(2S)-5-{[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]amino}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pentanoic acid

• ChemBase ID: 38722
• Molecular Formular: C30H34N2O6
• Molecular Mass: 518.60076
• Monoisotopic Mass: 518.24168682
• SMILES: C1C(CC(=O)C(=C(NCCC[C@@H](C(=O)O)NC(=O)OCC2c3c(c4c2cccc4)cccc3)C)C1=O)(C)C
• Canonical SMILES: O=C(N[C@H](C(=O)O)CCCNC(=C1C(=O)CC(CC1=O)(C)C)C)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C30H34N2O6/c1-18(27-25(33)15-30(2,3)16-26(27)34)31-14-8-13-24(28(35)36)32-29(37)38-17-23-21-11-6-4-9-19(21)20-10-5-7-12-22(20)23/h4-7,9-12,23-24,31H,8,13-17H2,1-3H3,(H,32,37)(H,35,36)/t24-/m0/s1
• InChIKey: RSDSRRQRYNCVMT-DEOSSOPVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-{[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]amino}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pentanoic acid
• IUPAC Traditional name: (2S)-5-{[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]amino}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pentanoic acid
• Synonyms: Nα-Fmoc-Nδ-Dde-L-ornithine; Nα-Fmoc-Nδ-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl-L-ornithine; Fmoc-Orn(Dde)-OH; Fmoc-(Nd-1-(4,4-dimethyl-2,6-dioxo-cyclohex-1-ylidene)ethyl)-L-ornithine; Nα-Fmoc-Nδ-Dde-L-鸟氨酸; Nα-芴甲氧羰基-Nδ-[1-(4,4-二甲基-2,6-二氧代环己-1-亚基)乙基-L-鸟氨酸

Database IDs

• CAS Number: 269062-80-8
• MDL Number: MFCD01862895
• PubChem SID: 161002029; 24846400
• PubChem CID: 16211156

CALCULATED PROPERTIES

• Acid pKa: 3.641267
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 2.3724914
• LogD (pH = 7.4): 0.9016338
• Log P: 4.230918
• Molar Refractivity: 143.9406 cm^3
• Polarizability: 56.4074 Å^3
• Polar Surface Area: 121.8 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

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% (HPLC)
• Empirical Formula (Hill Notation): C30H34N2O6