(2R,3S,5R)-1-[(benzyloxy)carbonyl]-5-[(tert-butoxy)carbonyl]-5-(1H-imidazol-1-ylmethyl)-2-(thiophen-2-yl)pyrrolidine-3-carboxylic acid

• ChemBase ID: 280874
• Molecular Formular: C26H29N3O6S
• Molecular Mass: 511.58996
• Monoisotopic Mass: 511.17770666
• SMILES: [C@]1(N([C@H]([C@H](C1)C(=O)O)c1sccc1)C(=O)OCc1ccccc1)(C(=O)OC(C)(C)C)Cn1cncc1
• Canonical SMILES: OC(=O)[C@H]1C[C@@](N([C@H]1c1cccs1)C(=O)OCc1ccccc1)(Cn1ccnc1)C(=O)OC(C)(C)C
• InChI: InChI=1S/C26H29N3O6S/c1-25(2,3)35-23(32)26(16-28-12-11-27-17-28)14-19(22(30)31)21(20-10-7-13-36-20)29(26)24(33)34-15-18-8-5-4-6-9-18/h4-13,17,19,21H,14-16H2,1-3H3,(H,30,31)/t19-,21+,26+/m0/s1
• InChIKey: RATHPSBOJRIUPZ-JDRJUVJTSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD09971729
• PubChem SID: 180666405
• PubChem CID: 25324679

CALCULATED PROPERTIES

• Acid pKa: 4.516245
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.313817
• LogD (pH = 7.4): 2.594529
• Log P: 3.252025
• Molar Refractivity: 131.6049 cm^3
• Polarizability: 51.45091 Å^3
• Polar Surface Area: 110.96 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Hydrophobicity(logP): 4.327

Product Information

• Purity: 95%