(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-methylpentanoic acid

• ChemBase ID: 215845
• Molecular Formular: C25H35N3O5S
• Molecular Mass: 489.6275
• Monoisotopic Mass: 489.22974224
• SMILES: N12C(SC([C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)O)C(CC)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)CC(C)C)C
• InChI: InChI=1S/C25H35N3O5S/c1-7-14(4)18(24(32)33)27-20(29)17(12-13(2)3)26-21(30)19-25(5,6)34-23-16-11-9-8-10-15(16)22(31)28(19)23/h8-11,13-14,17-19,23H,7,12H2,1-6H3,(H,26,30)(H,27,29)(H,32,33)/t14?,17-,18-,19+,23?/m0/s1
• InChIKey: JPWNMAPTZSNOOF-SJCYQSKLSA-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-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}-4-methylpentanamido]-3-methylpentanoic acid

Database IDs

• PubChem SID: 164271755
• PubChem CID: 16406381

CALCULATED PROPERTIES

• Acid pKa: 3.7912817
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.7191087
• LogD (pH = 7.4): 0.16335739
• Log P: 3.4297278
• Molar Refractivity: 130.3162 cm^3
• Polarizability: 50.893547 Å^3
• Polar Surface Area: 115.81 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds