2-{1-[amino(2H2)methyl]cyclohexyl}(2H2)acetic acid

• ChemBase ID: 169529
• Molecular Formular: C9H17NO2
• Molecular Mass: 171.23678
• Monoisotopic Mass: 171.12592879
• SMILES: C1(CCCCC1)(CN)CC(=O)O
• Canonical SMILES: NCC1(CCCCC1)CC(=O)O
• InChI: InChI=1S/C9H17NO2/c10-7-9(6-8(11)12)4-2-1-3-5-9/h1-7,10H2,(H,11,12)
• InChIKey: UGJMXCAKCUNAIE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{1-[amino(^2H₂)methyl]cyclohexyl}(^2H₂)acetic acid
• IUPAC Traditional name: {1-[amino(^2H₂)methyl]cyclohexyl}(^2H₂)acetic acid
• Synonyms: 1-(Aminomethyl)cyclohexaneacetic Acid-d4; Neurontin-d4; GOE-3450-d4; Gabapentin-d4

Database IDs

• CAS Number: 1185039-20-6
• PubChem SID: 162263661
• PubChem CID: 45039319

CALCULATED PROPERTIES

• Acid pKa: 4.6313047
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.3162769
• LogD (pH = 7.4): -1.2728618
• Log P: -1.273033
• Molar Refractivity: 46.3283 cm^3
• Polarizability: 18.621471 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 164-166°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - G117252

Amino acid structurally related to γ-Aminobutyric Acid (GABA), designed to cross the blood brain barrier. Used as an anticonvulsant.

REFERENCES

• Vollmer, K.-O. et al.: Arzneimittel-Forshc., 36, 830 (1986)
• Saletu, B., et al.: Int. J. Clin. Pharmacol. Ther. Toxicol., 24, 362 (1986)