(2R,3S,5S)-1-[(benzyloxy)carbonyl]-5-[(tert-butoxy)carbonyl]-5-(2-methylpropyl)-2-(1,3-thiazol-5-yl)pyrrolidine-3-carboxylic acid

• ChemBase ID: 280872
• Molecular Formular: C25H32N2O6S
• Molecular Mass: 488.59638
• Monoisotopic Mass: 488.19810775
• SMILES: N1([C@](C(=O)OC(C)(C)C)(C[C@@H]([C@@H]1c1scnc1)C(=O)O)CC(C)C)C(=O)OCc1ccccc1
• Canonical SMILES: CC(C[C@]1(C[C@@H]([C@@H](N1C(=O)OCc1ccccc1)c1cncs1)C(=O)O)C(=O)OC(C)(C)C)C
• InChI: InChI=1S/C25H32N2O6S/c1-16(2)11-25(22(30)33-24(3,4)5)12-18(21(28)29)20(19-13-26-15-34-19)27(25)23(31)32-14-17-9-7-6-8-10-17/h6-10,13,15-16,18,20H,11-12,14H2,1-5H3,(H,28,29)/t18-,20+,25-/m0/s1
• InChIKey: ZCIDAGLTQQARSC-NNPDTBDGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,5S)-1-[(benzyloxy)carbonyl]-5-[(tert-butoxy)carbonyl]-5-(2-methylpropyl)-2-(1,3-thiazol-5-yl)pyrrolidine-3-carboxylic acid
• IUPAC Traditional name: (2R,3S,5S)-1-[(benzyloxy)carbonyl]-5-(tert-butoxycarbonyl)-5-(2-methylpropyl)-2-(1,3-thiazol-5-yl)pyrrolidine-3-carboxylic acid
• Synonyms: 1,2,4-pyrrolidinetricarboxylic acid, 2-(2-methylpropyl)-5-(5-thiazolyl)-, 2-(1,1-dimethylethyl) 1-(phenylmethyl) ester, (2S,4S,5R)-

Database IDs

• MDL Number: MFCD09971727
• PubChem SID: 180666403
• PubChem CID: 25324674

CALCULATED PROPERTIES

• Acid pKa: 4.4662647
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.6216989
• LogD (pH = 7.4): 1.857166
• Log P: 4.6662593
• Molar Refractivity: 126.1892 cm^3
• Polarizability: 49.68216 Å^3
• Polar Surface Area: 106.03 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Hydrophobicity(logP): 5.262

Product Information

• Purity: 95%