e-Drug3D

704

GABAPENTIN


INN
GABAPENTIN

(is an active metabolite)

cas 60142-96-3
CLASS

NERVOUS SYSTEM
ANALGESIC
MODERATE-TO-SEVERE PRIMARY RESTLESS LEGS SYNDROME (RLS) IN ADULTS
ANTIEPILEPTIC
POSTHERPETIC NEURALGIA (PHN)
GABA RECEPTOR AGONIST

ROUTE (list)

ORAL

ATC code

N02BF01

PK parameters

F 75 PERCENT
VD 76 LITER
Cl 7.6 LITER / HOUR
PPB 3 PERCENT
t1/2 5.5 HOUR

Solubility

FREELY SOLUBLE IN WATER


Target

TARGET VOLTAGE-GATED CALCIUM CHANNEL (PMID26680202)

PDB
2COI (CRYSTAL STRUCTURE OF OXIDIZED HUMAN CYTOSOLIC BRANCHED-CHAIN AMINOTRANSFERASE COMPLEXED WITH GABAPENTIN)

Ligand code = GBN (link to the list of PDB complexes)

Download experimental 3D coordinates of GBN with added hydrogens

DrugCentral

Voltage-dependent calcium channel subunit alpha-2,delta-1 UNIPROT P54289 CACNA2D1

Voltage-dependent calcium channel subunit alpha-2,delta-2 UNIPROT Q9NY47 CACNA2D2

Download SDF file 2-[1-(aminomethyl)cyclohexyl]acetic acid

Formula:
C9H17NO2

Calculated chemical properties:

MW 170.23
NB_atoms 12
XLogP 0.04
PSA 54.223
NB_HD 2
NB_HA 3
fsp3 0.89
Lipinski(0=no;1=yes) 1

