benzyl N-[(1S)-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-[(4-methoxynaphthalen-2-yl)carbamoyl]pentyl]carbamoyl}pentyl]carbamoyl}ethyl]carbamate

• ChemBase ID: 106565
• Molecular Formular: C34H46N6O6
• Molecular Mass: 634.76564
• Monoisotopic Mass: 634.34788322
• SMILES: COc1cc(NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)[C@H](C)NC(=O)OCc2ccccc2)cc2c1cccc2
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)Nc1cc(OC)c2c(c1)cccc2)CCCCN)NC(=O)[C@@H](NC(=O)OCc1ccccc1)C
• InChI: InChI=1S/C34H46N6O6/c1-23(37-34(44)46-22-24-12-4-3-5-13-24)31(41)39-29(17-9-11-19-36)33(43)40-28(16-8-10-18-35)32(42)38-26-20-25-14-6-7-15-27(25)30(21-26)45-2/h3-7,12-15,20-21,23,28-29H,8-11,16-19,22,35-36H2,1-2H3,(H,37,44)(H,38,42)(H,39,41)(H,40,43)/t23-,28-,29-/m0/s1
• InChIKey: YBFTWZDGUXMAJR-OIFPXGRLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(1S)-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-[(4-methoxynaphthalen-2-yl)carbamoyl]pentyl]carbamoyl}pentyl]carbamoyl}ethyl]carbamate
• IUPAC Traditional name: benzyl N-[(1S)-1-{[(1S)-5-amino-1-{[(1S)-5-amino-1-[(4-methoxynaphthalen-2-yl)carbamoyl]pentyl]carbamoyl}pentyl]carbamoyl}ethyl]carbamate
• Synonyms: Z-Ala-Lys-Lys-MNA; Z-AKL-MNA; Z-Ala-Lys-Lys-4-Methoxy-2-Naphthylamine

Database IDs

• PubChem SID: 162105526
• PubChem CID: 25108719

CALCULATED PROPERTIES

• Acid pKa: 12.082927
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -3.5347807
• LogD (pH = 7.4): -2.694175
• Log P: 2.5131676
• Molar Refractivity: 176.5872 cm^3
• Polarizability: 69.81511 Å^3
• Polar Surface Area: 186.9 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03MNA080

A fluorogenic/colorimetric substrate for Plasmin.

REFERENCES

• Calvin, S.A. et al., Anal. Biochem., 80:355 (1977).
• Kato, H. et al., Biochem., 88:183 (1980)