(4R)-1-benzyl-N-hydroxy-3-(4-methoxybenzenesulfonyl)-6-oxo-1,3-diazinane-4-carboxamide

• ChemBase ID: 3760
• Molecular Formular: C19H21N3O6S
• Molecular Mass: 419.45154
• Monoisotopic Mass: 419.11510641
• SMILES: c1(ccc(cc1)OC)S(=O)(=O)N1[C@H](CC(=O)N(C1)Cc1ccccc1)C(=O)NO
• Canonical SMILES: ONC(=O)[C@H]1CC(=O)N(CN1S(=O)(=O)c1ccc(cc1)OC)Cc1ccccc1
• InChI: InChI=1S/C19H21N3O6S/c1-28-15-7-9-16(10-8-15)29(26,27)22-13-21(12-14-5-3-2-4-6-14)18(23)11-17(22)19(24)20-25/h2-10,17,25H,11-13H2,1H3,(H,20,24)/t17-/m1/s1
• InChIKey: SUSMVCKSLVPRCL-QGZVFWFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-1-benzyl-N-hydroxy-3-(4-methoxybenzenesulfonyl)-6-oxo-1,3-diazinane-4-carboxamide
• IUPAC Traditional name: (4R)-1-benzyl-N-hydroxy-3-(4-methoxybenzenesulfonyl)-6-oxo-1,3-diazinane-4-carboxamide
• Synonyms: 1-Benzyl-3-(4-Methoxy-Benzenesulfonyl)-6-Oxo-Hexahydro-Pyrimidine-4-Carboxylic Acid Hydroxyamide

Database IDs

• PubChem SID: 46505586; 160967198
• PubChem CID: 445018

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.707039
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.76695913
• LogD (pH = 7.4): 0.74642414
• Log P: 0.7672274
• Molar Refractivity: 103.7419 cm^3
• Polarizability: 41.17033 Å^3
• Polar Surface Area: 116.25 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.93
• LOG S: -3.33
• Solubility (Water): 1.95e-01 g/l

DETAILS

DrugBank - DB04140

Drug information: experimental