tert-butyl N-[(1S)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]butyl]carbamoyl}butyl]carbamoyl}-3-methylbutyl]carbamate

• ChemBase ID: 106433
• Molecular Formular: C33H52N10O7
• Molecular Mass: 700.82878
• Monoisotopic Mass: 700.40204405
• SMILES: CC(C)C[C@H](NC(=O)OC(C)(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc2c(c1)oc(=O)cc2C
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)CCCNC(=N)N)NC(=O)[C@@H](NC(=O)OC(C)(C)C)CC(C)C
• InChI: InChI=1S/C33H52N10O7/c1-18(2)15-24(43-32(48)50-33(4,5)6)29(47)42-23(10-8-14-39-31(36)37)28(46)41-22(9-7-13-38-30(34)35)27(45)40-20-11-12-21-19(3)16-26(44)49-25(21)17-20/h11-12,16-18,22-24H,7-10,13-15H2,1-6H3,(H,40,45)(H,41,46)(H,42,47)(H,43,48)(H4,34,35,38)(H4,36,37,39)/t22-,23-,24-/m0/s1
• InChIKey: BAVWXCNIABBHLQ-HJOGWXRNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1S)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]butyl]carbamoyl}butyl]carbamoyl}-3-methylbutyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1S)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-[(4-methyl-2-oxochromen-7-yl)carbamoyl]butyl]carbamoyl}butyl]carbamoyl}-3-methylbutyl]carbamate
• Synonyms: Boc-Leu-Arg-Arg-AMC; Boc-LRR-AMC; Boc-Leu-Arg-Arg-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105455
• PubChem CID: 25108623

CALCULATED PROPERTIES

• Acid pKa: 12.336249
• H Acceptors: 11
• H Donor: 10
• LogD (pH = 5.5): -4.0130243
• LogD (pH = 7.4): -4.0048056
• Log P: 0.28961337
• Molar Refractivity: 208.5402 cm^3
• Polarizability: 71.536644 Å^3
• Polar Surface Area: 275.73 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AMC113

HYGROSCOPIC. A fluorogenic substrate for Cathepsin B.

REFERENCES

• Mizuno, K. et al., Biochem. Biophys. Res. Comm., 144:807 (1987).
• Mizuno, K. et al., Biochem. Biophys. Res. Comm., 159:305 (1989).