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

Stem definition	Drug id	CAS RN
nicotinic acetylcholine receptor partial agonists/agonists	2808	249296-44-4

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: varenicline champix chantix varenicline tartrate CP-526,555-18	A benzazepine derivative that functions as an ALPHA4-BETA2 NICOTINIC RECEPTOR partial agonist. It is used for SMOKING CESSATION. Molecular weight: 211.27 Formula: C13H13N3 CLOGP: 0.90 LIPINSKI: 0 HAC: 3 HDO: 1 TPSA: 37.81 ALOGS: -3.38 ROTB: 0 Status: OFP Legend: OFP - off patent OFM - off market ONP - on patent

Molecule

Description

Molfile Inchi Smiles

Synonyms:

varenicline
champix
chantix
varenicline tartrate
CP-526,555-18

A benzazepine derivative that functions as an ALPHA4-BETA2 NICOTINIC RECEPTOR partial agonist. It is used for SMOKING CESSATION.

Molecular weight: 211.27
Formula: C13H13N3
CLOGP: 0.90
LIPINSKI: 0
HAC: 3
HDO: 1
TPSA: 37.81
ALOGS: -3.38
ROTB: 0

Status: OFP

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

Drug dosage:

Dose	Unit	Route
2	mg	O

ADMET properties:

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Property	Value	Reference
EoM (Fraction excreted unchanged in urine)	92 %	Benet LZ, Broccatelli F, Oprea TI
BA (Bioavailability)	87 %	Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
S (Water solubility)	72 mg/mL	Bocci G, Oprea TI, Benet LZ
BDDCS (Biopharmaceutical Drug Disposition Classification System)	3	Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose)	0.14 µM/kg/day	Contrera JF, Matthews EJ, Kruhlak NL, Benz RD

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Approvals:

Date	Agency	Company	Orphan
May 10, 2006	FDA	PFIZER 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
Abnormal dreams	2702.38	16.50	716	36454	9800	63442052
Suicidal ideation	1303.31	16.50	664	36506	61757	63390095
Depression	1294.75	16.50	1003	36167	195489	63256363
Nausea	1073.43	16.50	1834	35336	852637	62599215
Nightmare	828.58	16.50	339	36831	18855	63432997
Anger	610.04	16.50	241	36929	12215	63439637
Feeling abnormal	586.62	16.50	567	36603	147825	63304027
Anxiety	570.38	16.50	668	36502	216873	63234979
Insomnia	516.56	16.50	632	36538	214620	63237232
Crying	433.62	16.50	230	36940	23113	63428739

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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
Abnormal dreams	1955.81	18.47	529	22197	7049	34927156
Depression	1283.74	18.47	791	21935	96307	34837898
Suicidal ideation	1210.92	18.47	568	22158	39820	34894385
Nightmare	1010.30	18.47	372	22354	14019	34920186
Anger	583.25	18.47	237	22489	11647	34922558
Aggression	471.01	18.47	301	22425	38663	34895542
Irritability	467.51	18.47	255	22471	24435	34909770
Insomnia	455.14	18.47	440	22286	103467	34830738
Agitation	437.30	18.47	334	22392	57065	34877140
Mood swings	427.13	18.47	169	22557	7732	34926473

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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
Abnormal dreams	1892.42	15.33	506	30918	10906	79702058
Suicidal ideation	1511.82	15.33	691	30733	75649	79637315
Depression	1502.00	15.33	977	30447	215813	79497151
Nightmare	1136.13	15.33	415	31009	25446	79687518
Anger	602.85	15.33	234	31190	16928	79696036
Nausea	491.77	15.33	1126	30298	956070	78756894
Irritability	459.24	15.33	253	31171	40891	79672073
Anxiety	457.41	15.33	525	30899	247987	79464977
Aggression	455.33	15.33	271	31153	50687	79662277
Agitation	447.48	15.33	346	31078	99369	79613595

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FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

