(2R)-2-amino-3,3,3-trifluoro-N-hydroxy-2-[(4-phenoxybenzenesulfonyl)methyl]propanamide

• ChemBase ID: 4897
• Molecular Formular: C16H15F3N2O5S
• Molecular Mass: 404.3609096
• Monoisotopic Mass: 404.06537725
• SMILES: c1ccccc1Oc1ccc(cc1)S(=O)(=O)C[C@@](C(F)(F)F)(N)C(=O)NO
• Canonical SMILES: ONC(=O)[C@@](C(F)(F)F)(CS(=O)(=O)c1ccc(cc1)Oc1ccccc1)N
• InChI: InChI=1S/C16H15F3N2O5S/c17-16(18,19)15(20,14(22)21-23)10-27(24,25)13-8-6-12(7-9-13)26-11-4-2-1-3-5-11/h1-9,23H,10,20H2,(H,21,22)/t15-/m1/s1
• InChIKey: MKRPIBSCGZAUCH-OAHLLOKOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3,3,3-trifluoro-N-hydroxy-2-[(4-phenoxybenzenesulfonyl)methyl]propanamide
• IUPAC Traditional name: (2R)-2-amino-3,3,3-trifluoro-N-hydroxy-2-[(4-phenoxybenzenesulfonyl)methyl]propanamide
• Synonyms: (2R)-2-AMINO-3,3,3-TRIFLUORO-N-HYDROXY-2-{[(4-PHENOXYPHENYL)SULFONYL]METHYL}PROPANAMIDE

Database IDs

• PubChem SID: 160968329; 99443717
• PubChem CID: 16129579

CALCULATED PROPERTIES

JChem

• H Donor: 3
• LogD (pH = 5.5): 1.5794723
• LogD (pH = 7.4): 1.5533631
• Log P: 1.5799164
• Molar Refractivity: 88.5871 cm^3
• Polarizability: 34.97947 Å^3
• Polar Surface Area: 118.72 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true
• Acid pKa: 8.598151
• H Acceptors: 5

ALOGPS 2.1

• Log P: 2.4
• LOG S: -4.19
• Solubility (Water): 2.58e-02 g/l

DETAILS

DrugBank - DB07246

Drug information: experimental