2-(1-{[({1-[(2-methylpropanoyl)oxy]ethoxy}carbonyl)amino]methyl}cyclohexyl)acetic acid

• ChemBase ID: 127509
• Molecular Formular: C16H27NO6
• Molecular Mass: 329.38868
• Monoisotopic Mass: 329.18383759
• SMILES: CC(C)C(=O)OC(C)OC(=O)NCC1(CCCCC1)CC(=O)O
• Canonical SMILES: CC(OC(=O)C(C)C)OC(=O)NCC1(CCCCC1)CC(=O)O
• InChI: InChI=1S/C16H27NO6/c1-11(2)14(20)22-12(3)23-15(21)17-10-16(9-13(18)19)7-5-4-6-8-16/h11-12H,4-10H2,1-3H3,(H,17,21)(H,18,19)
• InChIKey: TZDUHAJSIBHXDL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1-{[({1-[(2-methylpropanoyl)oxy]ethoxy}carbonyl)amino]methyl}cyclohexyl)acetic acid
• IUPAC Traditional name: gabapentin enacarbil
• Brand Name: Horizant, Regnite
• Synonyms: Gabapentin enacarbil

Database IDs

• CAS Number: 478296-72-9
• PubChem SID: 162221828
• PubChem CID: 9883933
• CHEBI ID: 68840
• Chemspider ID: 8059607
• Unique Ingredient Identifier: 75OCL1SPBQ
• Wikipedia Title: Gabapentin_enacarbil

CALCULATED PROPERTIES

• Acid pKa: 4.3528543
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.5882249
• LogD (pH = 7.4): -0.16042171
• Log P: 2.7634692
• Molar Refractivity: 81.6927 cm^3
• Polarizability: 32.761013 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Admin Routes: Oral
• Excretion: Renal
• Legal Status: Rx-only (US)
• Pregnancy Category: C (US)
• US Licence: Horizant