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

• ChemBase ID: 211450
• Molecular Formular: C22H29N3O5S
• Molecular Mass: 447.54776
• Monoisotopic Mass: 447.18279204
• SMILES: N12C(SC([C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)O)C(CC)C)C)(C)C)c2c(C1=O)cccc2
• Canonical SMILES: CCC([C@@H](C(=O)O)NC(=O)[C@@H](NC(=O)[C@H]1N2C(SC1(C)C)c1c(C2=O)cccc1)C)C
• InChI: InChI=1S/C22H29N3O5S/c1-6-11(2)15(21(29)30)24-17(26)12(3)23-18(27)16-22(4,5)31-20-14-10-8-7-9-13(14)19(28)25(16)20/h7-12,15-16,20H,6H2,1-5H3,(H,23,27)(H,24,26)(H,29,30)/t11?,12-,15-,16+,20?/m0/s1
• InChIKey: RFUPAELEDGOCAH-XRKMGVPUSA-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}propanamido]-3-methylpentanoic 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}propanamido]-3-methylpentanoic acid

Database IDs

• PubChem SID: 164267360
• PubChem CID: 16403877

CALCULATED PROPERTIES

• Acid pKa: 3.6316638
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.31081104
• LogD (pH = 7.4): -1.1561152
• Log P: 2.1756177
• Molar Refractivity: 116.6426 cm^3
• Polarizability: 45.39419 Å^3
• Polar Surface Area: 115.81 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds