e-Drug3D

1433

DESVENLAFAXINE

INN
DESVENLAFAXINE

cas 93413-62-8

CLASS

NERVOUS SYSTEM
ANTIDEPRESSANTS
SELECTIVE SEROTONIN AND NOREPINEPHRINE REUPTAKE INHIBITOR (SNRI)
TREATMENT OF MAJOR DEPRESSIVE DISORDER [MDD]

ROUTE (list)

ORAL

ATC code

N06AX23

PK parameters

F 80 PERCENT
Tmax 3 HOUR
VD 370 LITER (65 KILOGRAM)
Cl 26 LITER / HOUR (65 KILOGRAM)
PPB 30 PERCENT
t1/2 11 HOUR

Solubility

SOLUBLE IN WATER PH DEPENDENT

Target

TARGET SEROTONIN AND NOREPINEPHRINE REUPTAKE

PDB
4MMC (CRYSTAL STRUCTURE OF LEUBAT (DELTA6 MUTANT) IN COMPLEX WITH DESVENLAFAXINE)

Ligand code = 29J (link to the list of PDB complexes)

Download experimental 3D coordinates of 29J with added hydrogens

DrugCentral

Sodium-dependent serotonin transporter UNIPROT P31645 SLC6A4

Sodium-dependent noradrenaline transporter UNIPROT P23975 SLC6A2

Download SDF file

Phenol, 4-[2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl]-

Formula:
C16H25NO2

Calculated chemical properties:

MW 263.37
NB_atoms 19
XLogP 2.73
PSA 41.715
NB_HD 2
NB_HA 3
fsp3 0.62
Lipinski(0=no;1=yes) 1

FDA
NDA 021992 (label) INN (DESVENLAFAXINE SUCCINATE) PRISTIQ (PF PRISM CV) APPROVAL= AP YEAR= 2008
NDA 204150 (label) INN (DESVENLAFAXINE) DESVENLAFAXINE (ALEMBIC PHARMS LTD) APPROVAL= AP YEAR= 2013
NDA 204683 (label) INN (DESVENLAFAXINE) KHEDEZLA (OSMOTICA PHARM CORP) APPROVAL= AP YEAR= 2013 DISCONTINUED
NDA 205208 (label) INN (DESVENLAFAXINE FUMARATE) DESVENLAFAXINE (TEVA PHARMS USA) APPROVAL= AP YEAR= 2013 DISCONTINUED
NDA 205583 (label) INN (DESVENLAFAXINE FUMARATE) DESVENLAFAXINE (SUN PHARM) APPROVAL= AP YEAR= 2014 DISCONTINUED
NDA 204003 (pdf not found) INN (DESVENLAFAXINE SUCCINATE) DESVENLAFAXINE SUCCINATE (ALEMBIC) APPROVAL= AP YEAR= 2015
NDA 204028 (pdf not found) INN (DESVENLAFAXINE SUCCINATE) DESVENLAFAXINE SUCCINATE (RUBICON RESEARCH) APPROVAL= AP YEAR= 2015
NDA 204095 (pdf not found) INN (DESVENLAFAXINE SUCCINATE) DESVENLAFAXINE SUCCINATE (PHARMOBEDIENT) APPROVAL= AP YEAR= 2015 DISCONTINUED
NDA 204172 (pdf not found) INN (DESVENLAFAXINE SUCCINATE) DESVENLAFAXINE SUCCINATE (LUPIN) APPROVAL= AP YEAR= 2015
NDA 204082 (pdf not found) INN (DESVENLAFAXINE SUCCINATE) DESVENLAFAXINE SUCCINATE (HIKMA) APPROVAL= AP YEAR= 2016 OBSOLETE
NDA 204083 (pdf not found) INN (DESVENLAFAXINE SUCCINATE) DESVENLAFAXINE SUCCINATE (HIKMA) APPROVAL= AP YEAR= 2016
NDA 204009 (pdf not found) INN (DESVENLAFAXINE) DESVENLAFAXINE (ANCHEN PHARMS) APPROVAL= TA YEAR= 2016
NDA 204065 (pdf not found) INN (DESVENLAFAXINE SUCCINATE) DESVENLAFAXINE SUCCINATE (ACTAVIS LABS FL) APPROVAL= AP YEAR= 2016
NDA 204020 (pdf not found) INN (DESVENLAFAXINE SUCCINATE) DESVENLAFAXINE SUCCINATE (ZYDUS PHARMS) APPROVAL= AP YEAR= 2017
NDA 210014 (pdf not found) INN (DESVENLAFAXINE SUCCINATE) DESVENLAFAXINE SUCCINATE (YICHANG HUMANWELL) APPROVAL= AP YEAR= 2018
NDA 204805 (pdf not found) INN (DESVENLAFAXINE SUCCINATE) DESVENLAFAXINE SUCCINATE (PLATINUM) APPROVAL= AP YEAR= 2019
NDA 211427 (pdf not found) INN (DESVENLAFAXINE SUCCINATE) DESVENLAFAXINE SUCCINATE (MACLEODS PHARMS LTD) APPROVAL= AP YEAR= 2025
NDA 220460 (pdf not found) INN (DESVENLAFAXINE SUCCINATE) DESVENLAFAXINE SUCCINATE (YICHANG HUMANWELL) APPROVAL= AP YEAR= 2026