FDA
NDA 020235 (pdf not found) INN (GABAPENTIN) NEURONTIN (VIATRIS) APPROVAL= AP YEAR= 1993
NDA 020882 (pdf not found) INN (GABAPENTIN) NEURONTIN (VIATRIS) APPROVAL= AP YEAR= 1998
NDA 021129 (pdf not found) INN (GABAPENTIN) NEURONTIN (VIATRIS) APPROVAL= AP YEAR= 2000
NDA 021216 (pdf not found) INN (GABAPENTIN) NEURONTIN (PARKE DAVIS) APPROVAL= AP YEAR= 2000 NEWAPPLICATION
NDA 021397 (pdf not found) INN (GABAPENTIN) NEURONTIN (PARKE DAVIS) APPROVAL= AP YEAR= 2002 NEWAPPLICATION
NDA 021423 (pdf not found) INN (GABAPENTIN) NEURONTIN (PARKE DAVIS) APPROVAL= AP YEAR= 2002 NEWAPPLICATION
NDA 021424 (pdf not found) INN (GABAPENTIN) NEURONTIN (PARKE DAVIS) APPROVAL= AP YEAR= 2002 NEWAPPLICATION
NDA 075350 (pdf not found) INN (GABAPENTIN) GABAPENTIN (ACTAVIS ELIZABETH) APPROVAL= AP YEAR= 2003
NDA 075435 (pdf not found) INN (GABAPENTIN) GABAPENTIN (TEVA PHARMS) APPROVAL= AP YEAR= 2004 DISCONTINUED
NDA 075694 (pdf not found) INN (GABAPENTIN) GABAPENTIN (ACTAVIS ELIZABETH) APPROVAL= AP YEAR= 2004 DISCONTINUED
NDA 075827 (pdf not found) INN (GABAPENTIN) GABAPENTIN (TEVA) APPROVAL= AP YEAR= 2004 DISCONTINUED
NDA 076017 (pdf not found) INN (GABAPENTIN) GABAPENTIN (IVAX SUB TEVA PHARMS) APPROVAL= AP YEAR= 2004
NDA 075360 (pdf not found) INN (GABAPENTIN) GABAPENTIN (GRANULES) APPROVAL= AP YEAR= 2005
NDA 075477 (pdf not found) INN (GABAPENTIN) GABAPENTIN (CSPC OUYI) APPROVAL= AP YEAR= 2005
NDA 075539 (pdf not found) INN (GABAPENTIN) GABAPENTIN (SANDOZ) APPROVAL= AP YEAR= 2005 DISCONTINUED
NDA 076537 (pdf not found) INN (GABAPENTIN) GABAPENTIN (SUN PHARM INDUSTRIES) APPROVAL= AP YEAR= 2005 DISCONTINUED
NDA 076605 (pdf not found) INN (GABAPENTIN) GABAPENTIN (RANBAXY) APPROVAL= AP YEAR= 2005 DISCONTINUED
NDA 076606 (pdf not found) INN (GABAPENTIN) GABAPENTIN (SUN PHARM INDS LTD) APPROVAL= AP YEAR= 2005 DISCONTINUED
NDA 075428 (pdf not found) INN (GABAPENTIN) GABAPENTIN (SANDOZ) APPROVAL= AP YEAR= 2006 DISCONTINUED
NDA 076120 (pdf not found) INN (GABAPENTIN) GABAPENTIN (CHARTWELL RX) APPROVAL= AP YEAR= 2006 DISCONTINUED
NDA 076877 (pdf not found) INN (GABAPENTIN) GABAPENTIN (ALLIED) APPROVAL= AP YEAR= 2006 DISCONTINUED
NDA 077242 (pdf not found) INN (GABAPENTIN) GABAPENTIN (SUN PHARM INDS LTD) APPROVAL= AP YEAR= 2006 DISCONTINUED
NDA 077525 (pdf not found) INN (GABAPENTIN) GABAPENTIN (SUN PHARM INDS LTD) APPROVAL= AP YEAR= 2006 DISCONTINUED
NDA 077661 (pdf not found) INN (GABAPENTIN) GABAPENTIN (RUBICON RESEARCH) APPROVAL= AP YEAR= 2006
NDA 077662 (pdf not found) INN (GABAPENTIN) GABAPENTIN (GLENMARK PHARMS LTD) APPROVAL= AP YEAR= 2006
NDA 077894 (pdf not found) INN (GABAPENTIN) GABAPENTIN (APOTEX) APPROVAL= AP YEAR= 2006 DISCONTINUED
NDA 075485 (pdf not found) INN (GABAPENTIN) GABAPENTIN (WATSON LABS) APPROVAL= AP YEAR= 2007 DISCONTINUED
NDA 078150 (pdf not found) INN (GABAPENTIN) GABAPENTIN (HIKMA) APPROVAL= AP YEAR= 2007 DISCONTINUED
NDA 078428 (pdf not found) INN (GABAPENTIN) GABAPENTIN (AMNEAL PHARMS NY) APPROVAL= AP YEAR= 2007
NDA 078787 (pdf not found) INN (GABAPENTIN) GABAPENTIN (AUROBINDO PHARMA) APPROVAL= AP YEAR= 2008
NDA 090705 (pdf not found) INN (GABAPENTIN) GABAPENTIN (INVAGEN PHARMS) APPROVAL= AP YEAR= 2009
NDA 090335 (pdf not found) INN (GABAPENTIN) GABAPENTIN (PHARMOBEDIENT) APPROVAL= AP YEAR= 2010 DISCONTINUED
NDA 090858 (pdf not found) INN (GABAPENTIN) GABAPENTIN (ALKEM) APPROVAL= AP YEAR= 2010
NDA 078926 (pdf not found) INN (GABAPENTIN) GABAPENTIN (ZYDUS PHARMS USA INC) APPROVAL= AP YEAR= 2011
NDA 022544 (pdf not found) INN (GABAPENTIN) GRALISE (ALMATICA) APPROVAL= AP YEAR= 2011
NDA 078974 (pdf not found) INN (GABAPENTIN) GABAPENTIN (MISSION PHARMACAL) APPROVAL= AP YEAR= 2011
NDA 090158 (pdf not found) INN (GABAPENTIN) GABAPENTIN (PHARMOBEDIENT) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 078782 (pdf not found) INN (GABAPENTIN) GABAPENTIN (HIKMA PHARMS) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 090007 (pdf not found) INN (GABAPENTIN) GABAPENTIN (MARKSANS PHARMA) APPROVAL= AP YEAR= 2011
