(2S)-3-phenyl-2-[4-(pyren-1-yl)butanamido]propanoic acid

• ChemBase ID: 176515
• Molecular Formular: C29H25NO3
• Molecular Mass: 435.5137
• Monoisotopic Mass: 435.18344367
• SMILES: c1ccc2c3c1ccc1c3c(cc2)c(cc1)CCCC(=O)N[C@@H](Cc1ccccc1)C(=O)O
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1ccccc1)CCCc1ccc2c3c1ccc1c3c(cc2)ccc1
• InChI: InChI=1S/C29H25NO3/c31-26(30-25(29(32)33)18-19-6-2-1-3-7-19)11-5-8-20-12-13-23-15-14-21-9-4-10-22-16-17-24(20)28(23)27(21)22/h1-4,6-7,9-10,12-17,25H,5,8,11,18H2,(H,30,31)(H,32,33)/t25-/m0/s1
• InChIKey: DPTMGBIKSPWCNS-VWLOTQADSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-phenyl-2-[4-(pyren-1-yl)butanamido]propanoic acid
• IUPAC Traditional name: (2S)-3-phenyl-2-[4-(pyren-1-yl)butanamido]propanoic acid
• Synonyms: N-[1-oxo-4-(1-pyrenyl)butyl]-L-Phenylalanine,; N-(1-Pyrene)butyryl-L-phenylalanine; Py-Phe; N-(1-L-Phenylalanine)-4-(1-pyrene)butyramide

Database IDs

• CAS Number: 199612-75-4
• PubChem SID: 164232425
• PubChem CID: 20055248

CALCULATED PROPERTIES

• Acid pKa: 4.1046653
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.521326
• LogD (pH = 7.4): 2.8346179
• Log P: 5.9306207
• Molar Refractivity: 129.1486 cm^3
• Polarizability: 53.784634 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - P319500

A photoactive reagent that binds to specific sites in proteins and cleaves the protein backbone when irradiated with light.

REFERENCES

• Miyawaki, A., et al.: Nature, 388, 882 (1997)