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

• ChemBase ID: 106436
• Molecular Formular: C31H44N8O8
• Molecular Mass: 656.72986
• Monoisotopic Mass: 656.32821041
• SMILES: C[C@H](NC(=O)OC(C)(C)C)C(=O)NCC(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc2c(c1)oc(=O)cc2C
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@@H](NC(=O)OC(C)(C)C)C
• InChI: InChI=1S/C31H44N8O8/c1-17-14-25(41)46-23-15-19(10-11-20(17)23)37-27(43)21(8-6-12-34-29(32)33)38-28(44)22-9-7-13-39(22)24(40)16-35-26(42)18(2)36-30(45)47-31(3,4)5/h10-11,14-15,18,21-22H,6-9,12-13,16H2,1-5H3,(H,35,42)(H,36,45)(H,37,43)(H,38,44)(H4,32,33,34)/t18-,21-,22-/m0/s1
• InChIKey: FSHIRCDNFQJWRI-NYVOZVTQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1S)-1-({2-[(2S)-2-{[(1S)-4-carbamimidamido-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]butyl]carbamoyl}pyrrolidin-1-yl]-2-oxoethyl}carbamoyl)ethyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1S)-1-({2-[(2S)-2-{[(1S)-4-carbamimidamido-1-[(4-methyl-2-oxochromen-7-yl)carbamoyl]butyl]carbamoyl}pyrrolidin-1-yl]-2-oxoethyl}carbamoyl)ethyl]carbamate
• Synonyms: Boc-Ala-Gly-Pro-Arg-AMC; Boc-AGPR-AMC; Boc-Ala-Gly-Pro-Arg-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105700
• PubChem CID: 25108625

CALCULATED PROPERTIES

• Acid pKa: 12.143611
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -2.7740963
• LogD (pH = 7.4): -2.769253
• Log P: -0.79826576
• Molar Refractivity: 181.9334 cm^3
• Polarizability: 65.38185 Å^3
• Polar Surface Area: 234.14 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AMC121

A fluorogenic substrate for Cathepsin K. A fluorogenic Serine protease substrate corresponds to the cleavage site at the Arg 98 of the natural ANF precursor.

REFERENCES

• Imada, T. et al., Biochem. Biophys. Res. Comm., 143:587 (1987).