(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}(1,2,3,4,5,6-13C6)hexanoic acid

• ChemBase ID: 169335
• Molecular Formular: C21H23NO4
• Molecular Mass: 360.36095793
• Monoisotopic Mass: 360.17987214
• SMILES: O[13C](=O)[13C@@H]([15NH]C(=O)OCC1c2c(c3c1cccc3)cccc2)[13CH2][13CH2][13CH2][13CH3]
• Canonical SMILES: [13CH3][13CH2][13CH2][13CH2][13C@@H]([13C](=O)O)[15NH]C(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C21H23NO4/c1-2-3-12-19(20(23)24)22-21(25)26-13-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,2-3,12-13H2,1H3,(H,22,25)(H,23,24)/t19-/m0/s1/i1+1,2+1,3+1,12+1,19+1,20+1,22+1
• InChIKey: VCFCFPNRQDANPN-WPSJONIPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}(1,2,3,4,5,6-^1^3C₆)hexanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}(1,2,3,4,5,6-^1^3C₆)hexanoic acid
• Synonyms: N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-norleucine-13C6,15N; (S)-2-[[[(9H-Fluoren-9-yl)methoxy]carbonyl]amino]hexanoic Acid-13C6,15N; (S)-N-Fmoc-norleucine-13C6,15N; FMOC-L-Norleucine-13C6,15N; Fmoc-norleucine-13C6,15N; N-(9-Fluorenyl-methoxycarbonyl)-L-norleucine-13C6,15N; N-(9-Fluorenylmethoxycarbonyl)-norleucine-13C6,15N; NPC 15667-13C6,15N; (S)-N-Fmoc-L-norleucine-13C6,15N

Database IDs

• PubChem SID: 162263467
• PubChem CID: 71316913

CALCULATED PROPERTIES

• Acid pKa: 3.911652
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.8625107
• LogD (pH = 7.4): 1.2494445
• Log P: 4.456977
• Molar Refractivity: 98.3031 cm^3
• Polarizability: 39.52138 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F648502

A labelled 9H-fluorene derivative as antiinflammatory agent.

REFERENCES

• Venkatesh, S., et al.: J. Pharm. Sci., 89, 145 (2000)
• Egan, W., et al.: Curr. Opin Drug Discovery Dev., 5, 540 (2000)
• Azzaoui, K., ChemMedChem., 2, 874 (2000)