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

• ChemBase ID: 212403
• Molecular Formular: C18H22N2O4S
• Molecular Mass: 362.44328
• Monoisotopic Mass: 362.13002819
• SMILES: N12C(SC([C@H]2C(=O)N[C@H](C(=O)O)C(C)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)C
• InChI: InChI=1S/C18H22N2O4S/c1-9(2)12(17(23)24)19-14(21)13-18(3,4)25-16-11-8-6-5-7-10(11)15(22)20(13)16/h5-9,12-13,16H,1-4H3,(H,19,21)(H,23,24)/t12-,13+,16?/m0/s1
• InChIKey: KFPISKGRZHKJSV-FTLRAWMYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164268313
• PubChem CID: 16404439

CALCULATED PROPERTIES

• Acid pKa: 3.6037452
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.37581885
• LogD (pH = 7.4): -1.0741633
• Log P: 2.267568
• Molar Refractivity: 94.7442 cm^3
• Polarizability: 36.796753 Å^3
• Polar Surface Area: 86.71 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds