methyl 2-(2-{[(benzyloxy)carbonyl]amino}propan-2-yl)-5-hydroxy-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate

• ChemBase ID: 167656
• Molecular Formular: C18H21N3O6
• Molecular Mass: 375.37584
• Monoisotopic Mass: 375.14303541
• SMILES: n1(c(nc(c(c1=O)O)C(=O)OC)C(NC(=O)OCc1ccccc1)(C)C)C
• Canonical SMILES: COC(=O)c1nc(n(c(=O)c1O)C)C(NC(=O)OCc1ccccc1)(C)C
• InChI: InChI=1S/C18H21N3O6/c1-18(2,20-17(25)27-10-11-8-6-5-7-9-11)16-19-12(15(24)26-4)13(22)14(23)21(16)3/h5-9,22H,10H2,1-4H3,(H,20,25)
• InChIKey: SNDXNBICJATRDW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-(2-{[(benzyloxy)carbonyl]amino}propan-2-yl)-5-hydroxy-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate
• IUPAC Traditional name: methyl 2-(2-{[(benzyloxy)carbonyl]amino}propan-2-yl)-5-hydroxy-1-methyl-6-oxopyrimidine-4-carboxylate
• Synonyms: 1,6-Dihydro-5-hydroxy-1-methyl-2-[1-methyl-1-[[benzylcarbamoyl]amino]ethyl]-6-oxo-4-pyrimidinecarboxylic Acid Methyl Ester

Database IDs

• CAS Number: 888504-27-6
• PubChem SID: 162261789
• PubChem CID: 54690598

CALCULATED PROPERTIES

• Acid pKa: 5.5656133
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.4452819
• LogD (pH = 7.4): -0.11739038
• Log P: 1.7146327
• Molar Refractivity: 96.5351 cm^3
• Polarizability: 36.782856 Å^3
• Polar Surface Area: 117.53 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White Solid
• Melting Point: 190-195°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D449240

An intermediate in the preparation of HIV-integrase inhibitors