benzyl (2S)-2-{[(benzyloxy)carbonyl]amino}-5-(3-{bis[(4-nitrophenyl)methoxy]phosphoryl}carbamimidamido)pentanoate

• ChemBase ID: 163645
• Molecular Formular: C35H37N6O11P
• Molecular Mass: 748.675641
• Monoisotopic Mass: 748.22579266
• SMILES: N(C(=N)NCCC[C@@H](C(=O)OCc1ccccc1)NC(=O)OCc1ccccc1)P(=O)(OCc1ccc(cc1)[N+](=O)[O-])OCc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: N=C(NP(=O)(OCc1ccc(cc1)[N+](=O)[O-])OCc1ccc(cc1)[N+](=O)[O-])NCCC[C@@H](C(=O)OCc1ccccc1)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C35H37N6O11P/c36-34(39-53(48,51-24-28-13-17-30(18-14-28)40(44)45)52-25-29-15-19-31(20-16-29)41(46)47)37-21-7-12-32(33(42)49-22-26-8-3-1-4-9-26)38-35(43)50-23-27-10-5-2-6-11-27/h1-6,8-11,13-20,32H,7,12,21-25H2,(H,38,43)(H3,36,37,39,48)/t32-/m0/s1
• InChIKey: GJQNYHXDWRTOCW-YTTGMZPUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2S)-2-{[(benzyloxy)carbonyl]amino}-5-(3-{bis[(4-nitrophenyl)methoxy]phosphoryl}carbamimidamido)pentanoate
• IUPAC Traditional name: benzyl (2S)-2-{[(benzyloxy)carbonyl]amino}-5-{3-[bis(4-nitrophenyl)methoxyphosphoryl]carbamimidamido}pentanoate
• Synonyms: N2-carboxy-N5-(phosphonoamidino)-L-ornithine Dibenzyl P,P-Bis(p-nitrobenzyl) Ester; Nα-Carbobenzyloxy-Nω-bis-p-nitrobenzylphospho-L-arginine Benzyl Ester

Database IDs

• CAS Number: 105975-49-3
• PubChem SID: 162257780
• PubChem CID: 46780168

CALCULATED PROPERTIES

• Acid pKa: 6.2029357
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): 5.0549307
• LogD (pH = 7.4): 5.7411194
• Log P: 5.738763
• Molar Refractivity: 202.9892 cm^3
• Polarizability: 73.567184 Å^3
• Polar Surface Area: 239.71 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dimethylformamide; DMSO; Methanol
• Apperance: Colourless Solid

DETAILS

Toronto Research Chemicals - C176360

Intermediate in the preparation of phosphorylated L-Arginine