4-methylbenzene-1-sulfonic acid benzyl (2S)-2-{[(benzyloxy)carbonyl]amino}-5-carbamimidamidopentanoate

• ChemBase ID: 163643
• Molecular Formular: C28H34N4O7S
• Molecular Mass: 570.65716
• Monoisotopic Mass: 570.21482045
• SMILES: NC(=N)NCCC[C@@H](C(=O)OCc1ccccc1)NC(=O)OCc1ccccc1.c1cc(ccc1S(=O)(=O)O)C
• Canonical SMILES: Cc1ccc(cc1)S(=O)(=O)O.NC(=N)NCCC[C@@H](C(=O)OCc1ccccc1)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C21H26N4O4.C7H8O3S/c22-20(23)24-13-7-12-18(19(26)28-14-16-8-3-1-4-9-16)25-21(27)29-15-17-10-5-2-6-11-17;1-6-2-4-7(5-3-6)11(8,9)10/h1-6,8-11,18H,7,12-15H2,(H,25,27)(H4,22,23,24);2-5H,1H3,(H,8,9,10)/t18-;/m0./s1
• InChIKey: WVOKVKQFDWUGRX-FERBBOLQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methylbenzene-1-sulfonic acid benzyl (2S)-2-{[(benzyloxy)carbonyl]amino}-5-carbamimidamidopentanoate
• IUPAC Traditional name: toluenesulfonic acid benzyl (2S)-2-{[(benzyloxy)carbonyl]amino}-5-carbamimidamidopentanoate
• Synonyms: N2-[(Phenylmethoxy)carbonyl]-L-arginine Phenylmethyl Ester mono(4-Methylbenzenesulfonate); Nα-Carbobenzyloxy-L-arginine Benzyl Ester p-Toluenesulfonate

Database IDs

• CAS Number: 649767-16-8
• PubChem SID: 162257778
• PubChem CID: 46780167

CALCULATED PROPERTIES

• Acid pKa: 13.45147
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 0.12860467
• LogD (pH = 7.4): 0.13150577
• Log P: 2.3950067
• Molar Refractivity: 118.9848 cm^3
• Polarizability: 42.16757 Å^3
• Polar Surface Area: 126.53 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - C176260

Intermediate in the preparation of phosphorylated L-Arginine