4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-1-methyl-1H-pyrrole-2-carboxylic acid

• ChemBase ID: 156171
• Molecular Formular: C21H18N2O4
• Molecular Mass: 362.37862
• Monoisotopic Mass: 362.12665707
• SMILES: Cn1cc(cc1C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: O=C(Nc1cn(c(c1)C(=O)O)C)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C21H18N2O4/c1-23-11-13(10-19(23)20(24)25)22-21(26)27-12-18-16-8-4-2-6-14(16)15-7-3-5-9-17(15)18/h2-11,18H,12H2,1H3,(H,22,26)(H,24,25)
• InChIKey: GHRPKWXGCOWBLD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-1-methyl-1H-pyrrole-2-carboxylic acid
• IUPAC Traditional name: 4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-1-methylpyrrole-2-carboxylic acid
• Synonyms: 4-(Fmoc-amino)-1-methylpyrrole-2-carboxylic acid; 4-(Fmoc-氨基)-1-甲基-1H-吡咯-2-羧酸

Database IDs

• CAS Number: 195387-29-2
• MDL Number: MFCD02094546
• Beilstein Number: 8227557
• PubChem SID: 24850814; 162250309
• PubChem CID: 2756159

CALCULATED PROPERTIES

• Acid pKa: 3.3799307
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.7905295
• LogD (pH = 7.4): 0.4893781
• Log P: 3.8972821
• Molar Refractivity: 102.3462 cm^3
• Polarizability: 39.339302 Å^3
• Polar Surface Area: 80.56 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~210 °C (dec.)

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: ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C21H18N2O4

DETAILS

Sigma Aldrich - 17945

Other Notes
Unnatural amino acid for preparing heteroaromatic oligoamides for regulating gen expression in biotechnology.1,2