NDA 200651 (pdf not found) INN (GABAPENTIN) GABAPENTIN (AUROBINDO PHARMA LTD) APPROVAL= AP YEAR= 2011
NDA 076403 (pdf not found) INN (GABAPENTIN) GABAPENTIN (ACELLA PHARMS LLC) APPROVAL= AP YEAR= 2012
NDA 202024 (pdf not found) INN (GABAPENTIN) GABAPENTIN (AMNEAL PHARMS) APPROVAL= AP YEAR= 2012
NDA 202764 (pdf not found) INN (GABAPENTIN) GABAPENTIN (INVAGEN PHARMS) APPROVAL= AP YEAR= 2012 DISCONTINUED
NDA 076672 (pdf not found) INN (GABAPENTIN) GABAPENTIN (TARO) APPROVAL= AP YEAR= 2013 DISCONTINUED
NDA 077261 (pdf not found) INN (GABAPENTIN) GABAPENTIN (TARO) APPROVAL= AP YEAR= 2013 DISCONTINUED
NDA 203244 (pdf not found) INN (GABAPENTIN) GABAPENTIN (STRIDES PHARMA) APPROVAL= AP YEAR= 2013
NDA 203611 (pdf not found) INN (GABAPENTIN) GABAPENTIN (ACTAVIS ELIZABETH) APPROVAL= TA YEAR= 2013
NDA 206402 (pdf not found) INN (GABAPENTIN) GABAPENTIN (ALKEM LABS LTD) APPROVAL= AP YEAR= 2015
NDA 091286 (pdf not found) INN (GABAPENTIN) GABAPENTIN (AJENAT PHARMS) APPROVAL= AP YEAR= 2016
NDA 204989 (pdf not found) INN (GABAPENTIN) GABAPENTIN (SCIEGEN PHARMS INC) APPROVAL= AP YEAR= 2016
NDA 205101 (pdf not found) INN (GABAPENTIN) GABAPENTIN (SCIEGEN PHARMS INC) APPROVAL= AP YEAR= 2016
NDA 091008 (pdf not found) INN (GABAPENTIN) GABAPENTIN (CHARTWELL RX) APPROVAL= AP YEAR= 2017 DISCONTINUED
NDA 205807 (pdf not found) INN (GABAPENTIN) GABAPENTIN (TEVA PHARMS USA) APPROVAL= AP YEAR= 2017 DISCONTINUED
NDA 207057 (pdf not found) INN (GABAPENTIN) GABAPENTIN (CSPC OUYI) APPROVAL= AP YEAR= 2017
NDA 207099 (pdf not found) INN (GABAPENTIN) GABAPENTIN (RISING) APPROVAL= AP YEAR= 2017
NDA 206943 (pdf not found) INN (GABAPENTIN) GABAPENTIN (STRIDES PHARMA) APPROVAL= AP YEAR= 2018
NDA 209306 (pdf not found) INN (GABAPENTIN) GABAPENTIN (LUPIN LTD) APPROVAL= AP YEAR= 2018 DISCONTINUED
NDA 211314 (pdf not found) INN (GABAPENTIN) GABAPENTIN (STRIDES PHARMA) APPROVAL= AP YEAR= 2018
NDA 211330 (pdf not found) INN (GABAPENTIN) GABAPENTIN (PAI HOLDINGS PHARM) APPROVAL= AP YEAR= 2019
NDA 213603 (pdf not found) INN (GABAPENTIN) GABAPENTIN (ZHEJIANG YONGTAI) APPROVAL= AP YEAR= 2020
NDA 214956 (pdf not found) INN (GABAPENTIN) GABAPENTIN (ASCENT PHARMS INC) APPROVAL= AP YEAR= 2021
NDA 214957 (pdf not found) INN (GABAPENTIN) GABAPENTIN (ASCENT PHARMS INC) APPROVAL= AP YEAR= 2021
NDA 216492 (pdf not found) INN (GABAPENTIN) GABAPENTIN (RUBICON RESEARCH) APPROVAL= AP YEAR= 2023
NDA 217116 (pdf not found) INN (GABAPENTIN) GABAPENTIN (GRANULES) APPROVAL= AP YEAR= 2023
NDA 217546 (pdf not found) INN (GABAPENTIN) GABAPENTIN (LAURUS) APPROVAL= AP YEAR= 2023
NDA 208928 (pdf not found) INN (GABAPENTIN) GABAPENTIN (IPCA LABS LTD) APPROVAL= AP YEAR= 2023 DISCONTINUED
NDA 217995 (pdf not found) INN (GABAPENTIN) GABAPENTIN (RISING) APPROVAL= AP YEAR= 2023
NDA 203934 (pdf not found) INN (GABAPENTIN) GABAPENTIN (ZYDUS PHARMS) APPROVAL= AP YEAR= 2024
NDA 209855 (pdf not found) INN (GABAPENTIN) GABAPENTIN (IPCA LABS LTD) APPROVAL= AP YEAR= 2024 DISCONTINUED
NDA 211313 (pdf not found) INN (GABAPENTIN) GABAPENTIN (STRIDES PHARMA) APPROVAL= AP YEAR= 2024
NDA 216252 (pdf not found) INN (GABAPENTIN) GABAPENTIN (HUMANWELL) APPROVAL= AP YEAR= 2024
NDA 217682 (pdf not found) INN (GABAPENTIN) GABAPENTIN (ANNORA PHARMA) APPROVAL= AP YEAR= 2024
NDA 217965 (pdf not found) INN (GABAPENTIN) GABAPENTIN (LAURUS) APPROVAL= AP YEAR= 2024
NDA 218075 (pdf not found) INN (GABAPENTIN) GABAPENTIN (ANNORA PHARMA) APPROVAL= AP YEAR= 2024
NDA 203643 (pdf not found) INN (GABAPENTIN) GABAPENTIN (ABON PHARMS LLC) APPROVAL= AP YEAR= 2024
NDA 219319 (pdf not found) INN (GABAPENTIN) GABAPENTIN (STALLION LABS) APPROVAL= AP YEAR= 2025

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL