(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-[4-(phosphonomethyl)phenyl]propanoic acid

• ChemBase ID: 39067
• Molecular Formular: C25H24NO7P
• Molecular Mass: 481.434321
• Monoisotopic Mass: 481.12903874
• SMILES: c1(ccc(cc1)C[C@@H](C(=O)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2)CP(=O)(O)O
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1ccc(cc1)CP(=O)(O)O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C25H24NO7P/c27-24(28)23(13-16-9-11-17(12-10-16)15-34(30,31)32)26-25(29)33-14-22-20-7-3-1-5-18(20)19-6-2-4-8-21(19)22/h1-12,22-23H,13-15H2,(H,26,29)(H,27,28)(H2,30,31,32)/t23-/m0/s1
• InChIKey: OBRYXGOVBZKHLL-QHCPKHFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-[4-(phosphonomethyl)phenyl]propanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-[4-(phosphonomethyl)phenyl]propanoic acid
• Synonyms: Fmoc-4-(phosphonomethyl)-L-phenylalanine; Fmoc-4-(phosphonomethyl)-Phe-OH; Fmoc-4-(phosphonomethyl)-phenylalanine; Fmoc-L-4-磷酸基苯丙氨酸

Database IDs

• CAS Number: 229180-64-7
• MDL Number: MFCD00235901
• Beilstein Number: 8294552
• PubChem SID: 24846402; 161002374
• PubChem CID: 2761489

CALCULATED PROPERTIES

• Acid pKa: 1.7285795
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.65093225
• LogD (pH = 7.4): -2.2946835
• Log P: 3.3644989
• Molar Refractivity: 125.0525 cm^3
• Polarizability: 49.608105 Å^3
• Polar Surface Area: 133.16 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 184-186°C

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C25H24NO7P