2-acetamido-N-{1-[2-({1-[(naphthalen-2-yl)carbamoyl]ethyl}carbamoyl)pyrrolidin-1-yl]-1-oxopropan-2-yl}propanamide

• ChemBase ID: 130933
• Molecular Formular: C26H33N5O5
• Molecular Mass: 495.57072
• Monoisotopic Mass: 495.24816918
• SMILES: CC(C(=O)NC(C)C(=O)N1CCCC1C(=O)NC(C)C(=O)Nc1ccc2ccccc2c1)NC(=O)C
• Canonical SMILES: CC(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(=O)Nc1ccc2c(c1)cccc2)C)C)C
• InChI: InChI=1S/C26H33N5O5/c1-15(27-18(4)32)23(33)29-17(3)26(36)31-13-7-10-22(31)25(35)28-16(2)24(34)30-21-12-11-19-8-5-6-9-20(19)14-21/h5-6,8-9,11-12,14-17,22H,7,10,13H2,1-4H3,(H,27,32)(H,28,35)(H,29,33)(H,30,34)
• InChIKey: DSWBHQXKVDSHMW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-acetamido-N-{1-[2-({1-[(naphthalen-2-yl)carbamoyl]ethyl}carbamoyl)pyrrolidin-1-yl]-1-oxopropan-2-yl}propanamide
• IUPAC Traditional name: 2-acetamido-N-{1-[2-({1-[(naphthalen-2-yl)carbamoyl]ethyl}carbamoyl)pyrrolidin-1-yl]-1-oxopropan-2-yl}propanamide
• Synonyms: N-Acetyl-Ala-Ala-Pro-Ala β-naphthylamide

Database IDs

• CAS Number: 102029-65-2
• PubChem SID: 162225211
• PubChem CID: 45157633

CALCULATED PROPERTIES

• Acid pKa: 12.022644
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 0.32702234
• LogD (pH = 7.4): 0.3270133
• Log P: 0.32702252
• Molar Refractivity: 134.2499 cm^3
• Polarizability: 52.612434 Å^3
• Polar Surface Area: 136.71 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

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

DETAILS

Sigma Aldrich - A2291

Substrates
Chromogenic substrate for proteases.