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Source	Code	Description
ATC	N07BA03	NERVOUS SYSTEM OTHER NERVOUS SYSTEM DRUGS DRUGS USED IN ADDICTIVE DISORDERS Drugs used in nicotine dependence
ATC	S01XA28	SENSORY ORGANS OPHTHALMOLOGICALS OTHER OPHTHALMOLOGICALS Other ophthalmologicals
CHEBI has role	CHEBI:35941	serotonin agonists
CHEBI has role	CHEBI:47958	muscarinic agonists
FDA EPC	N0000175705	Partial Cholinergic Nicotinic Agonist
FDA EPC	N0000175884	Cholinergic Receptor Agonist
FDA MoA	N0000175369	Cholinergic Agonists
FDA MoA	N0000175702	Partial Cholinergic Nicotinic Agonists
MeSH PA	D018678	Cholinergic Agents
MeSH PA	D018679	Cholinergic Agonists

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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
Smoking cessation assistance	indication	384742004
Suicidal thoughts	contraindication	6471006
Alcoholism	contraindication	7200002
Bipolar disorder	contraindication	13746004	DOID:3312
Mood swings	contraindication	18963009
Feeling agitated	contraindication	24199005
Alcohol intoxication	contraindication	25702006
Depressive disorder	contraindication	35489007
Schizophrenia	contraindication	58214004	DOID:5419
Acute nephropathy	contraindication	58574008

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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	8.83	Basic
pKa2	1.25	Basic

Orange Book patent data (new drug applications)

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Formulation strength	Trade name	Applicant	Application number	Approval date	Type	Dose form	Route	Patent number	Patent expiration date	Patent use
EQ 0.03MG BASE/SPRAY	TYRVAYA	OYSTER POINT PHARMA	N213978	Oct. 15, 2021	RX	SPRAY	NASAL	10456396	Oct. 19, 2035	TREATMENT OF THE SIGNS AND SYMPTOMS OF DRY EYE DISEASE (DED)
EQ 0.03MG BASE/SPRAY	TYRVAYA	OYSTER POINT PHARMA	N213978	Oct. 15, 2021	RX	SPRAY	NASAL	11224598	Oct. 19, 2035	TREATMENT OF THE SIGNS AND SYMPTOMS OF DRY EYE DISEASE (DED)
EQ 0.03MG BASE/SPRAY	TYRVAYA	OYSTER POINT PHARMA	N213978	Oct. 15, 2021	RX	SPRAY	NASAL	9504644	Oct. 19, 2035	TREATMENT OF THE SIGNS AND SYMPTOMS OF DRY EYE DISEASE (DED)
EQ 0.03MG BASE/SPRAY	TYRVAYA	OYSTER POINT PHARMA	N213978	Oct. 15, 2021	RX	SPRAY	NASAL	9532944	Oct. 19, 2035	TREATMENT OF THE SIGNS AND SYMPTOMS OF DRY EYE DISEASE (DED)
EQ 0.03MG BASE/SPRAY	TYRVAYA	OYSTER POINT PHARMA	N213978	Oct. 15, 2021	RX	SPRAY	NASAL	9597284	Oct. 19, 2035	TREATMENT OF THE SIGNS AND SYMPTOMS OF DRY EYE DISEASE (DED)

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Orange Book exclusivity data (new drug applications)

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Formulation strength	Trade name	Applicant	Application number	Approval date	Type	Dose form	Route	Exclusivity date	Description
EQ 0.03MG BASE/SPRAY	TYRVAYA	OYSTER POINT PHARMA	N213978	Oct. 15, 2021	RX	SPRAY	NASAL	Oct. 15, 2024	NEW PRODUCT

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Bioactivity Summary:

