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venlafaxine 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definition	Drug id	CAS RN
	2813	93413-69-5

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: venlafaxine (+/-)-Venlafaxine velafax venlafaxin venlafexine venlafaxine hydrochloride effexor WY-45,030 venlafaxine HCl	A cyclohexanol and phenylethylamine derivative that functions as a SEROTONIN AND NORADRENALINE REUPTAKE INHIBITOR (SNRI) and is used as an ANTIDEPRESSIVE AGENT. Molecular weight: 277.41 Formula: C17H27NO2 CLOGP: 3.27 LIPINSKI: 0 HAC: 3 HDO: 1 TPSA: 32.70 ALOGS: -3.08 ROTB: 5 Status: OFP Legend: OFP - off patent OFM - off market ONP - on patent

Molecule

Description

Molfile Inchi Smiles

Synonyms:

venlafaxine
(+/-)-Venlafaxine
velafax
venlafaxin
venlafexine
venlafaxine hydrochloride
effexor
WY-45,030
venlafaxine HCl

A cyclohexanol and phenylethylamine derivative that functions as a SEROTONIN AND NORADRENALINE REUPTAKE INHIBITOR (SNRI) and is used as an ANTIDEPRESSIVE AGENT.

Molecular weight: 277.41
Formula: C17H27NO2
CLOGP: 3.27
LIPINSKI: 0
HAC: 3
HDO: 1
TPSA: 32.70
ALOGS: -3.08
ROTB: 5

Status: OFP

Legend:
OFP - off patent
OFM - off market
ONP - on patent

Drug dosage:

Dose	Unit	Route
0.10	g	O

ADMET properties:

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Property	Value	Reference
t_half (Half-life)	5 hours	Lombardo F, Berellini G, Obach RS
BA (Bioavailability)	45 %	Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
EoM (Fraction excreted unchanged in urine)	4.60 %	Benet LZ, Broccatelli F, Oprea TI
Vd (Volume of distribution)	4.40 L/kg	Lombardo F, Berellini G, Obach RS
S (Water solubility)	31.39 mg/mL	Bocci G, Oprea TI, Benet LZ
CL (Clearance)	14 mL/min/kg	Lombardo F, Berellini G, Obach RS
MRTD (Maximum Recommended Therapeutic Daily Dose)	11.59 µM/kg/day	Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BDDCS (Biopharmaceutical Drug Disposition Classification System)	1	Benet LZ, Broccatelli F, Oprea TI
fu (Fraction unbound in plasma)	0.73 %	Lombardo F, Berellini G, Obach RS

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Approvals:

Date	Agency	Company	Orphan
Dec. 28, 1993	FDA	WYETH PHARMS INC

FDA Adverse Event Reporting System (Female)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Completed suicide	1455.21	10.02	1986	189554	143687	63153795
Drug withdrawal syndrome	1227.92	10.02	853	190687	26341	63271141
Intentional overdose	1170.56	10.02	1275	190265	72877	63224605
Serotonin syndrome	996.51	10.02	768	190772	27914	63269568
Suicidal ideation	906.93	10.02	1028	190512	61393	63236089
Toxicity to various agents	890.98	10.02	2163	189377	245087	63052395
Suicide attempt	876.13	10.02	998	190542	59920	63237562
Overdose	704.50	10.02	1253	190287	113825	63183657
Intentional self-injury	605.92	10.02	550	190990	25137	63272345
Withdrawal syndrome	541.31	10.02	463	191077	19534	63277948

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FDA Adverse Event Reporting System (Male)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Serotonin syndrome	847.99	10.81	537	77263	19396	34859735
Completed suicide	777.41	10.81	1022	76778	97146	34781985
Intentional overdose	515.72	10.81	558	77242	43116	34836015
Suicidal ideation	505.09	10.81	532	77268	39856	34839275
Suicide attempt	504.83	10.81	524	77276	38592	34840539
Drug withdrawal syndrome	467.88	10.81	373	77427	19461	34859670
Toxicity to various agents	446.56	10.81	1209	76591	199153	34679978
Overdose	301.01	10.81	641	77159	90418	34788713
Foetal exposure during pregnancy	244.34	10.81	359	77441	37742	34841389
Withdrawal syndrome	241.15	10.81	209	77591	12246	34866885

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FDA Adverse Event Reporting System (Geriatric)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Completed suicide	2120.54	9.94	2960	214358	242807	79284263
Serotonin syndrome	1673.16	9.94	1205	216113	43822	79483248
Intentional overdose	1415.04	9.94	1590	215728	104370	79422700
Toxicity to various agents	1292.04	9.94	3253	214065	418287	79108783
Suicide attempt	1192.59	9.94	1294	216024	81638	79445432
Suicidal ideation	1065.99	9.94	1173	216145	75167	79451903
Overdose	954.80	9.94	1761	215557	182445	79344625
Drug withdrawal syndrome	927.47	9.94	764	216554	33954	79493116
Poisoning deliberate	622.69	9.94	470	216848	18358	79508712
Coma	576.88	9.94	1006	216312	99643	79427427

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FDA Adverse Event Reporting System (Pediatric)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Selective eating disorder	42.74	25.54	91	2038	1137	86526
Premature baby	28.97	25.54	31	2098	3897	83766
Hypotonia neonatal	28.54	25.54	59	2070	717	86946
Mitral valve incompetence	27.87	25.54	12	2117	7	87656
Neonatal asphyxia	27.43	25.54	22	2107	89	87574

