3-{[1-({1-[(1-{[2-(4-hydroxyphenyl)-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]ethyl]carbamoyl}-2-methylpropyl)carbamoyl]-3-methylbutyl}carbamoyl)-3-methylbutyl]carbamoyl}propanoic acid

• ChemBase ID: 132775
• Molecular Formular: C40H53N5O10
• Molecular Mass: 763.87632
• Monoisotopic Mass: 763.37924292
• SMILES: Cc1cc(=O)oc2c1ccc(c2)NC(=O)C(Cc1ccc(cc1)O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC(C)C)NC(=O)CCC(=O)O
• Canonical SMILES: CC(CC(C(=O)NC(C(=O)NC(C(=O)Nc1ccc2c(c1)oc(=O)cc2C)Cc1ccc(cc1)O)C(C)C)NC(=O)C(NC(=O)CCC(=O)O)CC(C)C)C
• InChI: InChI=1S/C40H53N5O10/c1-21(2)16-29(42-33(47)14-15-34(48)49)38(52)43-30(17-22(3)4)39(53)45-36(23(5)6)40(54)44-31(19-25-8-11-27(46)12-9-25)37(51)41-26-10-13-28-24(7)18-35(50)55-32(28)20-26/h8-13,18,20-23,29-31,36,46H,14-17,19H2,1-7H3,(H,41,51)(H,42,47)(H,43,52)(H,44,54)(H,45,53)(H,48,49)
• InChIKey: UVFAEQZFLBGVRM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[1-({1-[(1-{[2-(4-hydroxyphenyl)-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]ethyl]carbamoyl}-2-methylpropyl)carbamoyl]-3-methylbutyl}carbamoyl)-3-methylbutyl]carbamoyl}propanoic acid
• IUPAC Traditional name: 3-{[1-({1-[(1-{[2-(4-hydroxyphenyl)-1-[(4-methyl-2-oxochromen-7-yl)carbamoyl]ethyl]carbamoyl}-2-methylpropyl)carbamoyl]-3-methylbutyl}carbamoyl)-3-methylbutyl]carbamoyl}propanoic acid
• Synonyms: N-Succinyl-Leu-Leu-Val-Tyr-7-Amido-4-Methylcoumarin

Database IDs

• CAS Number: 94367-21-2
• MDL Number: MFCD00080248
• PubChem SID: 162227052; 24899709
• PubChem CID: 5121967

CALCULATED PROPERTIES

• Acid pKa: 4.326521
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): 2.547925
• LogD (pH = 7.4): 0.80080056
• Log P: 3.7477279
• Molar Refractivity: 203.7192 cm^3
• Polarizability: 78.57776 Å^3
• Polar Surface Area: 229.33 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (HPLC)

DETAILS

Sigma Aldrich - S6510

Amino Acid Sequence
N-Suc-Leu-Leu-Val-Tyr-7-AMC
Substrates
Fluorogenic substrate for chymotrypsin-like enzymes, such as cathepsin B and calpain which have been implicated in programmed cell death.