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Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Bioact source	MoA source
Neuronal acetylcholine receptor; alpha4/beta2	Ion channel	P17787 P43681	ACHB2_HUMAN ACHA4_HUMAN	AGONIST	Ki	9.40	WOMBAT-PK	CHEMBL
Neuronal acetylcholine receptor; alpha3/beta4	Ion channel	P30926 P32297	ACHB4_HUMAN ACHA3_HUMAN		Ki	7.07	WOMBAT-PK
Neuronal acetylcholine receptor; alpha4/beta4	Ion channel	P30926 P43681	ACHB4_HUMAN ACHA4_HUMAN		Ki	6.96	CHEMBL
Acetylcholine receptor; alpha1/beta1/delta/gamma	Ion channel	P02708 P07510 P11230 Q07001	ACHA_HUMAN ACHG_HUMAN ACHB_HUMAN ACHD_HUMAN		Ki	5.09	CHEMBL
Neuronal acetylcholine receptor subunit alpha-7	Ion channel	P36544	ACHA7_HUMAN		Ki	6.90	CHEMBL
Neuronal acetylcholine receptor subunit alpha-7	Ion channel		ACHA7_RAT		Ki	7.49	CHEMBL
Neuronal acetylcholine receptor; alpha2/beta2	Ion channel		ACHA2_RAT ACHB2_RAT		Ki	9.66	CHEMBL
Neuronal acetylcholine receptor; alpha3/beta2	Ion channel		ACHA3_RAT ACHB2_RAT		Ki	8.72	CHEMBL
Neuronal acetylcholine receptor; alpha3/beta4	Ion channel		ACHA3_RAT ACHB4_RAT		Ki	7.07	CHEMBL
Neuronal acetylcholine receptor; alpha4/beta2	Ion channel		ACHA4_RAT ACHB2_RAT		Ki	10.30	CHEMBL

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External reference:

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ID	Source
QMR	PDB_CHEM_ID
011508	NDDF
011509	NDDF
170361	PUBCHEM_CID
21404	MMSL
348368	MMSL
375815-87-5	SECONDARY_CAS_RN
4025278	VUID
4025278	VANDF
4025594	VANDF

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Pharmaceutical products:

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Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
APO-VARENICLINE	HUMAN PRESCRIPTION DRUG LABEL	1	60505-4765	TABLET, FILM COATED	0.50 mg	ORAL	Unapproved drug for use in drug shortage	7 sections
APO-VARENICLINE	HUMAN PRESCRIPTION DRUG LABEL	1	60505-4765	TABLET, FILM COATED	0.50 mg	ORAL	Unapproved drug for use in drug shortage	7 sections
APO-VARENICLINE	HUMAN PRESCRIPTION DRUG LABEL	1	60505-4766	TABLET, FILM COATED	1 mg	ORAL	Unapproved drug for use in drug shortage	7 sections
APO-VARENICLINE	HUMAN PRESCRIPTION DRUG LABEL	1	60505-4766	TABLET, FILM COATED	1 mg	ORAL	Unapproved drug for use in drug shortage	7 sections
CHANTIX	HUMAN PRESCRIPTION DRUG LABEL	1	0069-0468	TABLET, FILM COATED	0.50 mg	ORAL	NDA	30 sections
CHANTIX	HUMAN PRESCRIPTION DRUG LABEL	1	0069-0469	TABLET, FILM COATED	1 mg	ORAL	NDA	30 sections
Chantix	HUMAN PRESCRIPTION DRUG LABEL	1	21695-633	TABLET, FILM COATED	0.50 mg	ORAL	NDA	31 sections
Chantix	HUMAN PRESCRIPTION DRUG LABEL	1	21695-946	TABLET, FILM COATED	1 mg	ORAL	NDA	31 sections
CHANTIX	HUMAN PRESCRIPTION DRUG LABEL	1	43353-899	TABLET, FILM COATED	1 mg	ORAL	NDA	30 sections
CHANTIX	HUMAN PRESCRIPTION DRUG LABEL	1	50090-0995	TABLET, FILM COATED	1 mg	ORAL	NDA	29 sections

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