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL

e-Drug3D

685

VENLAFAXINE

INN
VENLAFAXINE

(has an active metabolite)

cas 93413-69-5

CLASS

NERVOUS SYSTEM
ANTIDEPRESSANT
ANALGESIC
SEROTONIN REUPTAKE INHIBITORS

ROUTE (list)

ORAL

ATC code

N06AX16

PK parameters

F 92 PERCENT
Tmax 2 HOUR
VD 487 LITER (65 KILOGRAM)
Cl 84.5 LITER / HOUR (65 KILOGRAM)
PPB 27 PERCENT
t1/2 5 HOUR

Solubility

572 MILLIGRAM / MILLILITER IN WATER (LOGP 0.43)

Target

TARGET SEROTONIN REUPTAKE TRANSPORTER

DrugCentral

Sodium-dependent serotonin transporter UNIPROT P31645 SLC6A4

Sodium-dependent noradrenaline transporter UNIPROT P23975 SLC6A2

Download SDF file

1-[2-dimethylamino-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol

Formula:
C17H27NO2

Calculated chemical properties:

MW 277.40
NB_atoms 20
XLogP 3.04
PSA 31.625
NB_HD 1
NB_HA 3
fsp3 0.65
Lipinski(0=no;1=yes) 1

FDA
NDA 020151 (label) INN (VENLAFAXINE HYDROCHLORIDE) EFFEXOR (WYETH PHARMS INC) APPROVAL= AP YEAR= 1993 DISCONTINUED
NDA 020699 (label) INN (VENLAFAXINE HYDROCHLORIDE) EFFEXOR XR (UPJOHN) APPROVAL= AP YEAR= 1997
NDA 076690 (label) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (TEVA) APPROVAL= AP YEAR= 2006
NDA 078057 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (IMPAX LABS) APPROVAL= TA YEAR= 2007
NDA 078517 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (PLIVA HRVATSKA DOO) APPROVAL= TA YEAR= 2007
NDA 022104 (label) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (OSMOTICA PHARM US) APPROVAL= AP YEAR= 2008
NDA 077166 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (PHARMOBEDIENT) APPROVAL= AP YEAR= 2008 DISCONTINUED
NDA 077515 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (CHARTWELL RX) APPROVAL= AP YEAR= 2008 DISCONTINUED
NDA 077653 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (ZYDUS PHARMS USA) APPROVAL= AP YEAR= 2008
NDA 078301 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (DR REDDYS LABS LTD) APPROVAL= AP YEAR= 2008
NDA 078627 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (SUN PHARM INDS INC) APPROVAL= AP YEAR= 2008
NDA 078554 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (HERITAGE) APPROVAL= AP YEAR= 2009
NDA 090555 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (AUROBINDO PHARMA) APPROVAL= AP YEAR= 2010
NDA 076565 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (TEVA) APPROVAL= AP YEAR= 2010
NDA 079098 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (AMNEAL PHARMS) APPROVAL= AP YEAR= 2010 DISCONTINUED
NDA 090027 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (PRINSTON INC) APPROVAL= AP YEAR= 2010 DISCONTINUED
NDA 091272 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (SUN PHARM) APPROVAL= AP YEAR= 2010 DISCONTINUED
NDA 078932 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (ALEMBIC PHARMS LTD) APPROVAL= AP YEAR= 2010
NDA 078789 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (PHARMOBEDIENT) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 078421 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (DR REDDYS LABS LTD) APPROVAL= AP YEAR= 2011
NDA 078865 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (SCIEGEN PHARMS) APPROVAL= AP YEAR= 2011
