3-[({[({1-[(4-nitrophenyl)carbamoyl]-2-phenylethyl}carbamoyl)methyl]carbamoyl}methyl)carbamoyl]propanoic acid

• ChemBase ID: 134054
• Molecular Formular: C23H25N5O8
• Molecular Mass: 499.4733
• Monoisotopic Mass: 499.17031279
• SMILES: c1ccc(cc1)CC(C(=O)Nc1ccc(cc1)[N+](=O)[O-])NC(=O)CNC(=O)CNC(=O)CCC(=O)O
• Canonical SMILES: O=C(NC(C(=O)Nc1ccc(cc1)[N+](=O)[O-])Cc1ccccc1)CNC(=O)CNC(=O)CCC(=O)O
• InChI: InChI=1S/C23H25N5O8/c29-19(10-11-22(32)33)24-13-20(30)25-14-21(31)27-18(12-15-4-2-1-3-5-15)23(34)26-16-6-8-17(9-7-16)28(35)36/h1-9,18H,10-14H2,(H,24,29)(H,25,30)(H,26,34)(H,27,31)(H,32,33)
• InChIKey: CFYIUBWVKZQDOG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[({[({1-[(4-nitrophenyl)carbamoyl]-2-phenylethyl}carbamoyl)methyl]carbamoyl}methyl)carbamoyl]propanoic acid
• IUPAC Traditional name: 3-[({[({1-[(4-nitrophenyl)carbamoyl]-2-phenylethyl}carbamoyl)methyl]carbamoyl}methyl)carbamoyl]propanoic acid
• Synonyms: N-Succinyl-Gly-Gly-Phe-p-nitroanilide

Database IDs

• CAS Number: 68982-90-1
• EC Number: 273-486-7
• MDL Number: MFCD00038721
• PubChem SID: 162228331; 24899502
• PubChem CID: 4052643

CALCULATED PROPERTIES

• Acid pKa: 4.125661
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -1.504233
• LogD (pH = 7.4): -3.1976118
• Log P: -0.11495599
• Molar Refractivity: 126.6624 cm^3
• Polarizability: 47.579144 Å^3
• Polar Surface Area: 199.52 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

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

DETAILS

Sigma Aldrich - S1899

Substrates
Substrate for chymotrypsin and for S. griseus protease B.