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

• ChemBase ID: 212363
• Molecular Formular: C17H20N2O5S
• Molecular Mass: 364.4161
• Monoisotopic Mass: 364.10929275
• SMILES: N12C(SC([C@H]2C(=O)N[C@@H](C(=O)O)C(O)C)(C)C)c2c(C1=O)cccc2
• Canonical SMILES: CC([C@H](C(=O)O)NC(=O)[C@H]1N2C(SC1(C)C)c1c(C2=O)cccc1)O
• InChI: InChI=1S/C17H20N2O5S/c1-8(20)11(16(23)24)18-13(21)12-17(2,3)25-15-10-7-5-4-6-9(10)14(22)19(12)15/h4-8,11-12,15,20H,1-3H3,(H,18,21)(H,23,24)/t8?,11-,12-,15?/m1/s1
• InChIKey: LZBURFZSWMUWSF-LJZCJUCVSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164268273
• PubChem CID: 16404415

CALCULATED PROPERTIES

• Acid pKa: 3.434841
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.3044896
• LogD (pH = 7.4): -2.6441102
• Log P: 0.74973786
• Molar Refractivity: 91.7111 cm^3
• Polarizability: 35.629414 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