3-{[(1S)-1-{[(1S)-2-(4-hydroxyphenyl)-1-[(4-methoxynaphthalen-2-yl)carbamoyl]ethyl]carbamoyl}-3-methylbutyl]carbamoyl}propanoic acid

• ChemBase ID: 106583
• Molecular Formular: C30H35N3O7
• Molecular Mass: 549.6148
• Monoisotopic Mass: 549.24750048
• SMILES: COc1cc(NC(=O)[C@H](Cc2ccc(cc2)O)NC(=O)[C@H](CC(C)C)NC(=O)CCC(=O)O)cc2c1cccc2
• Canonical SMILES: COc1cc(NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CCC(=O)O)CC(C)C)Cc2ccc(cc2)O)cc2c1cccc2
• InChI: InChI=1S/C30H35N3O7/c1-18(2)14-24(32-27(35)12-13-28(36)37)30(39)33-25(15-19-8-10-22(34)11-9-19)29(38)31-21-16-20-6-4-5-7-23(20)26(17-21)40-3/h4-11,16-18,24-25,34H,12-15H2,1-3H3,(H,31,38)(H,32,35)(H,33,39)(H,36,37)/t24-,25-/m0/s1
• InChIKey: PSHRSBSDLHFUHM-DQEYMECFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(1S)-1-{[(1S)-2-(4-hydroxyphenyl)-1-[(4-methoxynaphthalen-2-yl)carbamoyl]ethyl]carbamoyl}-3-methylbutyl]carbamoyl}propanoic acid
• IUPAC Traditional name: 3-{[(1S)-1-{[(1S)-2-(4-hydroxyphenyl)-1-[(4-methoxynaphthalen-2-yl)carbamoyl]ethyl]carbamoyl}-3-methylbutyl]carbamoyl}propanoic acid
• Synonyms: Suc-Leu-Tyr-MNA; Suc-LY-MNA; Suc-Leu-Tyr-4-Methoxy-2-Naphthylamine

Database IDs

• PubChem SID: 162105535
• PubChem CID: 25108736

CALCULATED PROPERTIES

• Acid pKa: 4.3265214
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 2.201655
• LogD (pH = 7.4): 0.45453852
• Log P: 3.4014575
• Molar Refractivity: 149.596 cm^3
• Polarizability: 58.622562 Å^3
• Polar Surface Area: 154.06 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03MNA117

A fluorogenic/colorimetric substrate for Calpain.
Excitation Wavelength: 310 nm
Emission Wavelength: 410 nm

REFERENCES

• Sasaki, T. et al., J. Biol. Chem., 259:12489 (1984).
• Woo, K.M. et al., J. Biol. Chem., 264:2088 (1989).