(2R,3S)-3-amino-2-hydroxy-S-(4-methoxy-2,3,6-trimethylphenyl)-4-phenylbutane-1-sulfonamido

• ChemBase ID: 5171
• Molecular Formular: C20H28N2O4S
• Molecular Mass: 392.51232
• Monoisotopic Mass: 392.17697839
• SMILES: COc1cc(C)c(c(C)c1C)S(=O)(=O)NC[C@@H](O)[C@@H](N)Cc1ccccc1
• Canonical SMILES: COc1cc(C)c(c(c1C)C)S(=O)(=O)NC[C@H]([C@H](Cc1ccccc1)N)O
• InChI: InChI=1S/C20H28N2O4S/c1-13-10-19(26-4)14(2)15(3)20(13)27(24,25)22-12-18(23)17(21)11-16-8-6-5-7-9-16/h5-10,17-18,22-23H,11-12,21H2,1-4H3/t17-,18+/m0/s1
• InChIKey: HORGTFOBJRCVMO-ZWKOTPCHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-3-amino-2-hydroxy-S-(4-methoxy-2,3,6-trimethylphenyl)-4-phenylbutane-1-sulfonamido
• IUPAC Traditional name: (2R,3S)-3-amino-2-hydroxy-S-(4-methoxy-2,3,6-trimethylphenyl)-4-phenylbutane-1-sulfonamido
• Synonyms: N-[(2R,3S)-3-AMINO-2-HYDROXY-4-PHENYLBUTYL]-4-METHOXY-2,3,6-TRIMETHYLBENZENESULFONAMIDE

Database IDs

• PubChem SID: 99443998; 160968601
• PubChem CID: 9543487

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.905707
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.078723334
• LogD (pH = 7.4): 1.2205412
• Log P: 2.7435663
• Molar Refractivity: 107.6495 cm^3
• Polarizability: 42.446938 Å^3
• Polar Surface Area: 101.65 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.21
• LOG S: -4.22
• Solubility (Water): 2.36e-02 g/l

DETAILS

DrugBank - DB07527

Drug information: experimental