(2S)-6-amino-2-[(2S)-2-[(2S)-2-acetamidopropanamido]propanamido]-N-(4-methoxynaphthalen-2-yl)hexanamide

• ChemBase ID: 106552
• Molecular Formular: C25H35N5O5
• Molecular Mass: 485.5759
• Monoisotopic Mass: 485.26381925
• SMILES: COc1cc(NC(=O)[C@H](CCCCN)NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)C)cc2c1cccc2
• Canonical SMILES: NCCCC[C@@H](C(=O)Nc1cc(OC)c2c(c1)cccc2)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C)C)C
• InChI: InChI=1S/C25H35N5O5/c1-15(27-17(3)31)23(32)28-16(2)24(33)30-21(11-7-8-12-26)25(34)29-19-13-18-9-5-6-10-20(18)22(14-19)35-4/h5-6,9-10,13-16,21H,7-8,11-12,26H2,1-4H3,(H,27,31)(H,28,32)(H,29,34)(H,30,33)/t15-,16-,21-/m0/s1
• InChIKey: IIHKMIVHSZBKLQ-QYWGDWMGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-[(2S)-2-[(2S)-2-acetamidopropanamido]propanamido]-N-(4-methoxynaphthalen-2-yl)hexanamide
• IUPAC Traditional name: (2S)-6-amino-2-[(2S)-2-[(2S)-2-acetamidopropanamido]propanamido]-N-(4-methoxynaphthalen-2-yl)hexanamide
• Synonyms: Ac-Ala-Ala-Lys-MNA; Ac-AAK-MNA; Ac-Ala-Ala-Lys-4-Methoxy-2-Naphthylamine

Database IDs

• PubChem SID: 162105626
• PubChem CID: 25108710

CALCULATED PROPERTIES

• Acid pKa: 11.994787
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -2.722659
• LogD (pH = 7.4): -2.302156
• Log P: 0.30130398
• Molar Refractivity: 133.0388 cm^3
• Polarizability: 52.48641 Å^3
• Polar Surface Area: 151.65 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03MNA048

A fluorogenic/colorimetric substrate for Tryptase.

REFERENCES

• Schwartz, L.B. et al., The N. E. J. Of Med., June 25 (1987).
• Schwartz, L.B. et al., J. Imm., 126:1290 (1981).