3-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]-2-phenylethyl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoic acid

• ChemBase ID: 103535
• Molecular Formular: C34H39N5O9
• Molecular Mass: 661.70156
• Monoisotopic Mass: 661.27477785
• SMILES: C[C@H](NC(=O)CCC(=O)O)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)Nc1ccc2c(C)cc(=O)oc2c1)Cc1ccccc1
• Canonical SMILES: O=C(N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)Cc1ccccc1)C)C)CCC(=O)O
• InChI: InChI=1S/C34H39N5O9/c1-19-16-30(43)48-27-18-23(11-12-24(19)27)37-32(45)25(17-22-8-5-4-6-9-22)38-33(46)26-10-7-15-39(26)34(47)21(3)36-31(44)20(2)35-28(40)13-14-29(41)42/h4-6,8-9,11-12,16,18,20-21,25-26H,7,10,13-15,17H2,1-3H3,(H,35,40)(H,36,44)(H,37,45)(H,38,46)(H,41,42)/t20-,21-,25-,26-/m0/s1
• InChIKey: FMVUZZZUYBXQGR-KCXKOMAXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]-2-phenylethyl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoic acid
• IUPAC Traditional name: 3-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(1S)-1-[(4-methyl-2-oxochromen-7-yl)carbamoyl]-2-phenylethyl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoic acid
• Synonyms: MeOSuc-Ala-Ala-Pro-Phe-AMC; MeOSuc-AAPF-AMC; MeOSuc-Ala-Ala-Pro-Phe-7-Amino-4-Methylcoumarin; N-SUCCINYL-L-ALANYL-L-ALANYL-L-PROLYL-L-PHENYLALANINE-4-METHYLCOUMARYL-7-AMIDE

Database IDs

• CAS Number: 88467-45-2
• PubChem SID: 162090865
• PubChem CID: 20833017

CALCULATED PROPERTIES

• Polarizability: 66.22882 Å^3
• Polar Surface Area: 200.31 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false
• Acid pKa: 4.0904903
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -0.49457863
• LogD (pH = 7.4): -2.176665
• Log P: 0.9282433
• Molar Refractivity: 173.0846 cm^3

DETAILS

MP Biomedicals - 03AMC085

A fluorogenic substrate for Chymotrypsin.

MP Biomedicals - 02152081

Fluorogenic substrate for Chymotrysin

REFERENCES

• Sawada, H. et al., Experienta, 39:454 (1983).
• Oshima, G. et al., Biochem., 94:1615 (1983).