(2S)-2-[(2S)-2-{[(3R)-2,2-dimethyl-5-oxo-2H,3H,5H,9bH-[1,3]thiazolo[2,3-a]isoindol-3-yl]formamido}-4-methylpentanamido]-3-methylbutanoic acid

• ChemBase ID: 215843
• Molecular Formular: C24H33N3O5S
• Molecular Mass: 475.60092
• Monoisotopic Mass: 475.21409217
• SMILES: N12C(SC([C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)O)C(C)C)CC(C)C)(C)C)c2c(C1=O)cccc2
• Canonical SMILES: CC(C[C@@H](C(=O)N[C@H](C(=O)O)C(C)C)NC(=O)[C@H]1N2C(SC1(C)C)c1c(C2=O)cccc1)C
• InChI: InChI=1S/C24H33N3O5S/c1-12(2)11-16(19(28)26-17(13(3)4)23(31)32)25-20(29)18-24(5,6)33-22-15-10-8-7-9-14(15)21(30)27(18)22/h7-10,12-13,16-18,22H,11H2,1-6H3,(H,25,29)(H,26,28)(H,31,32)/t16-,17-,18+,22?/m0/s1
• InChIKey: QWVAITJJHSCVDY-PVNZRKONSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-{[(3R)-2,2-dimethyl-5-oxo-2H,3H,5H,9bH-[1,3]thiazolo[2,3-a]isoindol-3-yl]formamido}-4-methylpentanamido]-3-methylbutanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-{[(3R)-2,2-dimethyl-5-oxo-3H,9bH-[1,3]thiazolo[2,3-a]isoindol-3-yl]formamido}-4-methylpentanamido]-3-methylbutanoic acid

Database IDs

• PubChem SID: 164271753
• PubChem CID: 16406380

CALCULATED PROPERTIES

• Acid pKa: 3.7422478
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.227168
• LogD (pH = 7.4): -0.30280292
• Log P: 2.9851592
• Molar Refractivity: 125.7152 cm^3
• Polarizability: 49.05955 Å^3
• Polar Surface Area: 115.81 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds