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

• ChemBase ID: 213571
• Molecular Formular: C20H18N2O4S
• Molecular Mass: 382.43292
• Monoisotopic Mass: 382.09872807
• SMILES: N12C(=O)c3c(C1SC[C@H]2C(=O)N[C@@H](C(=O)O)Cc1ccccc1)cccc3
• Canonical SMILES: OC(=O)[C@H](NC(=O)[C@@H]1CSC2N1C(=O)c1c2cccc1)Cc1ccccc1
• InChI: InChI=1S/C20H18N2O4S/c23-17(21-15(20(25)26)10-12-6-2-1-3-7-12)16-11-27-19-14-9-5-4-8-13(14)18(24)22(16)19/h1-9,15-16,19H,10-11H2,(H,21,23)(H,25,26)/t15-,16+,19?/m1/s1
• InChIKey: KBHRKKYSEUQSMC-IEAUQHRDSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164269481
• PubChem CID: 16405115

CALCULATED PROPERTIES

• Acid pKa: 3.522186
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.42055953
• LogD (pH = 7.4): -0.97774583
• Log P: 2.3908958
• Molar Refractivity: 101.3662 cm^3
• Polarizability: 39.002014 Å^3
• Polar Surface Area: 86.71 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds