(2S)-2-{2-[(5-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]acetamido}-4-(methylsulfanyl)butanoic acid

• ChemBase ID: 221857
• Molecular Formular: C18H23NO7S
• Molecular Mass: 397.44272
• Monoisotopic Mass: 397.11952308
• SMILES: c12C(=O)CC(Oc1cc(cc2O)OCC(=O)N[C@H](C(=O)O)CCSC)(C)C
• Canonical SMILES: CSCC[C@@H](C(=O)O)NC(=O)COc1cc(O)c2c(c1)OC(CC2=O)(C)C
• InChI: InChI=1S/C18H23NO7S/c1-18(2)8-13(21)16-12(20)6-10(7-14(16)26-18)25-9-15(22)19-11(17(23)24)4-5-27-3/h6-7,11,20H,4-5,8-9H2,1-3H3,(H,19,22)(H,23,24)/t11-/m0/s1
• InChIKey: KUCNEGXKHSMELJ-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{2-[(5-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]acetamido}-4-(methylsulfanyl)butanoic acid
• IUPAC Traditional name: (2S)-2-{2-[(5-hydroxy-2,2-dimethyl-4-oxo-3H-1-benzopyran-7-yl)oxy]acetamido}-4-(methylsulfanyl)butanoic acid

Database IDs

• PubChem SID: 164277767
• PubChem CID: 29148443

CALCULATED PROPERTIES

• Acid pKa: 3.03087
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -0.6440075
• LogD (pH = 7.4): -1.6818771
• Log P: 1.7903717
• Molar Refractivity: 99.0361 cm^3
• Polarizability: 38.626095 Å^3
• Polar Surface Area: 122.16 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds