5S)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-[1,3]oxathiolane-2-carboxylic acid

Database IDs

• CAS Number: 147027-10-9

CALCULATED PROPERTIES

• Acid pKa: 3.762062
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.2548914
• LogD (pH = 7.4): -0.28555343
• Log P: 2.9939265
• Molar Refractivity: 99.1682 cm^3
• Polarizability: 38.871643 Å^3
• Polar Surface Area: 105.22 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 97%