1-[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-(methylsulfanyl)butanoyl]-4-hydroxypyrrolidine-2-carboxylic acid

• ChemBase ID: 193996
• Molecular Formular: C18H24N2O6S
• Molecular Mass: 396.45796
• Monoisotopic Mass: 396.1355075
• SMILES: N1(C(=O)[C@@H](NC(=O)OCc2ccccc2)CCSC)C(C(=O)O)CC(C1)O
• Canonical SMILES: CSCC[C@@H](C(=O)N1CC(CC1C(=O)O)O)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C18H24N2O6S/c1-27-8-7-14(16(22)20-10-13(21)9-15(20)17(23)24)19-18(25)26-11-12-5-3-2-4-6-12/h2-6,13-15,21H,7-11H2,1H3,(H,19,25)(H,23,24)/t13?,14-,15?/m0/s1
• InChIKey: TUZCGQBULDQMTL-SLTAFYQDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-(methylsulfanyl)butanoyl]-4-hydroxypyrrolidine-2-carboxylic acid
• IUPAC Traditional name: 1-[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-(methylsulfanyl)butanoyl]-4-hydroxypyrrolidine-2-carboxylic acid

Database IDs

• PubChem SID: 164249906
• PubChem CID: 16398216

CALCULATED PROPERTIES

• Acid pKa: 3.6456735
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.027501
• LogD (pH = 7.4): -2.502774
• Log P: 0.8237769
• Molar Refractivity: 99.5704 cm^3
• Polarizability: 39.104313 Å^3
• Polar Surface Area: 116.17 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Diastereomers
• Classification: Rare Derivatives of Natural Compounds