benzyl (3R)-3-(hydroxycarbamoyl)-4-(4-methoxybenzenesulfonyl)piperazine-1-carboxylate

• ChemBase ID: 3845
• Molecular Formular: C20H23N3O7S
• Molecular Mass: 449.47752
• Monoisotopic Mass: 449.12567109
• SMILES: S(=O)(=O)(c1ccc(cc1)OC)N1[C@H](CN(CC1)C(=O)OCc1ccccc1)C(=O)NO
• Canonical SMILES: ONC(=O)[C@H]1CN(CCN1S(=O)(=O)c1ccc(cc1)OC)C(=O)OCc1ccccc1
• InChI: InChI=1S/C20H23N3O7S/c1-29-16-7-9-17(10-8-16)31(27,28)23-12-11-22(13-18(23)19(24)21-26)20(25)30-14-15-5-3-2-4-6-15/h2-10,18,26H,11-14H2,1H3,(H,21,24)/t18-/m1/s1
• InChIKey: DNGGPLKVDUPXFN-GOSISDBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (3R)-3-(hydroxycarbamoyl)-4-(4-methoxybenzenesulfonyl)piperazine-1-carboxylate
• IUPAC Traditional name: benzyl (3R)-3-(hydroxycarbamoyl)-4-(4-methoxybenzenesulfonyl)piperazine-1-carboxylate
• Synonyms: N-Hydroxy-1-(4-Methoxyphenyl)Sulfonyl-4-Benzyloxycarbonyl-Piperazine-2-Carboxamide

Database IDs

• PubChem SID: 160967282; 46506933
• PubChem CID: 5289389

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.700174
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.1662784
• LogD (pH = 7.4): 1.1454242
• Log P: 1.1665509
• Molar Refractivity: 110.4467 cm^3
• Polarizability: 43.73356 Å^3
• Polar Surface Area: 125.48 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.27
• LOG S: -3.49
• Solubility (Water): 1.45e-01 g/l

DETAILS

DrugBank - DB04232

Drug information: experimental