methyl 5-[(2Z,3S,4S)-4-benzamido-3-hydroxythiolan-2-ylidene]pentanoate

• ChemBase ID: 119310
• Molecular Formular: C17H21NO4S
• Molecular Mass: 335.41794
• Monoisotopic Mass: 335.11912916
• SMILES: [C@H]1(NC(=O)c2ccccc2)[C@@H](/C(=C/CCCC(=O)OC)/SC1)O
• Canonical SMILES: COC(=O)CCC/C=C/1\SC[C@H]([C@@H]1O)NC(=O)c1ccccc1
• InChI: InChI=1S/C17H21NO4S/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/h2-4,7-9,13,16,20H,5-6,10-11H2,1H3,(H,18,21)/b14-9-/t13-,16+/m1/s1
• InChIKey: VTJYJQFKNLLGNV-ZENWKWHOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 5-[(2Z,3S,4S)-4-benzamido-3-hydroxythiolan-2-ylidene]pentanoate
• IUPAC Traditional name: methyl 5-[(2Z,3S,4S)-4-benzamido-3-hydroxythiolan-2-ylidene]pentanoate
• Synonyms: (Z)-methyl 5-((3S,4S)-4-benzamido-3-hydroxydihydrothiophen-2(3H)-ylidene)pentanoate

Database IDs

• PubChem SID: 162107960
• PubChem CID: 7061049

CALCULATED PROPERTIES

• Acid pKa: 13.623547
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.5527033
• LogD (pH = 7.4): 1.5527035
• Log P: 1.5527037
• Molar Refractivity: 91.644 cm^3
• Polarizability: 35.083755 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds