tert-butyl N-[(1S)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-[(4-methoxynaphthalen-2-yl)carbamoyl]butyl]carbamoyl}butyl]carbamoyl}-3-methylbutyl]carbamate

• ChemBase ID: 106582
• Molecular Formular: C34H54N10O6
• Molecular Mass: 698.85596
• Monoisotopic Mass: 698.4227795
• SMILES: COc1cc(NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(C)C)NC(=O)OC(C)(C)C)cc2c1cccc2
• Canonical SMILES: COc1cc(NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)OC(C)(C)C)CC(C)C)CCCNC(=N)N)CCCNC(=N)N)cc2c1cccc2
• InChI: InChI=1S/C34H54N10O6/c1-20(2)17-26(44-33(48)50-34(3,4)5)30(47)43-25(14-10-16-40-32(37)38)29(46)42-24(13-9-15-39-31(35)36)28(45)41-22-18-21-11-7-8-12-23(21)27(19-22)49-6/h7-8,11-12,18-20,24-26H,9-10,13-17H2,1-6H3,(H,41,45)(H,42,46)(H,43,47)(H,44,48)(H4,35,36,39)(H4,37,38,40)/t24-,25-,26-/m0/s1
• InChIKey: CLPUUEFLPRJCNR-GSDHBNRESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1S)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-[(4-methoxynaphthalen-2-yl)carbamoyl]butyl]carbamoyl}butyl]carbamoyl}-3-methylbutyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1S)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-[(4-methoxynaphthalen-2-yl)carbamoyl]butyl]carbamoyl}butyl]carbamoyl}-3-methylbutyl]carbamate
• Synonyms: Boc-Leu-Arg-Arg-MNA; Boc-LRR-MNA; Boc-Leu-Arg-Arg-4-Methoxy-2-Naphthylamine

Database IDs

• PubChem SID: 162105534
• PubChem CID: 25108735

CALCULATED PROPERTIES

• Acid pKa: 12.344996
• H Acceptors: 11
• H Donor: 10
• LogD (pH = 5.5): -3.2907326
• LogD (pH = 7.4): -3.282923
• Log P: 0.9810479
• Molar Refractivity: 211.681 cm^3
• Polarizability: 74.258255 Å^3
• Polar Surface Area: 258.66 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03MNA113

A fluorogenic/colorimetric substrate for Cathepsin B.

REFERENCES

• Mizuno, K. et al., Biochem. Biophys. Res. Comm., 144:807 (1987).
• Mizuno, K. et al., Biochem. Biophys. Res. Comm., 159:305 (1989).