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Pharmacologic Action:

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Source	Code	Description
ATC	N06AX16	NERVOUS SYSTEM PSYCHOANALEPTICS ANTIDEPRESSANTS Other antidepressants
CHEBI has role	CHEBI:35469	antidepressants
CHEBI has role	CHEBI:35640	adrenergic uptake inhibitors
CHEBI has role	CHEBI:35703	Xenobiotic
CHEBI has role	CHEBI:50949	SSRI
CHEBI has role	CHEBI:51039	dopamine reuptake inhibitor
CHEBI has role	CHEBI:78298	environmental contaminants
FDA EPC	N0000175749	Serotonin and Norepinephrine Reuptake Inhibitor
FDA MoA	N0000000102	Norepinephrine Uptake Inhibitors
FDA MoA	N0000000109	Serotonin Uptake Inhibitors

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Drug Use | Suggest Off label Use Form| |View source of the data|

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Disease	Relation	SNOMED_ID	DOID
Generalized anxiety disorder	indication	21897009	DOID:14320
Social phobia	indication	25501002	DOID:11257
Major depressive disorder	indication	370143000
Panic disorder	indication	371631005	DOID:594
Posttraumatic stress disorder	off-label use	47505003	DOID:2055
Menopausal flushing	off-label use	198436008
Neuropathic pain	off-label use	247398009
Ocular hypertension	contraindication	4210003	DOID:9282
Suicidal thoughts	contraindication	6471006
Dependent drug abuse	contraindication	6525002

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🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	9.33	Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Bioact source	MoA source
Sodium-dependent serotonin transporter	Transporter	P31645	SC6A4_HUMAN	INHIBITOR	Kd	8.05	WOMBAT-PK	CHEMBL
Sodium-dependent noradrenaline transporter	Transporter	P23975	SC6A2_HUMAN	INHIBITOR	Kd	5.98	WOMBAT-PK	CHEMBL
5-hydroxytryptamine receptor 2C	GPCR	P28335	5HT2C_HUMAN		Ki	5.70	PDSP
5-hydroxytryptamine receptor 6	GPCR	P50406	5HT6R_HUMAN		Ki	5.55	PDSP
Sodium-dependent dopamine transporter	Transporter	Q01959	SC6A3_HUMAN		Ki	5.44	CHEMBL
5-hydroxytryptamine receptor 2A	GPCR	P28223	5HT2A_HUMAN		Ki	5.65	PDSP
Alpha-1A adrenergic receptor	GPCR		ADA1A_RAT		IC50	7.05	CHEMBL
Sodium-dependent serotonin transporter	Transporter		SC6A4_RAT		Ki	7.60	CHEMBL
Sodium-dependent dopamine transporter	Transporter		SC6A3_RAT		Ki	6.44	CHEMBL
Transporter	Transporter		Q63380_RAT		IC50	6.19	CHEMBL

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External reference:

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ID	Source
004428	NDDF
004429	NDDF
108432009	SNOMEDCT_US
108434005	SNOMEDCT_US
151692	RXNORM
372490001	SNOMEDCT_US
4020846	VANDF
4023901	VUID
4023901	VANDF
5656	PUBCHEM_CID

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Pharmaceutical products:

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Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
Effexor XR	HUMAN PRESCRIPTION DRUG LABEL	1	0008-0833	CAPSULE, EXTENDED RELEASE	75 mg	ORAL	NDA	40 sections
Effexor XR	HUMAN PRESCRIPTION DRUG LABEL	1	0008-0833	CAPSULE, EXTENDED RELEASE	75 mg	ORAL	NDA	40 sections
Effexor XR	HUMAN PRESCRIPTION DRUG LABEL	1	0008-0833	CAPSULE, EXTENDED RELEASE	75 mg	ORAL	NDA	40 sections
Effexor XR	HUMAN PRESCRIPTION DRUG LABEL	1	0008-0836	CAPSULE, EXTENDED RELEASE	150 mg	ORAL	NDA	40 sections
Effexor XR	HUMAN PRESCRIPTION DRUG LABEL	1	0008-0836	CAPSULE, EXTENDED RELEASE	150 mg	ORAL	NDA	40 sections
Effexor XR	HUMAN PRESCRIPTION DRUG LABEL	1	0008-0836	CAPSULE, EXTENDED RELEASE	150 mg	ORAL	NDA	40 sections
Effexor XR	HUMAN PRESCRIPTION DRUG LABEL	1	0008-0837	CAPSULE, EXTENDED RELEASE	37.50 mg	ORAL	NDA	40 sections
Effexor XR	HUMAN PRESCRIPTION DRUG LABEL	1	0008-0837	CAPSULE, EXTENDED RELEASE	37.50 mg	ORAL	NDA	40 sections
Effexor XR	HUMAN PRESCRIPTION DRUG LABEL	1	0008-0837	CAPSULE, EXTENDED RELEASE	37.50 mg	ORAL	NDA	40 sections
Venlafaxine	HUMAN PRESCRIPTION DRUG LABEL	1	0527-2606	TABLET	75 mg	ORAL	ANDA	30 sections

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