(2S)-3-hydroxy-2-{[(3R)-5-oxo-2H,3H,5H,9bH-[1,3]thiazolo[2,3-a]isoindol-3-yl]formamido}butanoic acid

• ChemBase ID: 212438
• Molecular Formular: C15H16N2O5S
• Molecular Mass: 336.36294
• Monoisotopic Mass: 336.07799262
• SMILES: N12C(=O)c3c(C1SC[C@H]2C(=O)N[C@H](C(=O)O)C(O)C)cccc3
• Canonical SMILES: CC([C@@H](C(=O)O)NC(=O)[C@@H]1CSC2N1C(=O)c1c2cccc1)O
• InChI: InChI=1S/C15H16N2O5S/c1-7(18)11(15(21)22)16-12(19)10-6-23-14-9-5-3-2-4-8(9)13(20)17(10)14/h2-5,7,10-11,14,18H,6H2,1H3,(H,16,19)(H,21,22)/t7?,10-,11-,14?/m0/s1
• InChIKey: AOTUGAYHWDLDER-RDLITLCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-hydroxy-2-{[(3R)-5-oxo-2H,3H,5H,9bH-[1,3]thiazolo[2,3-a]isoindol-3-yl]formamido}butanoic acid
• IUPAC Traditional name: (2S)-3-hydroxy-2-{[(3R)-5-oxo-2H,3H,9bH-[1,3]thiazolo[2,3-a]isoindol-3-yl]formamido}butanoic acid

Database IDs

• PubChem SID: 164268348
• PubChem CID: 16404458

CALCULATED PROPERTIES

• Acid pKa: 3.30155
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.0771518
• LogD (pH = 7.4): -3.3215435
• Log P: 0.104234606
• Molar Refractivity: 82.7097 cm^3
• Polarizability: 31.976625 Å^3
• Polar Surface Area: 106.94 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds