2-{2-[2-(2,5-dioxopyrrolidin-1-yl)-3-phenylpropanamido]acetamido}-4-methyl-N-(naphthalen-2-yl)pentanamide

• ChemBase ID: 155245
• Molecular Formular: C31H34N4O5
• Molecular Mass: 542.62546
• Monoisotopic Mass: 542.25292021
• SMILES: CC(C)CC(C(=O)Nc1ccc2ccccc2c1)NC(=O)CNC(=O)C(Cc1ccccc1)N1C(=O)CCC1=O
• Canonical SMILES: CC(CC(C(=O)Nc1ccc2c(c1)cccc2)NC(=O)CNC(=O)C(N1C(=O)CCC1=O)Cc1ccccc1)C
• InChI: InChI=1S/C31H34N4O5/c1-20(2)16-25(30(39)33-24-13-12-22-10-6-7-11-23(22)18-24)34-27(36)19-32-31(40)26(17-21-8-4-3-5-9-21)35-28(37)14-15-29(35)38/h3-13,18,20,25-26H,14-17,19H2,1-2H3,(H,32,40)(H,33,39)(H,34,36)
• InChIKey: SGVJLMFFXDTAFJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[2-(2,5-dioxopyrrolidin-1-yl)-3-phenylpropanamido]acetamido}-4-methyl-N-(naphthalen-2-yl)pentanamide
• IUPAC Traditional name: 2-{2-[2-(2,5-dioxopyrrolidin-1-yl)-3-phenylpropanamido]acetamido}-4-methyl-N-(naphthalen-2-yl)pentanamide
• Synonyms: N-Succinyl-Phe-Gly-Leu-β-naphthylamide

Database IDs

• CAS Number: 117756-24-8
• MDL Number: MFCD00070360
• PubChem SID: 24899721; 162249383
• PubChem CID: 3329945

CALCULATED PROPERTIES

• Acid pKa: 12.24208
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.969365
• LogD (pH = 7.4): 2.9693594
• Log P: 2.969365
• Molar Refractivity: 150.8776 cm^3
• Polarizability: 59.21182 Å^3
• Polar Surface Area: 124.68 Å^2
• Rotatable Bonds: 11
• 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): C31H36N4O6

DETAILS

Sigma Aldrich - S6768

Substrates
Substrate for an LHRH-degrading neutral endopeptidase