Details of the Drug

General Information of Drug (ID: DMJY2TM)

Drug Name
Gabapentin enacarbil
Synonyms 1838262; ASP8825; Gabapentin-XP; GSK 1838262; Horizant; Regnite; Solzira; XP13512
Indication
Disease Entry ICD 11 Status REF
Postherpetic neuralgia 1E91.5 Approved [1]
Alcohol dependence 6C40.2 Phase 2 [2]
Therapeutic Class
Neurology Agents
Affected Organisms
Humans and other mammals
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 329.39
Logarithm of the Partition Coefficient (xlogp) 3.1
Rotatable Bond Count (rotbonds) 9
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 6
ADMET Property
Clearance
The renal clearance of drug is 5-7 L/h []
Half-life
The concentration or amount of drug in body reduced by one-half in 5.1 - 6.0 hours [3]
Vd
The volume of distribution (Vd) of drug is 76 L []
Chemical Identifiers
Formula
C16H27NO6
IUPAC Name
2-[1-[[1-(2-methylpropanoyloxy)ethoxycarbonylamino]methyl]cyclohexyl]acetic acid
Canonical SMILES
CC(C)C(=O)OC(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
Cross-matching ID
PubChem CID
9883933
ChEBI ID
CHEBI:68840
CAS Number
478296-72-9
UNII
75OCL1SPBQ
DrugBank ID
DB08872
TTD ID
D05KBU
VARIDT ID
DR00089
Repurposed Drugs (RPD) Click to Jump to the Detailed RPD Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Sodium-dependent multivitamin transporter (SLC5A6) TT61XTV SC5A6_HUMAN Modulator [4]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Sodium-coupled monocarboxylate transporter 1 (SLC5A8) DTE3TAW SC5A8_HUMAN Substrate [5]
Sodium-dependent multivitamin transporter (SLC5A6) DTD5Y4G SC5A6_HUMAN Substrate [5]
Monocarboxylate transporter 1 (SLC16A1) DT342ZG MOT1_HUMAN Substrate [6]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Gabapentin enacarbil FDA Label
2 Clinical pipeline report, company report or official report of the Pharmaceutical Research and Manufacturers of America (PhRMA)
3 Trend Analysis of a Database of Intravenous Pharmacokinetic Parameters in Humans for 1352 Drug Compounds
4 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services.
5 Clinical pharmacokinetic drug interaction studies of gabapentin enacarbil, a novel transported prodrug of gabapentin, with naproxen and cimetidine. Br J Clin Pharmacol. 2010 May;69(5):498-507.
6 Overview of the proton-coupled MCT (SLC16A) family of transporters: characterization, function and role in the transport of the drug of abuse gamma-hydroxybutyric acid. AAPS J. 2008 Jun;10(2):311-21.