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

• ChemBase ID: 280868
• 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)Cn1nccc1
• Canonical SMILES: OC(=O)[C@H]1C[C@@](N([C@H]1c1cccs1)C(=O)OCc1ccccc1)(Cn1cccn1)C(=O)OC(C)(C)C
• InChI: InChI=1S/C26H29N3O6S/c1-25(2,3)35-23(32)26(17-28-13-8-12-27-28)15-19(22(30)31)21(20-11-7-14-36-20)29(26)24(33)34-16-18-9-5-4-6-10-18/h4-14,19,21H,15-17H2,1-3H3,(H,30,31)/t19-,21+,26+/m0/s1
• InChIKey: GNTAWJCNJONINB-JDRJUVJTSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD09971723
• PubChem SID: 180666399
• PubChem CID: 25324664

CALCULATED PROPERTIES

• Acid pKa: 4.490945
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.3875504
• LogD (pH = 7.4): 1.6199496
• Log P: 4.4377313
• Molar Refractivity: 142.6568 cm^3
• Polarizability: 51.44529 Å^3
• Polar Surface Area: 110.96 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Hydrophobicity(logP): 4.711

Product Information

• Purity: 95%