benzyl (3aS,7aS)-2-[(7-bromo-6-chloro-4-oxo-3,4-dihydroquinazolin-3-yl)methyl]-2-hydroxy-octahydrofuro[3,2-b]pyridine-4-carboxylate

• ChemBase ID: 161617
• Molecular Formular: C24H23BrClN3O5
• Molecular Mass: 548.81352
• Monoisotopic Mass: 547.05096053
• SMILES: c1c(c(cc2c1c(=O)n(cn2)CC1(O[C@@H]2[C@@H](N(CCC2)C(=O)OCc2ccccc2)C1)O)Br)Cl
• Canonical SMILES: O=C(N1CCC[C@H]2[C@@H]1CC(O2)(O)Cn1cnc2c(c1=O)cc(c(c2)Br)Cl)OCc1ccccc1
• InChI: InChI=1S/C24H23BrClN3O5/c25-17-10-19-16(9-18(17)26)22(30)28(14-27-19)13-24(32)11-20-21(34-24)7-4-8-29(20)23(31)33-12-15-5-2-1-3-6-15/h1-3,5-6,9-10,14,20-21,32H,4,7-8,11-13H2/t20-,21-,24?/m0/s1
• InChIKey: XAQXQMMNLHDRID-GAIPOIILSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (3aS,7aS)-2-[(7-bromo-6-chloro-4-oxo-3,4-dihydroquinazolin-3-yl)methyl]-2-hydroxy-octahydrofuro[3,2-b]pyridine-4-carboxylate
• IUPAC Traditional name: benzyl (3aS,7aS)-2-[(7-bromo-6-chloro-4-oxoquinazolin-3-yl)methyl]-2-hydroxy-hexahydrofuro[3,2-b]pyridine-4-carboxylate
• Synonyms: (3aR,7aR)-rel-2-[(7-Bromo-6-chloro-4-oxo-3(4H)-quinazolinyl)methyl]hexahydro-2-hydroxy-furo[3,2-b]pyridine-4(2H)-carboxylic Acid Phenylmethyl Ester; (3aS*,7aS*)-Benzyl 2-Hydroxy-2-[(7-bromo-6-chloro-4-oxo-3(4H)-quinazolinyl)methyl]hexahydrofuro[3,2-b]pyridine-4(2H)-carboxylate

Database IDs

• PubChem SID: 162255752
• PubChem CID: 46780745

CALCULATED PROPERTIES

• Acid pKa: 11.603304
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 4.357667
• LogD (pH = 7.4): 4.3577075
• Log P: 4.3577356
• Molar Refractivity: 130.2954 cm^3
• Polarizability: 49.586277 Å^3
• Polar Surface Area: 91.67 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid