methyl 5-[(2R,3S,4S)-4-benzamido-3-hydroxythiolan-2-yl]pentanoate

• ChemBase ID: 186252
• Molecular Formular: C17H23NO4S
• Molecular Mass: 337.43382
• Monoisotopic Mass: 337.13477922
• SMILES: [C@H]1(NC(=O)c2ccccc2)[C@@H]([C@H](SC1)CCCCC(=O)OC)O
• Canonical SMILES: COC(=O)CCCC[C@H]1SC[C@H]([C@@H]1O)NC(=O)c1ccccc1
• InChI: InChI=1S/C17H23NO4S/c1-22-15(19)10-6-5-9-14-16(20)13(11-23-14)18-17(21)12-7-3-2-4-8-12/h2-4,7-8,13-14,16,20H,5-6,9-11H2,1H3,(H,18,21)/t13-,14-,16+/m1/s1
• InChIKey: MKXMYDFBYDXTMK-FMKPAKJESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 5-[(2R,3S,4S)-4-benzamido-3-hydroxythiolan-2-yl]pentanoate
• IUPAC Traditional name: methyl 5-[(2R,3S,4S)-4-benzamido-3-hydroxythiolan-2-yl]pentanoate

Database IDs

• PubChem SID: 164242162
• PubChem CID: 7077447

CALCULATED PROPERTIES

• Acid pKa: 13.956901
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.9107841
• LogD (pH = 7.4): 1.9107844
• Log P: 1.9107845
• Molar Refractivity: 90.1784 cm^3
• Polarizability: 35.318024 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: L,D,D Isomer
• Classification: Rare Derivatives of Natural Compounds