4-[(1-{[1-({1-[(4-methoxynaphthalen-2-yl)carbamoyl]-2-phenylethyl}carbamoyl)ethyl]carbamoyl}ethyl)carbamoyl]butanoic acid

• ChemBase ID: 155482
• Molecular Formular: C31H36N4O7
• Molecular Mass: 576.64014
• Monoisotopic Mass: 576.25839951
• SMILES: CC(C(=O)NC(C)C(=O)NC(Cc1ccccc1)C(=O)Nc1cc2ccccc2c(c1)OC)NC(=O)CCCC(=O)O
• Canonical SMILES: COc1cc(NC(=O)C(Cc2ccccc2)NC(=O)C(NC(=O)C(NC(=O)CCCC(=O)O)C)C)cc2c1cccc2
• InChI: InChI=1S/C31H36N4O7/c1-19(32-27(36)14-9-15-28(37)38)29(39)33-20(2)30(40)35-25(16-21-10-5-4-6-11-21)31(41)34-23-17-22-12-7-8-13-24(22)26(18-23)42-3/h4-8,10-13,17-20,25H,9,14-16H2,1-3H3,(H,32,36)(H,33,39)(H,34,41)(H,35,40)(H,37,38)
• InChIKey: QFJWKXYGBSQMDX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1-{[1-({1-[(4-methoxynaphthalen-2-yl)carbamoyl]-2-phenylethyl}carbamoyl)ethyl]carbamoyl}ethyl)carbamoyl]butanoic acid
• IUPAC Traditional name: 4-[(1-{[1-({1-[(4-methoxynaphthalen-2-yl)carbamoyl]-2-phenylethyl}carbamoyl)ethyl]carbamoyl}ethyl)carbamoyl]butanoic acid
• Synonyms: Glutaryl-Ala-Ala-Phe-4-methoxy-β-naphthylamide

Database IDs

• CAS Number: 79642-99-2
• MDL Number: MFCD00079317
• PubChem SID: 162249620; 24895137
• PubChem CID: 5165047

CALCULATED PROPERTIES

• Acid pKa: 4.179396
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 1.020756
• LogD (pH = 7.4): -0.68842083
• Log P: 2.3589625
• Molar Refractivity: 155.8399 cm^3
• Polarizability: 61.07608 Å^3
• Polar Surface Area: 162.93 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 40
• Safety Statements: 22-36
• GHS Pictograms: GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H351
• GHS Precautionary statements: P281
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C31H36N4O7

DETAILS

Sigma Aldrich - G3769

Substrates
Substrate for a spectrofluorometric assay of neutral endopeptidase 24.11 (enkephalinase). It is also hydrolyzed by chymotrypsin and E. coli protease La.