(2S)-3-(1-benzyl-1H-imidazol-4-yl)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid

• ChemBase ID: 152484
• Molecular Formular: C28H25N3O4
• Molecular Mass: 467.5158
• Monoisotopic Mass: 467.1845063
• SMILES: c1ccc(cc1)Cn1cc(nc1)C[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1ncn(c1)Cc1ccccc1)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C28H25N3O4/c32-27(33)26(14-20-16-31(18-29-20)15-19-8-2-1-3-9-19)30-28(34)35-17-25-23-12-6-4-10-21(23)22-11-5-7-13-24(22)25/h1-13,16,18,25-26H,14-15,17H2,(H,30,34)(H,32,33)/t26-/m0/s1
• InChIKey: AZBCBZPTQNYCPF-SANMLTNESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(1-benzyl-1H-imidazol-4-yl)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2S)-3-(1-benzylimidazol-4-yl)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• Synonyms: Nα-Fmoc-N(im)-benzyl-L-histidine; Fmoc-His(Bzl)-OH; Nα-Fmoc-N(im)-苄基-L-组氨酸

Database IDs

• CAS Number: 84030-19-3
• EC Number: 281-790-6
• MDL Number: MFCD00038537
• PubChem SID: 24871183; 162246629
• PubChem CID: 14427835

CALCULATED PROPERTIES

• Acid pKa: 3.6187072
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.23667
• LogD (pH = 7.4): 2.218009
• Log P: 3.2833688
• Molar Refractivity: 131.0824 cm^3
• Polarizability: 51.7614 Å^3
• Polar Surface Area: 93.45 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +118±3°, c = 1% in chloroform

Safety Information

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

Product Information

• Purity: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C28H25N3O4

DETAILS

Sigma Aldrich - 47591

Packaging
5 g in poly bottle