2,5-diamino-2-(difluoromethyl)pentanoic acid

• ChemBase ID: 127229
• Molecular Formular: C6H12F2N2O2
• Molecular Mass: 182.1684864
• Monoisotopic Mass: 182.08668407
• SMILES: FC(F)C(N)(C(=O)O)CCCN
• Canonical SMILES: NCCCC(C(=O)O)(C(F)F)N
• InChI: InChI=1S/C6H12F2N2O2/c7-4(8)6(10,5(11)12)2-1-3-9/h4H,1-3,9-10H2,(H,11,12)
• InChIKey: VLCYCQAOQCDTCN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-diamino-2-(difluoromethyl)pentanoic acid
• IUPAC Traditional name: vaniqa
• Synonyms: Eflornithine

Database IDs

• CAS Number: 70052-12-9
• PubChem SID: 162221551
• PubChem CID: 3009
• CHEBI ID: 41948
• ATC CODE: D11AX16; P01CX03
• CHEMBL: 830
• Chemspider ID: 2902
• KEGG ID: D07883
• Unique Ingredient Identifier: ZQN1G5V6SR
• Wikipedia Title: Eflornithine

CALCULATED PROPERTIES

• Acid pKa: 2.1902723
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -4.6604857
• LogD (pH = 7.4): -3.131913
• Log P: -2.9084373
• Molar Refractivity: 37.7336 cm^3
• Polarizability: 15.039927 Å^3
• Polar Surface Area: 89.34 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Admin Routes: Intravenous (discontinued); Dermal
• Bioavailability: 100% (Intravenous); Negligible (Dermal)
• Excretion: Renal
• Half Life: 8 hours
• Metabolism: Not metabolised
• Legal Status: Rx-only
• Pregnancy Category: Category C for dermal cream
• US Licence: Eflornithine
• EU Licence: Vaniqa