benzyl N-[2-(4-{[(4-fluorophenyl)methyl]carbamoyl}-5-hydroxy-1-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)propan-2-yl]carbamate

• ChemBase ID: 161545
• Molecular Formular: C24H25FN4O5
• Molecular Mass: 468.4775032
• Monoisotopic Mass: 468.18089814
• SMILES: n1(c(nc(c(c1=O)O)C(=O)NCc1ccc(cc1)F)C(NC(=O)OCc1ccccc1)(C)C)C
• Canonical SMILES: O=C(NC(c1nc(C(=O)NCc2ccc(cc2)F)c(c(=O)n1C)O)(C)C)OCc1ccccc1
• InChI: InChI=1S/C24H25FN4O5/c1-24(2,28-23(33)34-14-16-7-5-4-6-8-16)22-27-18(19(30)21(32)29(22)3)20(31)26-13-15-9-11-17(25)12-10-15/h4-12,30H,13-14H2,1-3H3,(H,26,31)(H,28,33)
• InChIKey: YSQDMQRPJOGQNV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[2-(4-{[(4-fluorophenyl)methyl]carbamoyl}-5-hydroxy-1-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)propan-2-yl]carbamate
• IUPAC Traditional name: benzyl N-[2-(4-{[(4-fluorophenyl)methyl]carbamoyl}-5-hydroxy-1-methyl-6-oxopyrimidin-2-yl)propan-2-yl]carbamate
• Synonyms: N-[1-[4-[[[(4-Fluorophenyl)methyl]amino]carbonyl]-1,6-dihydro-5-hydroxy-1-methyl-6-oxo-2-pyrimidinyl]-1-methylethyl]-carbamic Acid Phenylmethyl Ester; Benzyl [1-[4-[[(4-Fluorobenzyl)amino]carbonyl]-5-hydroxy-1-methyl-6-oxo-1,6-dihydropyrimidin-2-yl]-1-methylethyl]carbamate

Database IDs

• CAS Number: 518048-02-7
• PubChem SID: 162255680
• PubChem CID: 54725153

CALCULATED PROPERTIES

• Acid pKa: 5.9928308
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.4982877
• LogD (pH = 7.4): 1.1987236
• Log P: 2.619314
• Molar Refractivity: 123.3139 cm^3
• Polarizability: 46.456688 Å^3
• Polar Surface Area: 120.33 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO
• Apperance: Off-White Solid
• Melting Point: 167-170°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B276590

An intermediate in the preparation of HIV-integrase inhibitors