(2S)-6-amino-2-[(2S)-2-[(2R)-2-amino-3-methylbutanamido]-4-methylpentanamido]-N-(4-methyl-2-oxo-2H-chromen-7-yl)hexanamide

• ChemBase ID: 106424
• Molecular Formular: C27H41N5O5
• Molecular Mass: 515.64494
• Monoisotopic Mass: 515.31076944
• SMILES: CC(C)C[C@H](NC(=O)[C@H](N)C(C)C)C(=O)N[C@@H](CCCCN)C(=O)Nc1ccc2c(c1)oc(=O)cc2C
• Canonical SMILES: NCCCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)NC(=O)[C@@H](NC(=O)[C@@H](C(C)C)N)CC(C)C
• InChI: InChI=1S/C27H41N5O5/c1-15(2)12-21(32-27(36)24(29)16(3)4)26(35)31-20(8-6-7-11-28)25(34)30-18-9-10-19-17(5)13-23(33)37-22(19)14-18/h9-10,13-16,20-21,24H,6-8,11-12,28-29H2,1-5H3,(H,30,34)(H,31,35)(H,32,36)/t20-,21-,24+/m0/s1
• InChIKey: NMAUGTNXBOFHCJ-AWRGLXIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-[(2S)-2-[(2R)-2-amino-3-methylbutanamido]-4-methylpentanamido]-N-(4-methyl-2-oxo-2H-chromen-7-yl)hexanamide
• IUPAC Traditional name: (2S)-6-amino-2-[(2S)-2-[(2R)-2-amino-3-methylbutanamido]-4-methylpentanamido]-N-(4-methyl-2-oxochromen-7-yl)hexanamide
• Synonyms: D-Val-Leu-Lys-AMC; D-VLK-AMC; D-Val-Leu-Lys-7-Amino-4-Methylcoumarin; D-Val-Leu-Lys 7-amido-4-methylcoumarin

Database IDs

• MDL Number: MFCD00038828
• PubChem SID: 162105450
• PubChem CID: 25108613

CALCULATED PROPERTIES

• Acid pKa: 12.123871
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -3.6666148
• LogD (pH = 7.4): -1.5748847
• Log P: 1.9017657
• Molar Refractivity: 143.1234 cm^3
• Polarizability: 55.528507 Å^3
• Polar Surface Area: 165.64 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: lyophilized powder

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

• Purity: ≥99% (HPLC)
• Mol. Weight: apparent mol wt 744

DETAILS

MP Biomedicals - 03AMC081

HYGROSCOPIC. A fluorogenic substrate for Plasmin.

Sigma Aldrich - V3138

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).