2-[4-(pyren-1-yl)butanamido]acetic acid

• ChemBase ID: 177133
• Molecular Formular: C22H19NO3
• Molecular Mass: 345.39116
• Monoisotopic Mass: 345.13649347
• SMILES: c12c3c(c(cc1)CCCC(=O)NCC(=O)O)ccc1c3c(cc2)ccc1
• Canonical SMILES: O=C(NCC(=O)O)CCCc1ccc2c3c1ccc1c3c(cc2)ccc1
• InChI: InChI=1S/C22H19NO3/c24-19(23-13-20(25)26)6-2-3-14-7-8-17-10-9-15-4-1-5-16-11-12-18(14)22(17)21(15)16/h1,4-5,7-12H,2-3,6,13H2,(H,23,24)(H,25,26)
• InChIKey: ZYPJIZQPSJBSOH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(pyren-1-yl)butanamido]acetic acid
• IUPAC Traditional name: [4-(pyren-1-yl)butanamido]acetic acid
• Synonyms: Py-Gly; N-[1-Oxo-4-(1-pyrenyl)butyl]glycine; N-4-(1-Pyrene)butyroylglycine

Database IDs

• CAS Number: 228414-55-9
• PubChem SID: 164233043
• PubChem CID: 4395235

CALCULATED PROPERTIES

• Acid pKa: 4.0402226
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.2346225
• LogD (pH = 7.4): 0.56998193
• Log P: 3.70553
• Molar Refractivity: 100.0357 cm^3
• Polarizability: 42.292553 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P981000

Of interest for the investigation of site specific photocleavage of proteins.

REFERENCES

• Kumar, C.V. and Buranaprapuk, A.: J. Am. Chem. Soc., 121, 4262-4270 (1999)