(2S)-6-amino-2-[(2S)-2-[(2R)-2-amino-3-methylbutanamido]-4-methylpentanamido]-N-(4-methoxynaphthalen-2-yl)hexanamide

• ChemBase ID: 106566
• Molecular Formular: C28H43N5O4
• Molecular Mass: 513.67212
• Monoisotopic Mass: 513.33150488
• SMILES: COc1cc(NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](N)C(C)C)cc2c1cccc2
• Canonical SMILES: NCCCC[C@@H](C(=O)Nc1cc(OC)c2c(c1)cccc2)NC(=O)[C@@H](NC(=O)[C@@H](C(C)C)N)CC(C)C
• InChI: InChI=1S/C28H43N5O4/c1-17(2)14-23(33-28(36)25(30)18(3)4)27(35)32-22(12-8-9-13-29)26(34)31-20-15-19-10-6-7-11-21(19)24(16-20)37-5/h6-7,10-11,15-18,22-23,25H,8-9,12-14,29-30H2,1-5H3,(H,31,34)(H,32,35)(H,33,36)/t22-,23-,25+/m0/s1
• InChIKey: NTJVVCBHEXNCDD-SONWIMMPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-[(2S)-2-[(2R)-2-amino-3-methylbutanamido]-4-methylpentanamido]-N-(4-methoxynaphthalen-2-yl)hexanamide
• IUPAC Traditional name: (2S)-6-amino-2-[(2S)-2-[(2R)-2-amino-3-methylbutanamido]-4-methylpentanamido]-N-(4-methoxynaphthalen-2-yl)hexanamide
• Synonyms: D-Val-Leu-Lys-MNA; D-VLK-MNA; D-Val-Leu-Lys-4-Methoxy-2-Naphthylamine; D-Val-Leu-Lys 4-methoxy-2-naphthylamide

Database IDs

• MDL Number: MFCD03453033
• PubChem SID: 162105992
• PubChem CID: 25108720

CALCULATED PROPERTIES

• Acid pKa: 12.263051
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -2.9443274
• LogD (pH = 7.4): -0.85278577
• Log P: 2.6240628
• Molar Refractivity: 146.2642 cm^3
• Polarizability: 58.325466 Å^3
• Polar Surface Area: 148.57 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Mol. Weight: mol wt 714 (w/TFA salt)

DETAILS

MP Biomedicals - 03MNA081

HYGROSCOPIC. A fluorogenic/colorimetric substrate for Plasmin.

Sigma Aldrich - V3263

Biochem/physiol Actions
Plasmin, tissue plasminogen activator substrate

REFERENCES

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