NDA 090071 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (VALEANT PHARMS NORTH) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 090174 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (ZYDUS PHARMS USA INC) APPROVAL= AP YEAR= 2011
NDA 090899 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (TORRENT) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 200834 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (AUROBINDO PHARMA LTD) APPROVAL= AP YEAR= 2011
NDA 091123 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (ORBION PHARMS) APPROVAL= AP YEAR= 2011
NDA 078087 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (ANCHEN PHARMS) APPROVAL= AP YEAR= 2012 DISCONTINUED
NDA 202036 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (YAOPHARMA CO LTD) APPROVAL= AP YEAR= 2015
NDA 205468 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (MPP PHARMA) APPROVAL= AP YEAR= 2017
NDA 204889 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (MACLEODS PHARMS LTD) APPROVAL= AP YEAR= 2017
NDA 201272 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (PLATINUM) APPROVAL= AP YEAR= 2018
NDA 206250 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (CADILA PHARMS LTD) APPROVAL= AP YEAR= 2018
NDA 209193 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (DEXCEL) APPROVAL= AP YEAR= 2019
NDA 211323 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (CADILA PHARMS LTD) APPROVAL= AP YEAR= 2019
NDA 212277 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (ANNORA PHARMA) APPROVAL= AP YEAR= 2019
NDA 203332 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (INVENTIA HLTHCARE) APPROVAL= AP YEAR= 2020
NDA 214419 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (ASCENT PHARMS INC) APPROVAL= AP YEAR= 2020
NDA 213927 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (ADAPTIS) APPROVAL= AP YEAR= 2021 DISCONTINUED
NDA 214127 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (ALKEM LABS LTD) APPROVAL= AP YEAR= 2021
NDA 214609 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (SOMERSET THERAPS LLC) APPROVAL= AP YEAR= 2021
NDA 214654 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (YICHANG HUMANWELL) APPROVAL= AP YEAR= 2021
NDA 214423 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (PHARMADAX) APPROVAL= AP YEAR= 2022 DISCONTINUED
NDA 215429 (label) INN (VENLAFAXINE BESYLATE) VENLAFAXINE BESYLATE (ALMATICA) APPROVAL= AP YEAR= 2022
NDA 215622 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (ZYDUS PHARMS) APPROVAL= AP YEAR= 2022
NDA 216044 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (UNIQUE) APPROVAL= AP YEAR= 2022
NDA 200430 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (NOSTRUM PHARMS LLC) APPROVAL= AP YEAR= 2023 DISCONTINUED
NDA 214691 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (AJANTA PHARMA LTD) APPROVAL= AP YEAR= 2023
NDA 217390 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (GRANULES) APPROVAL= AP YEAR= 2023
NDA 217767 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (ALEMBIC) APPROVAL= AP YEAR= 2024
NDA 217841 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (ABON PHARMS LLC) APPROVAL= AP YEAR= 2025
NDA 218180 (pdf not found) INN (VENLAFAXINE HYDROCHLORIDE) VENLAFAXINE HYDROCHLORIDE (TORRENT) APPROVAL= AP YEAR= 2025 DISCONTINUED